GB2101140A - Internal mold release agent - Google Patents

Internal mold release agent Download PDF

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Publication number
GB2101140A
GB2101140A GB08218319A GB8218319A GB2101140A GB 2101140 A GB2101140 A GB 2101140A GB 08218319 A GB08218319 A GB 08218319A GB 8218319 A GB8218319 A GB 8218319A GB 2101140 A GB2101140 A GB 2101140A
Authority
GB
United Kingdom
Prior art keywords
mold release
vegetable oil
metal salt
release agent
epoxidized vegetable
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.)
Withdrawn
Application number
GB08218319A
Inventor
Ramchandra Krishna Hulyalkar
Alvin Harold Lerner
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.)
Dart Industries Inc
Original Assignee
Dart Industries Inc
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 Dart Industries Inc filed Critical Dart Industries Inc
Publication of GB2101140A publication Critical patent/GB2101140A/en
Withdrawn legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30Low-molecular-weight compounds
    • C08G18/36Hydroxylated esters of higher fatty acids
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/04Oxygen-containing compounds
    • C08K5/09Carboxylic acids; Metal salts thereof; Anhydrides thereof
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/04Oxygen-containing compounds
    • C08K5/15Heterocyclic compounds having oxygen in the ring
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2120/00Compositions for reaction injection moulding processes
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2125/00Compositions for processes using internal mould release agents

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Moulds For Moulding Plastics Or The Like (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Lubricants (AREA)

Abstract

An internal mold release agent comprises a metal salt and an epoxidized vegetable oil and may be prepared by heating a metal salt such as zinc stearate with an epoxidized vegetable oil such as epoxidized soybean oil to obtain a homogeneous clear mixture. The mold release agent can be added directly to a polymeric molding composition and the polymeric system thus formed has the further advantage that it will gel at a significantly faster rate than an untreated system.

Description

SPECIFICATION Internal mold release agent Most polymeric molding systems, in particular those based upon polyurethanes or polyesters, suffer from the disadvantage that objects formed from such systems do not release quickly from the mold after their formation. This is due to the highly tenacious adhesivity of the polymer in the composition. A common practice to overcome this tenacious adherence to the mold in which the article is being formed is to coat a mold release agent on the surface of the mold. This of course requires the expenditure of both time and effort on the part of an operator. It must also be recognized that the use of a coated mold release agent results in the buildup of the agent on the surfaces of the mold to the extent that periodic cleaning of the mold is required, thus relating in the loss of time due to shutdown of the operation.In an effort to overcome this disadvantage, direct incorporation of a mold release agent such as zinc stearate into the polymeric system has been tried. However, such direct additions of internal mold release agents have not been successful in reaction injection molded polyurethane or polyester systems due to the difficulty of obtaining a uniform distribution of the zinc stearate in the polymer system.
It is therefore a constant objective of the art to provide an internal mold release agent which can be effectively employed in polyurethane and polyester systems.
Summary of the invention It has been found in accordance with the present invention that a successful and effective mold release agent can be provided by heating a metal salt of a long chain fatty acid with an epoxidized vegetable oil.
Such a mold release agent can be incorporated directly into the polyurethane or polyester system employed in reaction injection molding.
The mold release agent composition is readily prepared by heating a mixture of the metal salt and epoxidized vegetable oil to about 110 to 1 400C with continuing agitation. The preferred temperature range is from about 125"to about 135"C. The resulting clear homogeneous solution is cooled and added to the polymer system.
It has been found that the polymer system containing the mold release agent described above will release readily from the mold surfaces in marked contrast to a polymer system which does not contain a mold release agent.
As a further advantageous feature of the present invention it has also been found that the polymeric system containing the mold release agent of the present invention will gel at a significantly faster rate than the untreated system when the mold release agent is used as a third component along with the polyol and isocyanate in the preparation of a urethane. This demonstrates that the metal salt-epoxidized vegetable oil compositions of the present invention when so employed provide a catalyst effect in addition to imparting the desired mold release properties to the polymeric molding system.
While it is contemplated that the internal mold release agents provided by the present invention can be incorporated into any polymeric system, it has been found particularly advantageous when used in connection with a system based upon polyurethane or polyester resins. Such resins and molding systems based upon them are well known in the art.
The metal salt component of the mold release agent of the present invention can be any of the known metallic salts including calcium, barium, cadmium and other known metal salts of long chain fatty acid materials, including stearic, palmitic and oleic acids as well as the glycerides thereof. The metal salt component can be single salts or coformed salt systems consisting of two distinct metals such as are described, for example, in Example 5 set forth later in this specification. However, the use of zinc stearate as the metal salt component is particularly preferred.
The epoxidized vegetable oil can be any of the known vegetable oils, such as epoxidized soybean oil and epoxidized linseedate. However, the use of epoxidized octyl tallate is particularly preferred. In the general practice of the present invention the individual components will be present in the proportions of from about 20 to about 50 parts by weight of metal salt to about 80 to about 50 parts by weight of the epoxidized vegetable oil. The preferred range is from about 25 to about 40 of metal salt to about 75 to about 60 of epoxidized vegetable oil.
In preparing the mold release agent, the components can be dry mixed and then heated to a temperature and for a period of time sufficient to form a homogeneous solution. However, it is sometimes expedient to preheat the epoxidized vegetable oil prior to admixture with the metal salt component. A temperature of from about 1 10" to about 140can be employed over a time period of from about 15 to about 30 minutes.
The mold release agent is added to the polymeric system by direct admixture according to procedures well known in the art for the incorporation of additives into molding compositions.
The invention is illustrated in the examples given below. It is to be understood that the examples are illustrative only and not limitative of the present invention.
Example 1 10 parts of zinc stearate and 90 parts of epoxidized soybean oil are charged to a vessel, dry blended and then heated to 1 25" to 130"C with continuous stirring for about 15 minutes. A clear amber solution forms.
This solution is then cooled to room temperature, remaining a clear amber solution. This solution is added to a polyurethane reaction injection molded system, illustratively RIM 125 marketed by Union Carbide Corporation, in an amount sufficient to provide 1.5 percent by weight of zinc stearate in the system.
Example 2 35 parts of zinc stearate and 65 parts of epoxidized octyl tallate are charged to a vessel and heated to 125-1300C with continuous stirring for about 15 minutes. A clear amber solution forms. This solution is then cooled to room temperature, remaining a clear amber solution. This solution is added to a polyurethane reaction injection molding system in an amount sufficient to provide 1.5 percent by weight of zinc stearate in the system.
Example 3 30 parts of zinc stearate and 70 parts of octyl epoxy linseedate are charged to a vessel and heated to 125-130"C with continuous stirring for about 15 minutes. A clear amber solution forms which when cooled to room temperature remains a clear amber solution. This solution is added to a polyurethane reaction injection molding system in an amount sufficient to provide 1.8 percent by weight of zinc stearate in the system.
Example 4 45 parts of zinc stearate and 55 parts of Vikoflex 4050, an epoxy ester available from Viking Chemical Company, are charged to a vessel and heated to 125-130:C with continuous strirring for about 15 minutes. A clear light amber solution forms which, on cooling to room temperature remains a clear amber solution. This solution is added to a reaction injection molding system in an amount sufficient to provide 1.5 percent by weight of zinc stearate in the system.
Example 5 5 parts of magnesium stearate and 25 parts of zinc stearate were dry blended and added gradually in about 15 minutes to 70 parts of preheated octyl epoxytallate 1125-135-C) under continuous stirring. A clear amber solution forms. This solution is then cooled to room temperature and added to a polyurethane reaction injection molding system in an amount sufficient to provide 1.5 percent by weight of the mixed stearates.
Example 6 25 parts of zinc stearate and 75 parts of epoxidized soybean oil are charged to a vessel and heated to 125-130"C with continuous stirring for about 15 minutes. A clear amber solution forms. This solution is then cooled to room temperature at which point it remains a clear amber solution. This solution is added to a polyurethane reaction injection molding system in an amount sufficient to provide 1.8 percent by weight of zinc stearate in the system.
After molding, the article formed from the reaction injection molding compositions containing the mold release agents of Examples 1-6 releases readily from an aluminum dish. Systems employing the same polyurethane reaction injection molding compositions but not containing the mold release agents of Examples 1-6 adhere tenaciously to the dish on molding.
The following Example illustrates this.
Example 7 An internal mold release agent was prepared according to the procedure of Example 2 and was incorporated into a urethane reaction injection molding composition "RIM 125" in an amount by weight of 5 parts per 100 parts of total composition, and the resulting composition was cured on an aluminum substrate at 160"flora period of one minute.
A comparison specimen consisting of RIM 125 was similarly cured at 160"F for a period of one minute.
The peel force required to release the specimens from the aluminum substrate was measured with the following results: Peel force Specimen in pounds linear inch a) RIM 125 32.4 b) RIM 125 + 5 pph of product of Example 5 12.5 The above tests were repeated employing a chrome plated steel substrate in place of the aluminum substrate.
The following results were observed: Peel force Specimen in poundsllinear inch a) RIM 125 25.7 b) RIM 125 + 5 pph of 8.0 product of Example 5 The markedly superior release properties imparted by the use of the mold release agents of the present invention are readily apparent from the results of the foregoing tests.

Claims (12)

1. An internal mold release composition comprising 5 to 50 parts by weight of a metal salt and 95 to 50 parts by weight of an epoxidized vegetable oil.
2. A composition according to claim 1 wherein the metal salt is zinc stearate.
3. A composition according to claim 1 or 2 wherein the epoxidized vegetable oil is expoxidized soybean oil.
4. A composition according to claim 1 or 2 wherein the epoxidized vegetable oil is octyl epoxy tallate.
5. A composition according to any one of claims 1 to 4 wherein the proportion of metal salt to epoxidized vegetable oil is from 1 to 10 to 1 to 1.
6. A composition according to claim 1 substantially as described with reference to any one of Examples 1 to6.
7. Use of a composition as claimed in any one of the preceding claims as an internal mold release agent in a polymeric molding system.
8. A process for the reaction injection molding of a polymeric system based upon polyurethane or polyester, which comprises incorporating into the polymer system an internal mold release agent comprising 0.5 to 5 parts by weight of metal salt and 1.5 to 15 parts by weight of epoxidized vegetable oil.
9. A process according to claim 8 wherein the metal salt is zinc stearate.
10. A process according to claim 8 or 9 wherein the epoxidized vegetable oil is epoxidized soybean oil.
11. A process according to claim 8 or 9 wherein the epoxidized vegetable oil is octyl epoxy tallate.
12. A process according to any one of claims 8 to 11 wherein the proportion of metal salt to epoxidized vegetable oil is from 1 to lotto 1 to 1.
GB08218319A 1981-07-06 1982-06-24 Internal mold release agent Withdrawn GB2101140A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US28062481A 1981-07-06 1981-07-06

Publications (1)

Publication Number Publication Date
GB2101140A true GB2101140A (en) 1983-01-12

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Family Applications (1)

Application Number Title Priority Date Filing Date
GB08218319A Withdrawn GB2101140A (en) 1981-07-06 1982-06-24 Internal mold release agent

Country Status (7)

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JP (1) JPS5815593A (en)
BE (1) BE893509A (en)
DE (1) DE3224206A1 (en)
FR (1) FR2508919A1 (en)
GB (1) GB2101140A (en)
IL (1) IL66161A0 (en)
SE (1) SE8204157L (en)

Cited By (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4517150A (en) * 1983-02-17 1985-05-14 Toray Silicone Company, Ltd. Method for manufacturing reactive injection-molded products
US4519965A (en) * 1984-08-23 1985-05-28 Mobay Chemical Corporation Internal mold release agent for use in reaction injection molding
US4581386A (en) * 1985-05-23 1986-04-08 Mobay Chemical Corporation Internal mold release agent for use in reaction injection molding
US4758603A (en) * 1987-08-28 1988-07-19 The Dow Chemical Company Dithiocarbamate internal mold release agents
US4868224A (en) * 1988-10-21 1989-09-19 Mobay Corporation Process for the production of molded products using internal mold release agents
US4886838A (en) * 1988-08-31 1989-12-12 Mobay Corporation Internal mold release agent for use in reaction injection molding
US4897428A (en) * 1988-08-31 1990-01-30 Mobay Corporation Internal mold release agent for use in molding polyurethanes and/or polyureas
US5002999A (en) * 1988-09-07 1991-03-26 Mobay Corporation Internal mold release agent for use in reaction injection molding
US5008033A (en) * 1983-02-16 1991-04-16 The Dow Chemical Company Internal mold release compositions
US5011647A (en) * 1983-02-16 1991-04-30 The Dow Chemical Company Internal mold release compositions
US5019600A (en) * 1988-08-31 1991-05-28 Mobay Corporation Internal mold release agent for use in reaction injection molding
US5019317A (en) * 1989-05-24 1991-05-28 Mobay Corporation Process for the production of molded products using internal mold release agents
US5076989A (en) * 1988-09-12 1991-12-31 Mobay Corporation Internal mold release agent for use in reaction injection molding
US5212209A (en) * 1991-11-18 1993-05-18 The Dow Chemical Company Compatibilized internal mold release composition for preparations of foamed and fiber-reinforced polymeric articles
US5211749A (en) * 1988-09-12 1993-05-18 Miles Inc. Internal mold release agent for use in reaction injection molding
US5389696A (en) * 1993-09-17 1995-02-14 Miles Inc. Process for the production of molded products using internal mold release agents
US5500176A (en) * 1993-09-17 1996-03-19 Bayer Corporation Process for the production of molded products using internal mold release agents
US5529739A (en) * 1994-11-15 1996-06-25 Bayer Corporation Process for the production of molded products using internal mold release agents
US5547608A (en) * 1994-09-09 1996-08-20 Basf Corporation Polyurethane SRIM compositions having internal mold release properties
US5741865A (en) * 1995-07-18 1998-04-21 Witco Corporation Fatty alkly diethanolamines to stabilize the optical clarity of polyols containing zinc fatty acid salts
WO2009032789A1 (en) * 2007-09-04 2009-03-12 Dow Global Technologies, Inc. Reaction injection molded polyurethanes made using high levels of natural oil-based polyols
US20140150691A1 (en) * 2010-02-12 2014-06-05 Eastman Chemical Company Sulfite softwood based cellulose triacetate for lcd films
WO2018045466A1 (en) * 2016-09-09 2018-03-15 Clausi Robert N Surface modifying agent formulation
CN112387923A (en) * 2020-10-21 2021-02-23 重庆市宇红轨道车辆配件有限公司 Heat-resistant release agent for brake shoe manufacturing and preparation method thereof

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS60500418A (en) * 1983-02-16 1985-03-28 ザ・ダウ・ケミカル・カンパニ− Active hydrogen-containing composition that provides mold release properties to molded articles
JPS60168613A (en) * 1984-03-28 1985-09-02 Sumitomo Bayer Urethane Kk Molding method of polyurethane resin
JPS6297808A (en) * 1985-10-24 1987-05-07 Sumitomo Bayer Urethane Kk Internal releasing agent composition
JPS62118113A (en) * 1985-11-19 1987-05-29 Sanyo Electric Co Ltd Bearing device

Cited By (25)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5008033A (en) * 1983-02-16 1991-04-16 The Dow Chemical Company Internal mold release compositions
US5011647A (en) * 1983-02-16 1991-04-30 The Dow Chemical Company Internal mold release compositions
US4517150A (en) * 1983-02-17 1985-05-14 Toray Silicone Company, Ltd. Method for manufacturing reactive injection-molded products
US4519965A (en) * 1984-08-23 1985-05-28 Mobay Chemical Corporation Internal mold release agent for use in reaction injection molding
US4581386A (en) * 1985-05-23 1986-04-08 Mobay Chemical Corporation Internal mold release agent for use in reaction injection molding
US4758603A (en) * 1987-08-28 1988-07-19 The Dow Chemical Company Dithiocarbamate internal mold release agents
US5019600A (en) * 1988-08-31 1991-05-28 Mobay Corporation Internal mold release agent for use in reaction injection molding
US4886838A (en) * 1988-08-31 1989-12-12 Mobay Corporation Internal mold release agent for use in reaction injection molding
US4897428A (en) * 1988-08-31 1990-01-30 Mobay Corporation Internal mold release agent for use in molding polyurethanes and/or polyureas
US5002999A (en) * 1988-09-07 1991-03-26 Mobay Corporation Internal mold release agent for use in reaction injection molding
US5076989A (en) * 1988-09-12 1991-12-31 Mobay Corporation Internal mold release agent for use in reaction injection molding
US5420188A (en) * 1988-09-12 1995-05-30 Miles Inc. Internal mold release agent for use in reaction injection molding
US5211749A (en) * 1988-09-12 1993-05-18 Miles Inc. Internal mold release agent for use in reaction injection molding
US4868224A (en) * 1988-10-21 1989-09-19 Mobay Corporation Process for the production of molded products using internal mold release agents
US5019317A (en) * 1989-05-24 1991-05-28 Mobay Corporation Process for the production of molded products using internal mold release agents
US5212209A (en) * 1991-11-18 1993-05-18 The Dow Chemical Company Compatibilized internal mold release composition for preparations of foamed and fiber-reinforced polymeric articles
US5500176A (en) * 1993-09-17 1996-03-19 Bayer Corporation Process for the production of molded products using internal mold release agents
US5389696A (en) * 1993-09-17 1995-02-14 Miles Inc. Process for the production of molded products using internal mold release agents
US5547608A (en) * 1994-09-09 1996-08-20 Basf Corporation Polyurethane SRIM compositions having internal mold release properties
US5529739A (en) * 1994-11-15 1996-06-25 Bayer Corporation Process for the production of molded products using internal mold release agents
US5741865A (en) * 1995-07-18 1998-04-21 Witco Corporation Fatty alkly diethanolamines to stabilize the optical clarity of polyols containing zinc fatty acid salts
WO2009032789A1 (en) * 2007-09-04 2009-03-12 Dow Global Technologies, Inc. Reaction injection molded polyurethanes made using high levels of natural oil-based polyols
US20140150691A1 (en) * 2010-02-12 2014-06-05 Eastman Chemical Company Sulfite softwood based cellulose triacetate for lcd films
WO2018045466A1 (en) * 2016-09-09 2018-03-15 Clausi Robert N Surface modifying agent formulation
CN112387923A (en) * 2020-10-21 2021-02-23 重庆市宇红轨道车辆配件有限公司 Heat-resistant release agent for brake shoe manufacturing and preparation method thereof

Also Published As

Publication number Publication date
JPS5815593A (en) 1983-01-28
FR2508919A1 (en) 1983-01-07
SE8204157D0 (en) 1982-07-05
BE893509A (en) 1982-10-01
DE3224206A1 (en) 1983-01-20
SE8204157L (en) 1983-01-07
IL66161A0 (en) 1982-09-30

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