US20090149570A1 - Plasticizer, a biodegradable material comprising the plasticizer and application thereof - Google Patents

Plasticizer, a biodegradable material comprising the plasticizer and application thereof Download PDF

Info

Publication number
US20090149570A1
US20090149570A1 US12/216,927 US21692708A US2009149570A1 US 20090149570 A1 US20090149570 A1 US 20090149570A1 US 21692708 A US21692708 A US 21692708A US 2009149570 A1 US2009149570 A1 US 2009149570A1
Authority
US
United States
Prior art keywords
plasticizer
biodegradable
weight
parts
thermal
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Abandoned
Application number
US12/216,927
Inventor
Hsiu-Yu Cheng
Guang-Way Jang
Yin-Ju Yang
Shu-Chen Lee
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Industrial Technology Research Institute ITRI
Original Assignee
Industrial Technology Research Institute ITRI
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Industrial Technology Research Institute ITRI filed Critical Industrial Technology Research Institute ITRI
Assigned to INDUSTRIAL TECHNOLOGY RESEARCH INSTITUTE reassignment INDUSTRIAL TECHNOLOGY RESEARCH INSTITUTE ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: CHENG, HSIU-YU, JANG, GUANG-WAY, LEE, SHU-CHEN, YANG, YIN-JU
Publication of US20090149570A1 publication Critical patent/US20090149570A1/en
Priority to US13/329,670 priority Critical patent/US8623944B2/en
Priority to US14/094,951 priority patent/US8901210B2/en
Abandoned legal-status Critical Current

Links

Images

Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J167/00—Adhesives based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Adhesives based on derivatives of such polymers
    • C09J167/04—Polyesters derived from hydroxycarboxylic acids, e.g. lactones
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
    • C08K5/0016—Plasticisers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/05—Alcohols; Metal alcoholates
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/09—Carboxylic acids; Metal salts thereof; Anhydrides thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/10—Esters; Ether-esters
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
    • C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
    • C08L23/04—Homopolymers or copolymers of ethene
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L5/00—Compositions of polysaccharides or of their derivatives not provided for in groups C08L1/00 or C08L3/00
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L5/00—Compositions of polysaccharides or of their derivatives not provided for in groups C08L1/00 or C08L3/00
    • C08L5/08—Chitin; Chondroitin sulfate; Hyaluronic acid; Derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L5/00—Compositions of polysaccharides or of their derivatives not provided for in groups C08L1/00 or C08L3/00
    • C08L5/10—Heparin; Derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L5/00—Compositions of polysaccharides or of their derivatives not provided for in groups C08L1/00 or C08L3/00
    • C08L5/12—Agar or agar-agar, i.e. mixture of agarose and agaropectin; Derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
    • C08L67/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
    • C08L67/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
    • C08L67/03—Polyesters derived from dicarboxylic acids and dihydroxy compounds the dicarboxylic acids and dihydroxy compounds having the carboxyl- and the hydroxy groups directly linked to aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
    • C08L67/04—Polyesters derived from hydroxycarboxylic acids, e.g. lactones
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L89/00—Compositions of proteins; Compositions of derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L89/00—Compositions of proteins; Compositions of derivatives thereof
    • C08L89/04—Products derived from waste materials, e.g. horn, hoof or hair
    • C08L89/06—Products derived from waste materials, e.g. horn, hoof or hair derived from leather or skin, e.g. gelatin
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D105/00—Coating compositions based on polysaccharides or on their derivatives, not provided for in groups C09D101/00 or C09D103/00
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D105/00—Coating compositions based on polysaccharides or on their derivatives, not provided for in groups C09D101/00 or C09D103/00
    • C09D105/08—Chitin; Chondroitin sulfate; Hyaluronic acid; Derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D105/00—Coating compositions based on polysaccharides or on their derivatives, not provided for in groups C09D101/00 or C09D103/00
    • C09D105/12—Agar-agar; Derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
    • C09D167/04—Polyesters derived from hydroxycarboxylic acids, e.g. lactones
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D189/00—Coating compositions based on proteins; Coating compositions based on derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J167/00—Adhesives based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Adhesives based on derivatives of such polymers
    • C09J167/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2201/00—Properties
    • C08L2201/06—Biodegradable
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
    • C08L2666/02—Organic macromolecular compounds, natural resins, waxes or and bituminous materials

Definitions

  • the present invention relates to a biodegradable material, especially a biodegradable material containing a plasticizer.
  • plastic packaging material closely relates to the change of general lifestyle.
  • the use of light, convenient packaging to facilitate food storage and transportation, as well as increasing the shelf life of food has become very important due to the pressure from high population growth rate and food shortage.
  • plastic packaging at present can satisfy these demand, the consumption of plastic has exceeded 160 million tons annually, within which 35% is used as packaging material.
  • the treatment of waste from the packaging material imposes huge impact on the environment, so the recycling of plastic and the study of degradable plastic have become more and more important.
  • Biodegradable material has been generally defined as a material under sufficient water, oxygen, and suitable nutrients and temperature being able to decompose into carbon dioxide and water by microbes.
  • Biodegradable material is a new type of polymer, which is characterized by the self-decomposition when its function completes. The bonding between these polymers decomposes into environmentally friendly compositions through biological processes.
  • Biodegradable material is more friendly to the environment than conventional material.
  • the treatment and recycling for plastics used in disposable applications after use are not economic and impose greater impact on the environment.
  • the treatment of contaminated plastics at present is nothing more than combustion or landfill, which invisibly increases the loading to the environment. Therefore, the development of biodegradable material has become a high-profile issue.
  • biodegradable material can be divided into four categories: (1) biodegradable material based on polylactic acid; (2) biodegradable material based on polyester; (3) biodegradable material based on starch; and (4) biodegradable material based on polycaprolactone.
  • Other natural materials such as soybean are also under development continually.
  • biodegradable material at present is environmentally friendly, the structure of such material is hard to be modified, and their products after different kinds of fabrication processes have disadvantages of fragility, low heat-resistance, insufficient viscosity and so on. Therefore, the application of biodegradable materials is greatly limited, and the marketing products can only be used at low temperature. In view of this, the emphasis of future market demand will be focused on the environmentally friendly formula having increased functionalities of heat-tolerance, tenacity, viscosity and so on.
  • the object of the present invention is to provide a plasticizer added in biodegradable material, to improve the property of the biodegradable material, and facilitate the follow-up processes.
  • Another object of the present invention is to provide a biodegradable material having excellent properties.
  • plasticizer biodegradable materials with appropriate tenacity, impact-tolerance, high adhesion and ductility can be obtained.
  • Yet another object of the present invention is to provide a surface-covering material for paper, wood, plastic or metal substrate to improve the water-resistant, oil-resistant, microwave-tolerant and anti-freezing properties of the substrate.
  • Yet another object of the present invention is to provide a adhesion material for paper, wood, plastic or metal substrate to adhere two substrates.
  • the plasticizer for the biodegradable material of the present invention comprises 100 parts by weight of a bio-molecule and 0.1 to 1000 parts by weight of a monomer of biodegradable polymer, wherein the bio-molecule and the monomer of biodegradable polymer are thermal-treated at 50 to 160° C. after mixing.
  • the present invention also includes a use of plasticizer for adjusting the tenacity and/or impact-tolerance and/or ductility and/or adhesion of biodegradable material, wherein the plasticizer comprises 100 parts by weight of a bio-molecule and 0.1 to 1000 parts by weight of a monomer or oligomer of biodegradable polymer, water or mixtures thereof, and the plasticizer is thermal-treated at 50 to 160° C.
  • the present invention includes a biodegradable material precursor, which comprises 100 parts by weight of a biodegradable polymer and 0.1 to 50 parts by weight of a plasticizer; wherein the plasticizer is made up of 100 parts by weight of a bio-molecule and 0.1 to 1000 parts by weight of a monomer or oligomer of biodegradable polymer, water or mixtures thereof; wherein the plasticizer is thermal-treated at 50 to 160° C.
  • the present invention also includes a biodegradable material, which is obtained by thermal-treating the above-mentioned biodegradable material precursor.
  • the biodegradable material of the present invention can adhere two objects by thermal-compressing, and therefore the present invention also provides a adhesion material, which is obtained by thermal-treating the above-mentioned biodegradable material precursor.
  • the adhesion material is characterized by adhering two surfaces through thermal-compressing.
  • FIG. 1 is an image of a thin film formed by laminating the biodegradable material of the present invention.
  • FIG. 2A is an image of water drops on the surface of glassine paper.
  • FIG. 2B is an image of water drops on glassine paper having the biodegradable material of the present invention on its surface.
  • FIG. 2C is an image of water drops on glassine paper having low density polyethylene thin film on its surface.
  • the biodegradable plasticizer of the present invention comprises 100 parts by weight of a bio-molecule and 0.1 to 1000 parts by weight of a precursor monomer or oligomer of the biodegradable polymer, water or mixtures thereof, wherein the bio-molecule and the precursor monomer or oligomer of the biodegradable polymer, water and mixtures thereof are thermal-treated at 50 to 160° C. after mixing.
  • the mixing ratio of the bio-molecule and the precursor monomer of the biodegradable polymer is 100 parts by weight of the bio-molecule, and 0.1 to 500 parts by weight of the precursor monomer or oligomer of the biodegradable polymer, water or mixtures thereof.
  • the mixing ratio of the bio-molecule and the precursor monomer of the biodegradable polymer is 100 parts by weight of the bio-molecule and 0.1 to 200 parts by weight of the precursor monomer or oligomer of the biodegradable polymer, water or mixtures thereof.
  • bio-molecule refers to a biodegradable or bio-compatible material, such as protein or other materials forming the connective tissues or bones of animals or plants (such as agar, hyaluronic acid, chitosan or vegetable gelatin, for example hydroxypropypethyl cellulose).
  • the protein suitable for the plasticizer of the present invention is animal gelatin or animal collagen, wherein the animal gelatin mentioned in the present invention refers to proteins from which the source includes beef bones, beef skin or pig skin, whose main composition is the protein after the hydrolysis of collagen.
  • the precursor monomer of the biodegradable polymer in the plasticizer of the present invention refers to a precursor monomer, from which the polymer formed by polymerization reaction is biodegradable.
  • the precursor monomer of the biodegradable polymer can be used in the plasticizer of the present invention.
  • biodegradable polymers there are many biodegradable polymers in the known art, and the one more suitable for the present technique is biodegradable polyester or biodegradable polyethylene or copolymers thereof, wherein the biodegradable polyester includes polygiycolic acid, polylactic acid, polycaprolactone, polyhydroxybutyrate, polyhydroxyvalerate, polyhydroxyvaleric acid or copolymers thereof, and the biodegradable polyethylene includes polyvinylacetate, poly(butylenes succinate), polyvinyl alcohol, poly-p-dioxanone or copolymers thereof.
  • the plasticizer of the present invention is formed by mixing the bio-molecule and the precursor monomer of the biodegradable polymer at a required ratio, then thermal-treating the mixture, wherein the temperature for thermal-treating is 50 to 160° C., and 80 to 130° C. in a preferred embodiment.
  • the precursor monomer of the biodegradable polymer of the present invention can be replaced by oligomer or water, i.e. the plasticizer of the present invention comprises bio-molecule and water.
  • the bio-molecule solution is used to adjust the tenacity and/or impact-tolerance and/or adhesion and/or ductility of the biodegradable polymer.
  • the bio-molecule solution used as plasticizer is composed of 100 parts by weight of a bio-molecule and 0.1 to 1000 parts by weight of water, wherein some parts of the water can be replaced by the precursor monomer of the biodegradable polymer.
  • the bio-molecule solution is thermal-treated at 50 to 160° C.
  • the definition of the bio-molecule is the same as mentioned above.
  • the use of plasticizer is to adjust the tenacity and/or impact-tolerance and/or adhesion and/or ductility of a biodegradable polymer, wherein the plasticizer is added to the biodegradable polymer, and then the tenacity and/or impact-tolerance and/or adhesion and/or ductility of the biodegradable polymer can be changed after fabrication as expected.
  • the biodegradable material precursor of the present invention comprises 100 parts by weight of a biodegradable polymer and 0.1 to 50 parts by weight of a plasticizer, wherein the plasticizer comprises 100 parts by weight of a bio-molecule and 0.1 to 1000 parts by weight of a precursor monomer or oligomer of the biodegradable polymer, water or mixtures thereof, and the plasticizer is thermal-treated at 50 to 160° C.
  • the biodegradable material precursor is formed by mixing 100 parts by weight of a biodegradable polymer and 0.1 to 10 parts by weight of a plasticizer, wherein the preferred temperature for thermal-treating the plasticizer is 80 to 130° C.
  • the biodegradable material precursor of the present invention can be thermal-treated to form different types of biodegradable material as needed (ex: container or surface thin film), i.e. the present invention provides a biodegradable material, which is obtained by thermal-treating the above-mentioned biodegradable material precursor.
  • the thermal-treating process mentioned in the present invention includes polymer techniques which are used to produce a polymer, such as injection-molding, extrusion-molding, roll-coating, laminating or foaming.
  • the molding temperature of the biodegradable material formed by the biodegradable material precursor of the present invention is 160 to 280° C., and preferably 190 to 250° C.
  • biodegradable materials with different tenacity, impact-resistance, adhesion and ductility can be obtained by adjusting the composition of plasticizer and the ratio of plasticizer to biodegradable polymer as needed.
  • the required properties for a biodegradable material used as a container, a coating film or electronic plastics are different, and that can be achieved by changing the composition of the precursor.
  • the biodegradable material can also be used as a adhesive, which is to place the biodegradable material between the surface of two objects needed to be adhered, and use thermal-compressing to produce the adhesive property of the biodegradable material, then adhere these two objects.
  • the biodegradable material of the present invention is also a adhesion material, which is used to adhere two objects, wherein the material of these two objects can be the same or different, including paper, wood, plastic or metal.
  • the flowability of the biodegradable material precursor can be adjusted by changing the amount of the plasticizer added, and therefore the biodegradable material with high and low contents of plasticizer can be used in different fields appropriately, and can be diluted by adding solvents (especially water).
  • the biodegradable material with low flowability i.e. high viscosity
  • the biodegradable material with low flowability is more suitable to be used as a adhesive.
  • the present embodiment includes the preparation of four plasticizers, which is described as below:
  • the present embodiment includes the preparation of four biodegradable materials, which is described as below:
  • plasticizer of example 1 (A001) was added in 500 g polylactic acid (PLA), then underwent laminating process at the 190° C. to obtain a biodegradable material as a thin film (PLA/A001), as shown in FIG. 1 .
  • plasticizer of example 1 (A002) was added in 500 g polylactic acid (PLA), then underwent laminating process at the 250° C. to obtain a biodegradable material as a thin film (PLA/A002).
  • plasticizer of example 1 (A003) was added in 500 g polylactic acid (PLA), then underwent laminating process at the 250° C. to obtain a biodegradable material as a thin film (PLA/A003).
  • plasticizer of example 1 (A004) was added in 500 g polylactic acid (PLA), then underwent laminating process at the 190° C. to obtain a biodegradable material as a thin film (PLA/A004).
  • the present embodiment includes some testing results for the properties of biodegradable material to illustrate the efficacy of the present invention.
  • the melt index of PLA is 4 to 8. After adding the plasticizer of the present invention, the melt index of PLA is raised up to 32 to 79 (testing values of four biodegradable materials from example 2). The increasing of melt index shows that the addition of plasticizer of the present invention is contributive to the fabrication of PLA, such as the laminating in example 2.
  • the contact angle of the present embodiment was tested by measuring the contact angle of water drops on the surface of glassine paper. Without surface modification of the glassine paper, the contact angle is 40.25° ( FIG. 2A ), and it is elevated to 70.89° when the surface is rod-coated to form the biodegradable material PLA/A004 ( FIG. 2B ). In the data of control study, the contact angle of a glassine paper coated with low density polyethylene (LDPE) is 60.93° ( FIG. 2C ). It is known from the results of contact angle that the biodegradable material of the present invention can increase the hydrophobicity of a surface.
  • LDPE low density polyethylene
  • Biodegradable material PLA/A004 was formed and coated on the surface of a biodegradable food container (paper) as a thin film, then microwaved for 3 minutes at a high microwave power (750 W), and no peeling-off of the thin film was observed. Afterward, water was added to 80% confluence of the container after microwave, then placed in a freezer for 4 hours, defrosted at room temperature, and no peeling-off of the thin film was observed. Afterward, the film was peeled off the paper surface, and some fiber residue was observed on the paper surface, which shows that the adhesion between the film and the paper remain unchanged before and after the test.
  • Biodegradable material PLA/A004 was combined and sandwiched between paper and wood (paper/biodegradable material/wood), and then underwent adhesion test based on the testing standard JIS K5400. In the control case, paper/LDPE/wood was tested under the same condition.
  • the adhesion test result for LDPE is 4, and 8 for the biodegradable material of the present invention, which shows that the thin film formed by the biodegradable material of the present invention has good adhesion with other natural biodegradable materials.
  • Tg Glass Transition Temperature
  • Tc Crystallization Temperature
  • Tm Melting Temperature
  • Td Decomposition Temperature
  • MI Melt Index
  • the plasticizer of the present invention greatly increases the melt index of PLA without changing other polymer properties, and facilitate the fabrication of biodegradable polymers such as PLA.
  • the plasticizer of the present invention increases the tenacity, oil-resistance, water-resistance and microwave-tolerance of the biodegradable polymer, and the adhesion property is also better than conventional food packaging. and no peeling-off occurs under freezing condition.
  • the plasticizer of the present invention is contributive to the replacement of plastic packaging by biodegradable packaging, and the production of waste can be reduced by using this environmentally friendly formula combined with plastic or metal substrates.

Abstract

The present invention relates to a Plasticizer, which is fabricated by mixing monomers of biodegradable polymer with bio-molecules subsequently to deal the mixture with thermal treatment. The Biodegradable material comprising the Plasticizer has high melt index which is contributive for the processing of thermal processing, and the microwave-tolerance and water-resistance of the material makes the material suitable for food packaging.

Description

    BACKGROUND OF THE INVENTION
  • 1. Field of the Invention
  • The present invention relates to a biodegradable material, especially a biodegradable material containing a plasticizer.
  • 2. Description of Related Art
  • The rise of plastic packaging material closely relates to the change of general lifestyle. The use of light, convenient packaging to facilitate food storage and transportation, as well as increasing the shelf life of food has become very important due to the pressure from high population growth rate and food shortage. Although plastic packaging at present can satisfy these demand, the consumption of plastic has exceeded 160 million tons annually, within which 35% is used as packaging material. The treatment of waste from the packaging material imposes huge impact on the environment, so the recycling of plastic and the study of degradable plastic have become more and more important.
  • Biodegradable material has been generally defined as a material under sufficient water, oxygen, and suitable nutrients and temperature being able to decompose into carbon dioxide and water by microbes. Biodegradable material is a new type of polymer, which is characterized by the self-decomposition when its function completes. The bonding between these polymers decomposes into environmentally friendly compositions through biological processes. Biodegradable material is more friendly to the environment than conventional material. Generally speaking, the treatment and recycling for plastics used in disposable applications after use are not economic and impose greater impact on the environment. The treatment of contaminated plastics at present is nothing more than combustion or landfill, which invisibly increases the loading to the environment. Therefore, the development of biodegradable material has become a high-profile issue. Depending on the source of the material, biodegradable material can be divided into four categories: (1) biodegradable material based on polylactic acid; (2) biodegradable material based on polyester; (3) biodegradable material based on starch; and (4) biodegradable material based on polycaprolactone. Other natural materials such as soybean are also under development continually.
  • Although the biodegradable material at present is environmentally friendly, the structure of such material is hard to be modified, and their products after different kinds of fabrication processes have disadvantages of fragility, low heat-resistance, insufficient viscosity and so on. Therefore, the application of biodegradable materials is greatly limited, and the marketing products can only be used at low temperature. In view of this, the emphasis of future market demand will be focused on the environmentally friendly formula having increased functionalities of heat-tolerance, tenacity, viscosity and so on.
    • SUMMARY OF THE INVENTION
  • In view of the disadvantages in the known art, the object of the present invention is to provide a plasticizer added in biodegradable material, to improve the property of the biodegradable material, and facilitate the follow-up processes.
  • Another object of the present invention is to provide a biodegradable material having excellent properties. By the use of plasticizer, biodegradable materials with appropriate tenacity, impact-tolerance, high adhesion and ductility can be obtained.
  • Yet another object of the present invention is to provide a surface-covering material for paper, wood, plastic or metal substrate to improve the water-resistant, oil-resistant, microwave-tolerant and anti-freezing properties of the substrate.
  • Yet another object of the present invention is to provide a adhesion material for paper, wood, plastic or metal substrate to adhere two substrates.
  • To achieve the above objects, the plasticizer for the biodegradable material of the present invention comprises 100 parts by weight of a bio-molecule and 0.1 to 1000 parts by weight of a monomer of biodegradable polymer, wherein the bio-molecule and the monomer of biodegradable polymer are thermal-treated at 50 to 160° C. after mixing.
  • The present invention also includes a use of plasticizer for adjusting the tenacity and/or impact-tolerance and/or ductility and/or adhesion of biodegradable material, wherein the plasticizer comprises 100 parts by weight of a bio-molecule and 0.1 to 1000 parts by weight of a monomer or oligomer of biodegradable polymer, water or mixtures thereof, and the plasticizer is thermal-treated at 50 to 160° C.
  • The present invention includes a biodegradable material precursor, which comprises 100 parts by weight of a biodegradable polymer and 0.1 to 50 parts by weight of a plasticizer; wherein the plasticizer is made up of 100 parts by weight of a bio-molecule and 0.1 to 1000 parts by weight of a monomer or oligomer of biodegradable polymer, water or mixtures thereof; wherein the plasticizer is thermal-treated at 50 to 160° C.
  • The present invention also includes a biodegradable material, which is obtained by thermal-treating the above-mentioned biodegradable material precursor.
  • The biodegradable material of the present invention can adhere two objects by thermal-compressing, and therefore the present invention also provides a adhesion material, which is obtained by thermal-treating the above-mentioned biodegradable material precursor. The adhesion material is characterized by adhering two surfaces through thermal-compressing.
    • BRIEF DESCRIPTION OF THE DRAWINGS
  • FIG. 1. is an image of a thin film formed by laminating the biodegradable material of the present invention.
  • FIG. 2A. is an image of water drops on the surface of glassine paper.
  • FIG. 2B. is an image of water drops on glassine paper having the biodegradable material of the present invention on its surface.
  • FIG. 2C. is an image of water drops on glassine paper having low density polyethylene thin film on its surface.
    •  DETAILED DESCRIPTION OF THE INVENTION
  • The biodegradable plasticizer of the present invention comprises 100 parts by weight of a bio-molecule and 0.1 to 1000 parts by weight of a precursor monomer or oligomer of the biodegradable polymer, water or mixtures thereof, wherein the bio-molecule and the precursor monomer or oligomer of the biodegradable polymer, water and mixtures thereof are thermal-treated at 50 to 160° C. after mixing. In a preferred embodiment, the mixing ratio of the bio-molecule and the precursor monomer of the biodegradable polymer is 100 parts by weight of the bio-molecule, and 0.1 to 500 parts by weight of the precursor monomer or oligomer of the biodegradable polymer, water or mixtures thereof. In a more preferred embodiment, the mixing ratio of the bio-molecule and the precursor monomer of the biodegradable polymer is 100 parts by weight of the bio-molecule and 0.1 to 200 parts by weight of the precursor monomer or oligomer of the biodegradable polymer, water or mixtures thereof.
  • The “bio-molecule” mentioned in the present invention refers to a biodegradable or bio-compatible material, such as protein or other materials forming the connective tissues or bones of animals or plants (such as agar, hyaluronic acid, chitosan or vegetable gelatin, for example hydroxypropypethyl cellulose).
  • Preferably, the protein suitable for the plasticizer of the present invention is animal gelatin or animal collagen, wherein the animal gelatin mentioned in the present invention refers to proteins from which the source includes beef bones, beef skin or pig skin, whose main composition is the protein after the hydrolysis of collagen.
  • Furthermore, the precursor monomer of the biodegradable polymer in the plasticizer of the present invention refers to a precursor monomer, from which the polymer formed by polymerization reaction is biodegradable. In other words, the precursor monomer of the biodegradable polymer can be used in the plasticizer of the present invention. There are many biodegradable polymers in the known art, and the one more suitable for the present technique is biodegradable polyester or biodegradable polyethylene or copolymers thereof, wherein the biodegradable polyester includes polygiycolic acid, polylactic acid, polycaprolactone, polyhydroxybutyrate, polyhydroxyvalerate, polyhydroxyvaleric acid or copolymers thereof, and the biodegradable polyethylene includes polyvinylacetate, poly(butylenes succinate), polyvinyl alcohol, poly-p-dioxanone or copolymers thereof.
  • The plasticizer of the present invention is formed by mixing the bio-molecule and the precursor monomer of the biodegradable polymer at a required ratio, then thermal-treating the mixture, wherein the temperature for thermal-treating is 50 to 160° C., and 80 to 130° C. in a preferred embodiment.
  • In some embodiments, the precursor monomer of the biodegradable polymer of the present invention can be replaced by oligomer or water, i.e. the plasticizer of the present invention comprises bio-molecule and water. In these embodiments, the bio-molecule solution is used to adjust the tenacity and/or impact-tolerance and/or adhesion and/or ductility of the biodegradable polymer. The bio-molecule solution used as plasticizer is composed of 100 parts by weight of a bio-molecule and 0.1 to 1000 parts by weight of water, wherein some parts of the water can be replaced by the precursor monomer of the biodegradable polymer. The same as the embodiments using the precursor monomer of the biodegradable polymer, the bio-molecule solution is thermal-treated at 50 to 160° C. after mixing, and preferably at 80 to 130° C. In this embodiment, the definition of the bio-molecule is the same as mentioned above. From the above description for the composition of the plasticizer, the use of plasticizer is to adjust the tenacity and/or impact-tolerance and/or adhesion and/or ductility of a biodegradable polymer, wherein the plasticizer is added to the biodegradable polymer, and then the tenacity and/or impact-tolerance and/or adhesion and/or ductility of the biodegradable polymer can be changed after fabrication as expected.
  • Therefore, the biodegradable material precursor of the present invention comprises 100 parts by weight of a biodegradable polymer and 0.1 to 50 parts by weight of a plasticizer, wherein the plasticizer comprises 100 parts by weight of a bio-molecule and 0.1 to 1000 parts by weight of a precursor monomer or oligomer of the biodegradable polymer, water or mixtures thereof, and the plasticizer is thermal-treated at 50 to 160° C. The definitions of bio-molecule and biodegradable polymer are the same as mentioned above. Preferably, the biodegradable material precursor is formed by mixing 100 parts by weight of a biodegradable polymer and 0.1 to 10 parts by weight of a plasticizer, wherein the preferred temperature for thermal-treating the plasticizer is 80 to 130° C.
  • The biodegradable material precursor of the present invention can be thermal-treated to form different types of biodegradable material as needed (ex: container or surface thin film), i.e. the present invention provides a biodegradable material, which is obtained by thermal-treating the above-mentioned biodegradable material precursor.
  • The thermal-treating process mentioned in the present invention includes polymer techniques which are used to produce a polymer, such as injection-molding, extrusion-molding, roll-coating, laminating or foaming. The molding temperature of the biodegradable material formed by the biodegradable material precursor of the present invention is 160 to 280° C., and preferably 190 to 250° C.
  • It can be easily understood by the skilled in the art that biodegradable materials with different tenacity, impact-resistance, adhesion and ductility can be obtained by adjusting the composition of plasticizer and the ratio of plasticizer to biodegradable polymer as needed. For example, the required properties for a biodegradable material used as a container, a coating film or electronic plastics are different, and that can be achieved by changing the composition of the precursor.
  • During the development of the present invention, the biodegradable material can also be used as a adhesive, which is to place the biodegradable material between the surface of two objects needed to be adhered, and use thermal-compressing to produce the adhesive property of the biodegradable material, then adhere these two objects.
  • Therefore, the biodegradable material of the present invention is also a adhesion material, which is used to adhere two objects, wherein the material of these two objects can be the same or different, including paper, wood, plastic or metal.
  • Specifically, it is known from the above description for the biodegradable material precursor that the flowability of the biodegradable material precursor can be adjusted by changing the amount of the plasticizer added, and therefore the biodegradable material with high and low contents of plasticizer can be used in different fields appropriately, and can be diluted by adding solvents (especially water). Generally speaking, the biodegradable material with low flowability (i.e. high viscosity) is more suitable to be used as a adhesive.
  • The advantages of the present invention are further depicted with the illustration of examples, which however should not be construed as a limitation on the scope of claims.
    • EXAMPLE 1 Preparation of Plasticizer
  • The present embodiment includes the preparation of four plasticizers, which is described as below:
    • Case 1
  • 5 g vegetable gelatin (vegetable hard shell capsule #0 produced by Dah Feng Capsule Industry Co., Ltd.) was mixed with 5 g water, then placed in an environment of 80° C. for 1 hour to obtain the plasticizer of the present invention (A001).
    • Case 2
  • 5 g vegetable gelatin (vegetable hard shell capsule #0 produced by Dah Feng Capsule Industry Co., Ltd.) was mixed with 5 g lactic acid monomer, then placed in an environment of 130° C. for 4 hours to obtain the plasticizer of the present invention (A002).
    • Case 3
  • 5 g animal gelatin (gelatin 260B sold by Buildmore Enterprise Co., Ltd.) was mixed with 5 g water, then placed in an environment of 80° C. for 1 hour to obtain the plasticizer of the present invention (A003).
    • Case 4
  • 5 g animal gelatin (gelatin 260B sold by Buildmore Enterprise Co., Ltd.) was mixed with 5 g lactic acid monomer, then placed in an environment of 130° C. for 4 hours to obtain the plasticizer of the present invention (A004).
    • EXAMPLE 2 Preparation of Biodegradable Material
  • The present embodiment includes the preparation of four biodegradable materials, which is described as below:
    • Case 1
  • 10 g plasticizer of example 1 (A001) was added in 500 g polylactic acid (PLA), then underwent laminating process at the 190° C. to obtain a biodegradable material as a thin film (PLA/A001), as shown in FIG. 1.
    • Case 2
  • 10 g plasticizer of example 1 (A002) was added in 500 g polylactic acid (PLA), then underwent laminating process at the 250° C. to obtain a biodegradable material as a thin film (PLA/A002).
    • Case 3
  • 10 g plasticizer of example 1 (A003) was added in 500 g polylactic acid (PLA), then underwent laminating process at the 250° C. to obtain a biodegradable material as a thin film (PLA/A003).
    • Case 4
  • 10 g plasticizer of example 1 (A004) was added in 500 g polylactic acid (PLA), then underwent laminating process at the 190° C. to obtain a biodegradable material as a thin film (PLA/A004).
    • EXAMPLE 3 The Properties of Biodegradable Material
  • The present embodiment includes some testing results for the properties of biodegradable material to illustrate the efficacy of the present invention.
    • Melt Index
  • The melt index of PLA is 4 to 8. After adding the plasticizer of the present invention, the melt index of PLA is raised up to 32 to 79 (testing values of four biodegradable materials from example 2). The increasing of melt index shows that the addition of plasticizer of the present invention is contributive to the fabrication of PLA, such as the laminating in example 2.
    • Contact Angle
  • The contact angle of the present embodiment was tested by measuring the contact angle of water drops on the surface of glassine paper. Without surface modification of the glassine paper, the contact angle is 40.25° (FIG. 2A), and it is elevated to 70.89° when the surface is rod-coated to form the biodegradable material PLA/A004 (FIG. 2B). In the data of control study, the contact angle of a glassine paper coated with low density polyethylene (LDPE) is 60.93° (FIG. 2C). It is known from the results of contact angle that the biodegradable material of the present invention can increase the hydrophobicity of a surface.
    • Temperature Test
  • Biodegradable material PLA/A004 was formed and coated on the surface of a biodegradable food container (paper) as a thin film, then microwaved for 3 minutes at a high microwave power (750 W), and no peeling-off of the thin film was observed. Afterward, water was added to 80% confluence of the container after microwave, then placed in a freezer for 4 hours, defrosted at room temperature, and no peeling-off of the thin film was observed. Afterward, the film was peeled off the paper surface, and some fiber residue was observed on the paper surface, which shows that the adhesion between the film and the paper remain unchanged before and after the test.
    • Adhesion Test
  • Biodegradable material PLA/A004 was combined and sandwiched between paper and wood (paper/biodegradable material/wood), and then underwent adhesion test based on the testing standard JIS K5400. In the control case, paper/LDPE/wood was tested under the same condition. The adhesion test result for LDPE is 4, and 8 for the biodegradable material of the present invention, which shows that the thin film formed by the biodegradable material of the present invention has good adhesion with other natural biodegradable materials.
    • Glass Transition Temperature (Tg), Crystallization Temperature (Tc), Melting Temperature (Tm) Decomposition Temperature (Td) and Melt Index (MI)
  • The polymer properties of biodegradable material in example 2 are compared with that of PLA in control case, and the results are shown in below table.
  • TABLE 1
    property
    polymer Tg Tc Tm Td MI
    PLA 54.7 120.4 150.3 329.6 2~4
    PLA/A001 50.3 109.9   147/153.0 352.4 24.6
    PLA/A002 52.0 108.7   147/153.5 352.1 32.2
    PLA/A003 48.2 104.6 142.0/151.2 346.4 36.1
    PLA/A004 48.1 119.8 149.3/152.8 346.8 79.8
  • It is known from the testing data in table 1, the plasticizer of the present invention greatly increases the melt index of PLA without changing other polymer properties, and facilitate the fabrication of biodegradable polymers such as PLA.
  • In summary, the plasticizer of the present invention increases the tenacity, oil-resistance, water-resistance and microwave-tolerance of the biodegradable polymer, and the adhesion property is also better than conventional food packaging. and no peeling-off occurs under freezing condition. The plasticizer of the present invention is contributive to the replacement of plastic packaging by biodegradable packaging, and the production of waste can be reduced by using this environmentally friendly formula combined with plastic or metal substrates.
    • OTHER EXAMPLES
  • All technical features disclosed in this specification can be combined with other processes, and every single technical feature can be selectively substituted by features the same with, equal to, or similar to the aimed features. Therefore, each technical feature disclosed in this specification is merely an example equal to or similar to the aimed features.
  • The preferred embodiments of the present invention have been disclosed above, but these embodiments are not used to limit the present invention. Those skilled in the art can make various changes and modifications without departing the spirit and the scope of the present invention.

Claims (26)

1. A plasticizer for biodegradable materials, comprising:
100 parts by weight of a bio-molecule; and
0.1 to 1000 parts by weight of a precursor monomer or oligomer of the biodegradable polymer, water and the mixture thereof;
wherein said bio-molecule and said precursor monomer of the biodegradable polymer is thermal-treated at 50 to 160° C. after mixing.
2. The plasticizer according to claim 1, comprising:
100 parts by weight of a bio-molecule; and
0.1 to 200 parts by weight of a precursor monomer or oligomer of the biodegradable polymer, water and mixtures thereof;
wherein said bio-molecule and said precursor monomer of the biodegradable polymer is thermal-treated at 50 to 160° C. after mixing.
3. The plasticizer according to claim 1, wherein said bio-molecule includes vegetable gelatin, animal protein, agar, chitosen, hyaluronic acid or mixtures thereof.
4. The plasticizer according to claim 3, wherein said animal protein includes animal gelatin or collagen.
5. The plasticizer according to claim 1, wherein said biodegradable polymer includes biodegradable polyester or biodegradable polyethylene or copolymers thereof.
6. The Plasticizer according to claim 5, wherein said biodegradable polyester includes polygiycolic acid, polylactic acid, polycaprolactone, polyhydroxybutyrate, polyhydroxyvalerate, polyhydroxyvaleratic acid or copolymers thereof.
7. The plasticizer according to claim 5, wherein said biodegradable polyethylene includes polyvinylacetate, poly(butylenes succinate), polyvinyl alcohol, poly-p-dioxanone or the copolymer thereof.
8. The plasticizer according to claim 1, wherein the temperature of said thermal-treating is 80 to 130° C.
9. A use of plasticizer for adjusting the tenacity and/or impact-tolerance and/or adhesion and/or ductility of a biodegradable polymer, wherein the said plasticizer comprises:
100 parts by weight of a bio-molecule; and
0.1 to 1000 parts by weight of a monomer or oligomer of biodegradable polymer, water and mixtures thereof;
wherein said plasticizer is thermal-treated at 50 to 160° C.
10. The use according to claim 9, wherein the said plasticizer comprises:
100 parts by weight of a bio-molecule; and
0.1 to 500 parts by weight of a monomer of biodegradable polymer, oligomer, water and mixtures thereof;
wherein said bio-molecule and said precursor monomer of the biodegradable polymer is thermal-treated at 50 to 160° C. after mixing.
11. The use according to claim 10, wherein said bio-molecule includes vegetable gelatin, animal protein, agar, chitosen, hyaluronic acid or mixtures thereof.
12. The plasticizer according to claim 11, wherein said animal protein includes animal gelatin or collagen.
13. The use according to claim 9, wherein said biodegradable polymer includes polygiycolic acid, polylactic acid, polycaprolactone, polyhydroxybutyrate, polyhydroxyvalerate, polyhydroxyvaleratic acid, polyvinylacetate, poly(butylenes succinate), polyvinyl alcohol, poly-p-dioxanone or copolymers thereof.
14. The plasticizer according to claim 9, wherein the temperature of said thermal-treating is 80 to 130° C.
15. A biodegradable material precursor, comprising:
100 parts by weight of a biodegradable polymer; and
0.1 to 50 parts by weight of a plasticizer;
wherein said plasticizer comprises 100 parts by weight of a bio-molecule and 0.1 to 1000 parts by weight of a precursor monomer or oligomer of the biodegradable polymer, water or mixtures thereof; and said plasticizer is thermal-treated at 50 to 160° C.
16. The biodegradable material precursor according to claim 15, comprising:
100 parts by weight of a biodegradable polymer; and
0.1 to 20 parts by weight of a plasticizer;
wherein said plasticizer comprises 100 parts by weight of a bio-molecule and 0.1 to 500 parts by weight of a monomer or oligomer of biodegradable polymer, water or mixtures thereof; and said plasticizer is thermal-treated at 50 to 160° C.
17. The biodegradable material precursor according to claim 15, wherein said bio-molecule includes vegetable gelatin, agar, animal protein, chitosen, hyaluronic acid or mixtures thereof.
18. The biodegradable material precursor according to claim 15, wherein said biodegradable polymer includes polygiycolic acid, polylactic acid, polycaprolactone, polyhydroxybutyrate, polyhydroxyvalerate, polyhydroxyvaleratic acid, polyvinylacetate, poly(butylenes succinate), polyvinyl alcohol, poly-p-dioxanone or copolymers thereof.
19. The biodegradable material precursor according to claim 15, wherein the temperature of said thermal-treating is 80 to 130° C.
20. A biodegradable material, which is obtained by thermal-treating said biodegradable material precursor according to claim 15.
21. The biodegradable material according to claim 20, wherein said thermal-treating includes injection-molding, extrusion-molding, roll-coating, laminating or foaming.
22. The biodegradable material according to claim 20, wherein the temperature of said thermal-treating is 160 to 280° C.
23. The biodegradable material according to claim 22, wherein the temperature of said thermal-treating is 190 to 250° C.
24. A adhesion material, which is obtained by thermal-treating said biodegradable material precursor according to claim 15, and said adhesion material is characterized by using thermal-compressing to adhere two surfaces.
25. The adhesion material according to claim 24, wherein the material of said surfaces are the same or different.
26. The adhesion material according to claim 25, wherein the material of said surfaces includes paper, wood or metal.
US12/216,927 2007-12-11 2008-07-14 Plasticizer, a biodegradable material comprising the plasticizer and application thereof Abandoned US20090149570A1 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
US13/329,670 US8623944B2 (en) 2007-12-11 2011-12-19 Plasticizer, a biodegradable material comprising the plasticizer and application thereof
US14/094,951 US8901210B2 (en) 2007-12-11 2013-12-03 Plasticizer, a biodegradable material comprising the plasticizer and application thereof

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
TW096147159A TWI352717B (en) 2007-12-11 2007-12-11 A tenacity adjuster, a biodegradable material comp
TW96147159 2007-12-11

Related Child Applications (1)

Application Number Title Priority Date Filing Date
US13/329,670 Continuation US8623944B2 (en) 2007-12-11 2011-12-19 Plasticizer, a biodegradable material comprising the plasticizer and application thereof

Publications (1)

Publication Number Publication Date
US20090149570A1 true US20090149570A1 (en) 2009-06-11

Family

ID=39737320

Family Applications (3)

Application Number Title Priority Date Filing Date
US12/216,927 Abandoned US20090149570A1 (en) 2007-12-11 2008-07-14 Plasticizer, a biodegradable material comprising the plasticizer and application thereof
US13/329,670 Active US8623944B2 (en) 2007-12-11 2011-12-19 Plasticizer, a biodegradable material comprising the plasticizer and application thereof
US14/094,951 Active US8901210B2 (en) 2007-12-11 2013-12-03 Plasticizer, a biodegradable material comprising the plasticizer and application thereof

Family Applications After (2)

Application Number Title Priority Date Filing Date
US13/329,670 Active US8623944B2 (en) 2007-12-11 2011-12-19 Plasticizer, a biodegradable material comprising the plasticizer and application thereof
US14/094,951 Active US8901210B2 (en) 2007-12-11 2013-12-03 Plasticizer, a biodegradable material comprising the plasticizer and application thereof

Country Status (7)

Country Link
US (3) US20090149570A1 (en)
JP (1) JP4906827B2 (en)
DE (1) DE102008035272A1 (en)
FR (1) FR2924717B1 (en)
GB (1) GB2455595B (en)
IT (1) IT1390893B1 (en)
TW (1) TWI352717B (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8524856B2 (en) 2009-06-26 2013-09-03 Metabolix, Inc. PHA compositions comprising PBS and PBSA and methods for their production
US10113060B2 (en) 2012-06-05 2018-10-30 Cj Cheiljedang Corporation Biobased rubber modified biodegradable polymer blends
CN108752938A (en) * 2018-06-21 2018-11-06 宁波沸柴机器人科技有限公司 A kind of food package film and its preparation and application
US11091632B2 (en) 2015-11-17 2021-08-17 Cj Cheiljedang Corporation Polymer blends with controllable biodegradation rates
CN114276658A (en) * 2021-12-07 2022-04-05 杭州人民环保科技有限公司 Degradable material, preparation method thereof and paper cup

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9403348B2 (en) 2012-09-21 2016-08-02 Lg Hausys, Ltd. Biodegradable sheets having adhesive layer
CH707206A2 (en) * 2012-11-13 2014-05-15 Roweg Holding Ag C O Guy Petignat Cotton swab.
CN111409346B (en) * 2020-04-28 2022-08-30 睿泊(中国)环保科技有限公司 Degradable film and preparation method thereof

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5939467A (en) * 1992-06-26 1999-08-17 The Procter & Gamble Company Biodegradable polymeric compositions and products thereof
US6284838B1 (en) * 1996-08-12 2001-09-04 Novamont S.P.A. Biodegradable composition
US6573340B1 (en) * 2000-08-23 2003-06-03 Biotec Biologische Naturverpackungen Gmbh & Co. Kg Biodegradable polymer films and sheets suitable for use as laminate coatings as well as wraps and other packaging materials
US6905759B2 (en) * 2001-04-23 2005-06-14 Kimberly Clark Worldwide, Inc. Biodegradable films having enhanced ductility and breathability
US6987138B2 (en) * 2002-06-17 2006-01-17 National Institute Of Advanced Industrial Science & Technology Biodegradable polylactide resin composition
US7160977B2 (en) * 2003-12-22 2007-01-09 Eastman Chemical Company Polymer blends with improved notched impact strength
US20090110713A1 (en) * 2007-10-31 2009-04-30 Florencia Lim Biodegradable polymeric materials providing controlled release of hydrophobic drugs from implantable devices

Family Cites Families (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5173143A (en) * 1974-12-23 1976-06-24 Sumitomo Bakelite Co
CA1061163A (en) * 1974-11-22 1979-08-28 Ryuzo Nakatsuka Protein-starch binary molding composition and shaped articles obtained therefrom
US4962091A (en) * 1986-05-23 1990-10-09 Syntex (U.S.A.) Inc. Controlled release of macromolecular polypeptides
US5447966A (en) * 1988-07-19 1995-09-05 United States Surgical Corporation Treating bioabsorbable surgical articles by coating with glycerine, polalkyleneoxide block copolymer and gelatin
ES2141953T3 (en) 1994-08-12 2000-04-01 Minnesota Mining & Mfg COMPOSITIONS OF POLY PRESSURE SENSITIVE ADHESIVES (BETA-HIDROXIORGANOATO).
IT1271316B (en) 1994-12-23 1997-05-27 Novamont Spa COTTON STICKS IN PLASTIC MATERIAL
US5710190A (en) * 1995-06-07 1998-01-20 Iowa State University Research Foundation, Inc. Soy protein-based thermoplastic composition for foamed articles
JPH08333514A (en) * 1995-06-08 1996-12-17 Okumoto Seifun Kk Biodegrdable forming and its production
FR2732687A1 (en) * 1996-04-03 1996-10-11 Weil Miriam Biodegradable compsn. for moulding into disposable consumer goods e.g. bottles, films or pharmaceutical capsules
KR20020045227A (en) 2000-12-08 2002-06-19 홍청석 Biodecomposable artificial bait composition
GB2374874A (en) * 2001-04-11 2002-10-30 Bioprogress Tech Int Inc Modified cellulose films
GB0210859D0 (en) * 2002-05-13 2002-06-19 Bioprogress Technology Ltd Modified polymeric films
US20050019294A1 (en) 2003-04-14 2005-01-27 Fmc Corporation Homogeneous, thermoreversible alginate films and soft capsules made therefrom
JP4822491B2 (en) * 2004-05-07 2011-11-24 大阪シーリング印刷株式会社 Adhesive and adhesive label using the same
CN101360783B (en) * 2004-10-18 2011-04-06 普朗蒂克科技有限公司 Barrier film
BRPI0600783A (en) * 2006-02-24 2007-11-20 Phb Ind Sa biodegradable polymer composition and method for producing a biodegradable polymer composition

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5939467A (en) * 1992-06-26 1999-08-17 The Procter & Gamble Company Biodegradable polymeric compositions and products thereof
US6284838B1 (en) * 1996-08-12 2001-09-04 Novamont S.P.A. Biodegradable composition
US6573340B1 (en) * 2000-08-23 2003-06-03 Biotec Biologische Naturverpackungen Gmbh & Co. Kg Biodegradable polymer films and sheets suitable for use as laminate coatings as well as wraps and other packaging materials
US6905759B2 (en) * 2001-04-23 2005-06-14 Kimberly Clark Worldwide, Inc. Biodegradable films having enhanced ductility and breathability
US6987138B2 (en) * 2002-06-17 2006-01-17 National Institute Of Advanced Industrial Science & Technology Biodegradable polylactide resin composition
US7160977B2 (en) * 2003-12-22 2007-01-09 Eastman Chemical Company Polymer blends with improved notched impact strength
US20090110713A1 (en) * 2007-10-31 2009-04-30 Florencia Lim Biodegradable polymeric materials providing controlled release of hydrophobic drugs from implantable devices

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8524856B2 (en) 2009-06-26 2013-09-03 Metabolix, Inc. PHA compositions comprising PBS and PBSA and methods for their production
US9056947B2 (en) 2009-06-26 2015-06-16 Metabolix, Inc. PHA compositions comprising PBS and PBSA and methods for their production
US9650513B2 (en) 2009-06-26 2017-05-16 Cj Cheiljedang Corporation PHA compositions comprising PBS and PBSA and methods for their production
US10113060B2 (en) 2012-06-05 2018-10-30 Cj Cheiljedang Corporation Biobased rubber modified biodegradable polymer blends
US11091632B2 (en) 2015-11-17 2021-08-17 Cj Cheiljedang Corporation Polymer blends with controllable biodegradation rates
CN108752938A (en) * 2018-06-21 2018-11-06 宁波沸柴机器人科技有限公司 A kind of food package film and its preparation and application
CN114276658A (en) * 2021-12-07 2022-04-05 杭州人民环保科技有限公司 Degradable material, preparation method thereof and paper cup

Also Published As

Publication number Publication date
GB0813238D0 (en) 2008-08-27
IT1390893B1 (en) 2011-10-19
US8901210B2 (en) 2014-12-02
FR2924717B1 (en) 2013-01-04
GB2455595B (en) 2012-02-15
GB2455595A (en) 2009-06-17
ITRM20080408A1 (en) 2009-06-12
FR2924717A1 (en) 2009-06-12
TW200925202A (en) 2009-06-16
US8623944B2 (en) 2014-01-07
JP2009144137A (en) 2009-07-02
JP4906827B2 (en) 2012-03-28
US20120088852A1 (en) 2012-04-12
US20140094544A1 (en) 2014-04-03
TWI352717B (en) 2011-11-21
DE102008035272A1 (en) 2009-06-18

Similar Documents

Publication Publication Date Title
US8901210B2 (en) Plasticizer, a biodegradable material comprising the plasticizer and application thereof
Zaaba et al. A review on degradation mechanisms of polylactic acid: Hydrolytic, photodegradative, microbial, and enzymatic degradation
Nayak Biodegradable polymers: opportunities and challenges
Luzier Materials derived from biomass/biodegradable materials.
Shetty et al. Investigation of mechanical properties and applications of polylactic acids—A review
Siebert et al. Deriving commercial level adhesive performance from a bio-based mussel mimetic polymer
CN111409346B (en) Degradable film and preparation method thereof
US20060229410A1 (en) GIM environmental protection brightstone granules masterbatch
CN102643523B (en) Modified polylactic acid/polycaprolactone composite material and preparation method thereof
Khalis The effect of compatibilizer addition on Chlorella vulgaris microalgae utilization as a mixture for bioplastic
CN101481503B (en) Plasticiser and biodegradable material added with the same
CN108641318B (en) Biodegradable polyhydroxycarboxylic acid alloy material and preparation method thereof
JP2004010842A (en) Polylactic acid resin composition
CN102424719A (en) Straw powder-containing modified poly lactic acid composite material and preparation method thereof
Moini et al. Green adhesives—Past, present, and future outlook
JP2004010843A (en) Polylactic acid resin composition
JP2002363432A (en) Biodegradable plastic composition
CN100513482C (en) Method for preparing composite biodegradable material
JP2020164577A (en) Polyester-based resin composition and molded article
CN104312008A (en) High-brightness PP electroplating material and preparation method thereof
Bera Development of Corn Kernel–Based Biocomposite Films for Food Packaging Applications
CN112679922B (en) Degradable modified material based on PBS (Poly Butylene succinate) and preparation method thereof
Carvalho et al. Development of Bioplastic Film for Application in the Footwear Industry
JP2010185046A (en) Resin clay and adhesive using polylactic acid waste
Korotneva et al. Biodegradable polymer composites materials based on synthetic polymers and natural components

Legal Events

Date Code Title Description
AS Assignment

Owner name: INDUSTRIAL TECHNOLOGY RESEARCH INSTITUTE, TAIWAN

Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:CHENG, HSIU-YU;JANG, GUANG-WAY;YANG, YIN-JU;AND OTHERS;REEL/FRAME:021289/0311

Effective date: 20080702

STCB Information on status: application discontinuation

Free format text: ABANDONED -- FAILURE TO RESPOND TO AN OFFICE ACTION