CA1081903A - Mold release agent - Google Patents
Mold release agentInfo
- Publication number
- CA1081903A CA1081903A CA244,745A CA244745A CA1081903A CA 1081903 A CA1081903 A CA 1081903A CA 244745 A CA244745 A CA 244745A CA 1081903 A CA1081903 A CA 1081903A
- Authority
- CA
- Canada
- Prior art keywords
- mold release
- catalyst
- percent
- weight
- alcohol
- 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.)
- Expired
Links
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C33/00—Moulds or cores; Details thereof or accessories therefor
- B29C33/56—Coatings, e.g. enameled or galvanised; Releasing, lubricating or separating agents
- B29C33/60—Releasing, lubricating or separating agents
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29K—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES B29B, B29C OR B29D, RELATING TO MOULDING MATERIALS OR TO MATERIALS FOR MOULDS, REINFORCEMENTS, FILLERS OR PREFORMED PARTS, e.g. INSERTS
- B29K2075/00—Use of PU, i.e. polyureas or polyurethanes or derivatives thereof, as moulding material
Abstract
MOLD RELEASE AGENT
Abstract of the Disclosure A mold release containing an activator comprising a solution of a sodium or potassium soap of a fatty acid having the structure cnH2n-1COOH or CnH2n+1COOH where an integer having values of 11 to 22 and 99 to 95 percent by weight of a solution consisting of alcohol or alcohol and water with the amount of water varying from O to 24 percent by weight and the alcohol being selected from the group consisting of methanol and ethanol, isopropanol, and said activator being selected from the class consisting of secondary amines, tertiary amines and organotin compounds.
Abstract of the Disclosure A mold release containing an activator comprising a solution of a sodium or potassium soap of a fatty acid having the structure cnH2n-1COOH or CnH2n+1COOH where an integer having values of 11 to 22 and 99 to 95 percent by weight of a solution consisting of alcohol or alcohol and water with the amount of water varying from O to 24 percent by weight and the alcohol being selected from the group consisting of methanol and ethanol, isopropanol, and said activator being selected from the class consisting of secondary amines, tertiary amines and organotin compounds.
Description
1 ~ 8~ ~ ~ 3 This invention rela-tes to an improved polyurethane mold release agent and to the molded polyurethane article produced using said mold release agent.
One of the most persistent problems experienced in making polyurethane molded articles is the supplying of a consistent mold release agent. For example, under certain conditions waxes and polyethylene offer excellent mold re-lease ability but under other operating conditions such as change of weather, compounding, molding temperature, shape of the molded article, polyethylene and waxes may be entire-ly unsatisfactory. The same is true with the silicone mold release agents and even is experienced with the more elite sodium and potassium soaps of the aliphatic acids.
For instance, water and alcohol solutions or dispersions of the sodium and potassium soaps of the fatty acids have been utilized in molding the bumper and other exterior parts made with polyurethane for automobiles for a number of years. Usually these parts are nonporous or microcellu-lar in nature rather than being considered as of the inte-gral ski~ type such as that dealt with in U.S.Patent3,69~,530.
In making the molded polyurethane exterior articles for automobiles, there are times when excellent molded pro- ~ -ducts are made for hours or days at a time. Then for some unexplained reasons the molded products have poor skins, thin skins, stick to the mold and the mold release begins to accumulate in the mold to affect the over-all aesthetic appearance of the molded product. Generically, these de-fects are sometimes referred to as skin delamination~
'. ~
' When these things happer~ the molding technologists usually recommend increasing the amount of mold release being used, refo~ulating the polyurethane molding compositlons, change the mold temperature, or all o these, or either suffers the difficulty until it unexplainably goes away and attempts to repair the molded products having these defects. Consequently, production is reduced and per item costs go up.
We have discovered the above difficulties can be reduced or eliminated by incorporating a small amount of a polyurethane catalyst in the mold release agent prior to the time it is applied to the mold. Usually about one-tenth to one-half of a percent of the catalyst per hundred parts on a solid basis of the sodium or potassium soap is sufficient to eliminate the problems occasioned by mold release build-up, thin porous skins, or what we have diagnosed as being improper cures of the polyurethane in the surface area due to cold spots in the mold. In some instances, as little as 0.03 percent to as much as one percent can be used.
This invention provides a mold release agent containing a polyurethane catalyst comprising a solution of a sodium or potassium soap of a fatty acid having the structure CnH2n lCOOH or CnH2n+lCOOH where n is an integer having values of 11 to 22 and 99 to 95 percent by weight of a solution consisting of alcohol or alcohol and water with the.amount of water varying from 0 to 24 percent by weight and the alcohol being selected from the group consisting of methanol, ethanol and isopropanol, and said .. ~ -2-:~ 81~ ~ 3 ca~alyst being selected from the class consisting of secondary amines, tertiary amines and organotin compounds (preferably in 0.03 to 1 percent by weight).
The polyurethane catalysts broadly are of two S classes, the secondary and tertiary amines and the tin compounds.
The secondary and tertiary amines or polyamines use-ful as catalysts in this invention are alkyl, alkaryl, aryl-alkyl and aryl radical substituted secondary and tertiary amines and polyamines where the radical contains from 1 to 20 carbon atoms. Representative tertiary organic amine catalyst are triethylarnine, triethylenediamine, N,N,N',N'-tetramethylethylenediamine, N,N,N'-N'-tetraethylethylene-diamine, N-methylmorpholine, N-ethylmorpholine, N,W,N',N'-L D ' ~2A-.
, ~ 9 ~ 3 te-tramethylguanidine, N,N,N',N'-tetrmethyl-1,3-butanedia-mine, N,N,-dimethyle-thanolamine~ N,N-die-thylethanolamine, dialkyl (amine al.kyl ether) viz. dimethyl (aminoethyl) ether~tetramethyl-1~3-butanediamine~ 1,5-secondary diamino naphthalene, 2,l~-secondary diamino toluylene; N~N'-secon-dary ethylene diami.ne, N,N'-secondary 1,3-propylene dia-mine, N,N'-secondary 1,4-butylene diamine and N,N'-secon-dary 1,3-butylene diamine.
Representatl.ve members of -the tin compounds are al.kyltin carboxylates and mercaptides such as dibutyltin dilaurate, diamyltin dilaurate or oleates of these or the mercaptides of the dial.kyltin mercaptides where al.kyl radi- .
cal has from 1 to 20 carbon atoms.
The mold release agent of this invention can be made by mixing the polyurethane catalyst in an aqueous or alco-holic dispersion of sodium or potassium soap of an alipha-tic acid to give a catalyst level of 0.1 to 1 percent by weight on a soap basis. Hereinafter the aqueous or alco-holic dispersion above may be referred to as a diluent solution of a sodium or potassium soap of a carboxylic acid having the structure CnH2n_lCM or CnH2n+lcOOM
where n is 11 or greater~ with the upper limit being about 22 carbon atoms and ~ is sodium or potassium. This soap release is used preferably to coat the mold as an aqueous solution or alcoholic solution~ or their mixture contain-ing mixed therein the polyurethane catalyst. Then the polyurethane reaction mixture is brought into contact with th.e shaper to obtain a shaped polyurethane article. The ~ ~8~L9~3 shaped polyurethane article is removed from the shaper and then may be washed with water of at least 60oC. but less than the boiling point~ i.e approximately 950C. of water to remove any adhered mold release agent. The cleaned, shaped polyurethane is dried, preferably for about 10 to 30 minutes a-t 120 to 160C. and then at least one coat of a suitable primer coating material followed by a topcoat such as a nondiscoloring polyurethane may be applied over the shaped polyurethane to give it protection against dis-coloration when exposed for the equivalent of 3000 hoursin an infrared Fadeometer.
The soap release agent is prepared by making a mix-ture of 1 to 5 percent by weight of the soaps of sodium or potassi~ carboxylate where the carboxylate contains from 12 to 25 carbon atoms in admixture with a diluent of 100 to 95 percent by weight of an alcohol selected from methanol, ethanol and propanol or an alcohol and water mix-ture, where the water is 0 to 30 percent of the diluent.
Satisfactory handling characteristics are obtained with the aqueous mixture wherc the soap level is 1 to 5 percent and the alcohol level is 99 to 95 percent. When the alco-hol level in the alcohol-water diluent is less than ~bout 25 percent the mixture is nonflammable. Representa-tive soaps of the above formu~ useful in this invention are the sodium and potassium soaps of the fats and vegetable oils such as sodium and potassium oleate or stearate and their impure mixture obtained by saponification of fatty acids having 12 to 25 carbon atoms.
The specific and represen-tative nature of this in-' ', -~ 81 ~ 3 vention is illustrated further by the following representa-tive embodiments, where all parts and psrcentages are by weight unless otherwise indicated.
EX~MPLE I
A microcellular polyurekhane was cast in an automo-bile bumper mold. The mold was spray coated with release agents shown in Table 1 to give a release barrier on the aluminum mold and allowed to dry before the microcellular polyurethane reaction mixture was added. The nature of microcellular polyurethane reaction mixture and the mold release is described in greater detail hereinafter.
The microcellular polyurethane reaction mixture re-acted and ~oamed to give a cured ~oam on standing a half hour at 110C. The microcellular polyurethane bumper was stripped from the mold and flushed with water at 750C. for one minute to clean away the soap on the surface.
The microcellular bumper was dried at 650C. to 950 for 15 to 20 minutes and then was spray painted with a - primer coat and a nondiscoloring polyurethane solution, i.e. a mixture of a methyl ethyl ketone solution of the prepolymer of polytetramethylene adipate and ~,4'-dicyclo-hexyl methane diisocyanate and isophorone diamine~ 2,2'~
4'-tetrahydroxybenzophenone and titanium dioxide to give a coating 3 to 10 mils thick. The coated bumper was al-lowed to dry overnight and then sections were cut from thebumper for peel tests. A tape p~el test (a paint peel test) was run on these sections. This test is one -customarily used in -the automobile i-ndustry.
"
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lL~819~
The use of activators in the amount shown in Table 1 wi.th the control sodium soap release permitted more parts to be molded from the same mold equipment with less rejects than achievable with control release.
W~lile certain representative embodiments and details have been shown for -the purpose of illustrating the inven--tion, i-t will be apparen-t to those s.killed in this art that various changes and modifications may be made therein with-out departing from the spirit or scope of the invention.
One of the most persistent problems experienced in making polyurethane molded articles is the supplying of a consistent mold release agent. For example, under certain conditions waxes and polyethylene offer excellent mold re-lease ability but under other operating conditions such as change of weather, compounding, molding temperature, shape of the molded article, polyethylene and waxes may be entire-ly unsatisfactory. The same is true with the silicone mold release agents and even is experienced with the more elite sodium and potassium soaps of the aliphatic acids.
For instance, water and alcohol solutions or dispersions of the sodium and potassium soaps of the fatty acids have been utilized in molding the bumper and other exterior parts made with polyurethane for automobiles for a number of years. Usually these parts are nonporous or microcellu-lar in nature rather than being considered as of the inte-gral ski~ type such as that dealt with in U.S.Patent3,69~,530.
In making the molded polyurethane exterior articles for automobiles, there are times when excellent molded pro- ~ -ducts are made for hours or days at a time. Then for some unexplained reasons the molded products have poor skins, thin skins, stick to the mold and the mold release begins to accumulate in the mold to affect the over-all aesthetic appearance of the molded product. Generically, these de-fects are sometimes referred to as skin delamination~
'. ~
' When these things happer~ the molding technologists usually recommend increasing the amount of mold release being used, refo~ulating the polyurethane molding compositlons, change the mold temperature, or all o these, or either suffers the difficulty until it unexplainably goes away and attempts to repair the molded products having these defects. Consequently, production is reduced and per item costs go up.
We have discovered the above difficulties can be reduced or eliminated by incorporating a small amount of a polyurethane catalyst in the mold release agent prior to the time it is applied to the mold. Usually about one-tenth to one-half of a percent of the catalyst per hundred parts on a solid basis of the sodium or potassium soap is sufficient to eliminate the problems occasioned by mold release build-up, thin porous skins, or what we have diagnosed as being improper cures of the polyurethane in the surface area due to cold spots in the mold. In some instances, as little as 0.03 percent to as much as one percent can be used.
This invention provides a mold release agent containing a polyurethane catalyst comprising a solution of a sodium or potassium soap of a fatty acid having the structure CnH2n lCOOH or CnH2n+lCOOH where n is an integer having values of 11 to 22 and 99 to 95 percent by weight of a solution consisting of alcohol or alcohol and water with the.amount of water varying from 0 to 24 percent by weight and the alcohol being selected from the group consisting of methanol, ethanol and isopropanol, and said .. ~ -2-:~ 81~ ~ 3 ca~alyst being selected from the class consisting of secondary amines, tertiary amines and organotin compounds (preferably in 0.03 to 1 percent by weight).
The polyurethane catalysts broadly are of two S classes, the secondary and tertiary amines and the tin compounds.
The secondary and tertiary amines or polyamines use-ful as catalysts in this invention are alkyl, alkaryl, aryl-alkyl and aryl radical substituted secondary and tertiary amines and polyamines where the radical contains from 1 to 20 carbon atoms. Representative tertiary organic amine catalyst are triethylarnine, triethylenediamine, N,N,N',N'-tetramethylethylenediamine, N,N,N'-N'-tetraethylethylene-diamine, N-methylmorpholine, N-ethylmorpholine, N,W,N',N'-L D ' ~2A-.
, ~ 9 ~ 3 te-tramethylguanidine, N,N,N',N'-tetrmethyl-1,3-butanedia-mine, N,N,-dimethyle-thanolamine~ N,N-die-thylethanolamine, dialkyl (amine al.kyl ether) viz. dimethyl (aminoethyl) ether~tetramethyl-1~3-butanediamine~ 1,5-secondary diamino naphthalene, 2,l~-secondary diamino toluylene; N~N'-secon-dary ethylene diami.ne, N,N'-secondary 1,3-propylene dia-mine, N,N'-secondary 1,4-butylene diamine and N,N'-secon-dary 1,3-butylene diamine.
Representatl.ve members of -the tin compounds are al.kyltin carboxylates and mercaptides such as dibutyltin dilaurate, diamyltin dilaurate or oleates of these or the mercaptides of the dial.kyltin mercaptides where al.kyl radi- .
cal has from 1 to 20 carbon atoms.
The mold release agent of this invention can be made by mixing the polyurethane catalyst in an aqueous or alco-holic dispersion of sodium or potassium soap of an alipha-tic acid to give a catalyst level of 0.1 to 1 percent by weight on a soap basis. Hereinafter the aqueous or alco-holic dispersion above may be referred to as a diluent solution of a sodium or potassium soap of a carboxylic acid having the structure CnH2n_lCM or CnH2n+lcOOM
where n is 11 or greater~ with the upper limit being about 22 carbon atoms and ~ is sodium or potassium. This soap release is used preferably to coat the mold as an aqueous solution or alcoholic solution~ or their mixture contain-ing mixed therein the polyurethane catalyst. Then the polyurethane reaction mixture is brought into contact with th.e shaper to obtain a shaped polyurethane article. The ~ ~8~L9~3 shaped polyurethane article is removed from the shaper and then may be washed with water of at least 60oC. but less than the boiling point~ i.e approximately 950C. of water to remove any adhered mold release agent. The cleaned, shaped polyurethane is dried, preferably for about 10 to 30 minutes a-t 120 to 160C. and then at least one coat of a suitable primer coating material followed by a topcoat such as a nondiscoloring polyurethane may be applied over the shaped polyurethane to give it protection against dis-coloration when exposed for the equivalent of 3000 hoursin an infrared Fadeometer.
The soap release agent is prepared by making a mix-ture of 1 to 5 percent by weight of the soaps of sodium or potassi~ carboxylate where the carboxylate contains from 12 to 25 carbon atoms in admixture with a diluent of 100 to 95 percent by weight of an alcohol selected from methanol, ethanol and propanol or an alcohol and water mix-ture, where the water is 0 to 30 percent of the diluent.
Satisfactory handling characteristics are obtained with the aqueous mixture wherc the soap level is 1 to 5 percent and the alcohol level is 99 to 95 percent. When the alco-hol level in the alcohol-water diluent is less than ~bout 25 percent the mixture is nonflammable. Representa-tive soaps of the above formu~ useful in this invention are the sodium and potassium soaps of the fats and vegetable oils such as sodium and potassium oleate or stearate and their impure mixture obtained by saponification of fatty acids having 12 to 25 carbon atoms.
The specific and represen-tative nature of this in-' ', -~ 81 ~ 3 vention is illustrated further by the following representa-tive embodiments, where all parts and psrcentages are by weight unless otherwise indicated.
EX~MPLE I
A microcellular polyurekhane was cast in an automo-bile bumper mold. The mold was spray coated with release agents shown in Table 1 to give a release barrier on the aluminum mold and allowed to dry before the microcellular polyurethane reaction mixture was added. The nature of microcellular polyurethane reaction mixture and the mold release is described in greater detail hereinafter.
The microcellular polyurethane reaction mixture re-acted and ~oamed to give a cured ~oam on standing a half hour at 110C. The microcellular polyurethane bumper was stripped from the mold and flushed with water at 750C. for one minute to clean away the soap on the surface.
The microcellular bumper was dried at 650C. to 950 for 15 to 20 minutes and then was spray painted with a - primer coat and a nondiscoloring polyurethane solution, i.e. a mixture of a methyl ethyl ketone solution of the prepolymer of polytetramethylene adipate and ~,4'-dicyclo-hexyl methane diisocyanate and isophorone diamine~ 2,2'~
4'-tetrahydroxybenzophenone and titanium dioxide to give a coating 3 to 10 mils thick. The coated bumper was al-lowed to dry overnight and then sections were cut from thebumper for peel tests. A tape p~el test (a paint peel test) was run on these sections. This test is one -customarily used in -the automobile i-ndustry.
"
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lL~819~
The use of activators in the amount shown in Table 1 wi.th the control sodium soap release permitted more parts to be molded from the same mold equipment with less rejects than achievable with control release.
W~lile certain representative embodiments and details have been shown for -the purpose of illustrating the inven--tion, i-t will be apparen-t to those s.killed in this art that various changes and modifications may be made therein with-out departing from the spirit or scope of the invention.
Claims (8)
PROPERTY OR PRIVILEGE IS CLAIMED ARE DEFINED AS FOLLOWS:
1. A mold release agent containing a polyurethane catalyst comprising a solution of a sodium or potassium soap of a fatty acid having the structure CnH2n-1COOH or CnH2n+1COOH where n is an integer having values of 11 to 22 and 99 to 95 percent by weight of a solution consisting of alcohol or alcohol and water with the amount of water varying from 0 to 24 percent by weight and the alcohol being selected from the group consisting of methanol, ethanol and isopropanol, and said catalyst being selected from the class consisting of secondary amines, tertiary amines and organotin compounds.
2. The mold release of claim 1 wherein the catalyst is triethylene diamine.
3. The mold release of claim 1 wherein the catalyst is present in 0.03 to one percent by weight based on the weight of soap.
4. The mold release of claim 1 wherein the catalyst is an organotin compound.
5. The mold release of claim 1 wherein the catalyst is dibutyltin dilaurate.
6. The mold release of claim 3 wherein the catalyst is dibutyltin dilaurate.
7. The mold release agent according to either of claims 2, 4 or 5 wherein the catalyst is present in 0.03 to one percent by weight based on the weight of soap.
8. The mold release agent of claim 6 wherein the catalyst is present in 0.03 to one percent by weight based on the weight of soap.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US557,193 | 1975-03-10 | ||
| US05/557,193 US4038088A (en) | 1975-03-10 | 1975-03-10 | Mold release agent |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1081903A true CA1081903A (en) | 1980-07-22 |
Family
ID=24224394
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA244,745A Expired CA1081903A (en) | 1975-03-10 | 1976-02-02 | Mold release agent |
Country Status (2)
| Country | Link |
|---|---|
| US (1) | US4038088A (en) |
| CA (1) | CA1081903A (en) |
Families Citing this family (34)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4131662A (en) * | 1978-01-03 | 1978-12-26 | Mobay Chemical Corporation | Talc-based external mold release agent for polyurethane foams |
| US4221749A (en) * | 1978-07-28 | 1980-09-09 | Gravi-Mechanics Co. | Method of making a body of rooting media |
| DE2916700A1 (en) * | 1979-04-25 | 1980-10-30 | Metzeler Kautschuk | RELEASE AGENT FOR MOLDING PLASTICS, IN PARTICULAR POLYURETHANE PLASTICS |
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| US7662180B2 (en) | 2002-12-05 | 2010-02-16 | Abbott Medical Optics Inc. | Accommodating intraocular lens and method of manufacture thereof |
| US20050131535A1 (en) | 2003-12-15 | 2005-06-16 | Randall Woods | Intraocular lens implant having posterior bendable optic |
| US20070256594A1 (en) * | 2006-03-01 | 2007-11-08 | Andriessen Marcel J | Release Agents Containing Saponified Fatty and Rosin Acids or Derivatives Thereof |
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| US20080295347A1 (en) * | 2007-06-01 | 2008-12-04 | Eric Barkley Braham | Moisture resistant chalk line composition for use with chalk line devices |
| DE102007037571A1 (en) * | 2007-08-09 | 2009-02-12 | Evonik Goldschmidt Gmbh | Aqueous release agent and its use in the production of polyurethane moldings |
| US8034108B2 (en) | 2008-03-28 | 2011-10-11 | Abbott Medical Optics Inc. | Intraocular lens having a haptic that includes a cap |
| EP2445446B1 (en) | 2009-06-26 | 2019-01-09 | Johnson & Johnson Surgical Vision, Inc. | Accommodating intraocular lenses |
| AU2010279561B2 (en) | 2009-08-03 | 2014-11-27 | Johnson & Johnson Surgical Vision, Inc. | Intraocular lens for providing accomodative vision |
| WO2016145170A1 (en) * | 2015-03-10 | 2016-09-15 | Peterson Chemical Technology, Llc | Low delamination mold release |
| US11707354B2 (en) | 2017-09-11 | 2023-07-25 | Amo Groningen B.V. | Methods and apparatuses to increase intraocular lenses positional stability |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1462563A (en) * | 1922-01-19 | 1923-07-24 | Arthur G Voltz | Method of lubricating rubber molds |
| US2901361A (en) * | 1956-09-06 | 1959-08-25 | Allied Asphalt & Mineral Corp | Mold release agent |
| US2976160A (en) * | 1958-11-14 | 1961-03-21 | Pure Oil Co | Emulsion concentrates |
| US3413390A (en) * | 1963-08-19 | 1968-11-26 | Mobay Chemical Corp | Process of molding polyurethane plastics |
| US3468991A (en) * | 1965-07-20 | 1969-09-23 | Freudenberg Carl Kg | Production of foamed articles |
| US3694530A (en) * | 1969-11-17 | 1972-09-26 | Goodyear Tire & Rubber | Method of producing an integral skin polyurethane foam |
-
1975
- 1975-03-10 US US05/557,193 patent/US4038088A/en not_active Expired - Lifetime
-
1976
- 1976-02-02 CA CA244,745A patent/CA1081903A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| US4038088A (en) | 1977-07-26 |
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