US4498929A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Stable dispersions of polyisocyanates containing polysiloxane mold release agents
Assignee: HUNTSMAN ICI HOLDINGS LLC
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Filing: 1984-02-21
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Granted: 1985-02-12
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Expires: 2004-02-21
Abstract
Abstract The invention is directed to a liquid polyisocyanate dispersions containing an unreacted polysiloxane mold release agent which has isocyanate reactive groups. Specifically, the invention is directed to polyol modified diphenylmethane diisocyanates having dispersed therein a polysiloxane compound having pendant organic chains which contain at least one hydroxyl, amino or carboxyl functional group and a silicone dispersing or inhibiting agent substantially free of isocyanate reactive groups.
Inventors
- 👤 John R. Robertson
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 19:27
CPC Classifications
B; B29; B29C; B29C33/00; B29C33/56; B29C33/60; B29C33/62; B29C33/64; C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/40; C08G18/61; B29C67/00; B29C67/24; B29C67/246; B29K; B29K2075/00; B29K2083/00; C08G2125/00
Claims Analysis
Total Claims: 23
Claim 1
Independent Claim
397 words
A stable liquid organic polyisocyanate fluid dispersion for use in preparing reaction injected molded polyurethane resins having improved mold release properties having dispersed therein from 1-15 percent by weight of a polysiloxane mold release agent which consists essentially of 0.5-20 mol percent of R a R' b SiO.sub.[4-(a+b)]/2 units and from 80-99.5 mol percent of R" c SiO.sub.(4-c)/2 units where R is an isocyanate reactive organic radical, a has an average value of from 1-3, R' and R" are both non-isocyanate reactive organic radicals, b has an average value of 0-2, a+b is from 1-3, and c has an average value of from 1-3, wherein the ratio of the total molecular weight of said polysiloxane mold release agent to the total number of isocyanate reactive functional groups in said polysiloxane mold release agent ranges from 100-3500, the combined formula weights of all isocyanate reactive organic radicals, R do not exceed 40% of the total molecular weight of said polysiloxane mold release agent, the combined formula weights of all non-isocyanate reactive radicals, R'+R" together do not exceed 40% of the total molecular weight of said polysiloxane mold release additive, the combined formula weights of all the organic radicals R+R'+R" in the molecule together do not exceed 60% of the total molecular weight of the molecule, said polysiloxane mold release agent contains an average of at least two isocyanate reactive functional groups per molecule, at least two of the isocyanate reactive functional groups in each molecule are located on separate organic radicals, R, attached independently to different silicon atoms in said polysiloxane, said isocyanate reactive functional groups (R) are selected from the group consisting of alcohols, phenols, thiols, carboxylic acids, primary or secondary aromatic amines which contain no oxygen and which contain not more than one nitrogen atom attached directly to, in conjugation with, or incorporated within the aromatic ring nucleous, and secondary aliphatic amines wherein at least one of the alkyl carbon atoms bonded directly to the nitrogen atom is not a primary carbon atom, the molecular weight of said polysiloxane mold release agent ranges from 1000 and 30,000, and said polysiloxane mold release agent being substantially insoluble in said liquid polyisocyanate, and from 1-25 percent based on the weight of said polysiloxane mold release agent of a liquid silicone surfactant substantially free of isocyanate reactivity whereby said liquid remains substantially ungelled and fluid up to 25° C.
Claim 2
Dependent Claim
397 words
A stable liquid organic polyisocyanate fluid dispersion for use in preparing reaction injected molded polyurethane resins having improved mold release properties having dispersed therein from 1-15 percent by weight of a polysiloxane mold release agent which consists essentially of 0.5-20 mol percent of R a R' b SiO.sub.[4-(a+b)]/2 units and from 80-99.5 mol percent of R" c SiO.sub.(4-c)/2 units where R is an isocyanate reactive organic radical, a has an average value of from 1-3, R' and R" are both non-isocyanate reactive organic radicals, b has an average value of 0-2, a+b is from 1-3, and c has an average value of from 1-3, wherein the ratio of the total molecular weight of said polysiloxane mold release agent to the total number of isocyanate reactive functional groups in said polysiloxane mold release agent ranges from 100-3500, the combined formula weights of all isocyanate reactive organic radicals, R do not exceed 40% of the total molecular weight of said polysiloxane mold release agent, the combined formula weights of all non-isocyanate reactive radicals, R'+R" together do not exceed 40% of the total molecular weight of said polysiloxane mold release additive, the combined formula weights of all the organic radicals R+R'+R" in the molecule together do not exceed 60% of the total molecular weight of the molecule, said polysiloxane mold release agent contains an average of at least two isocyanate reactive functional groups per molecule, at least two of the isocyanate reactive functional groups in each molecule are located on separate organic radicals, R, attached independently to different silicon atoms in said polysiloxane, said isocyanate reactive functional groups (R) are selected from the group consisting of alcohols, phenols, thiols, carboxylic acids, primary or secondary aromatic amines which contain no oxygen and which contain not more than one nitrogen atom attached directly to, in conjugation with, or incorporated within the aromatic ring nucleous, and secondary aliphatic amines wherein at least one of the alkyl carbon atoms bonded directly to the nitrogen atom is not a primary carbon atom, the molecular weight of said polysiloxane mold release agent ranges from 1000 and 30,000, and said polysiloxane mold release agent being substantially insoluble in said liquid polyisocyanate, and from 1-25 percent based on the weight of said polysiloxane mold release agent of a liquid silicone surfactant substantially free of isocyanate reactivity whereby said liquid remains substantially ungelled and fluid up to 25° C.
Claim 3
Dependent Claim
104 words
A composition of claim 1 wherein said silicone surfactant has the general formula: (CH.sub.3).sub.3 Si[OSii(CH.sub.3).sub.2 ].sub.x [CH.sub.3 R+SiO].sub.4 [CH.sub.3 R*SiO].sub.z OSi(CH.sub.3).sub.3 where the value of X, Y or Z vary from 10-1000 and R+ and R* may be the same or different and are radicals selected from the group consisting of an alkyl group, polyalkyl ether group, alkoxyether group, and grafted methoxy, ethoxy, ethylene, styrene, trifluoropropene, allyltetrahydrofurfurylether, allyloxyethyl acetate, acrolein diethylacetal, allylcyanide, allyloxyethyl cyanide, allylmorpholie, and allylchloride groups where the sum of the total formula weight for R+ and R* ranges from 800-40,000 and the polysiloxane block ranges from 15-70% of the molecular weight.
Claim 4
Dependent Claim
65 words
A composition of claim 1 wherein said surfactant has the general formula: Me.sub.3 SiO(Me.sub.2 SiO).sub.x [Z'O(CHMeCH.sub.2 O).sub.m (C.sub.2 H.sub.4 O).sub.n ZSi(Me)O].sub.4 SiMe.sub.3 where Me=CH 3 ; x is 42-125; y is 3-15; m is 15-30; n is 10-30; Z' is selected from the group consisting of alkyl, aryl and aralkyl radicals; and Z is selected from the group consisting of alkylene, arylene, and aralkylene radicals.
Claim 5
Dependent Claim
30 words
A composition of claim 3 wherein x is 65.6, y is 6.1, Z' is --CH 3 , Z is --C 3 H 6 --, m is 23, n is 20.2.
Claim 6
Dependent Claim
14 words
A composition of claim 1 wherein said polysiloxane has a molecular weight of 2000-15,000.
Claim 7
Dependent Claim
14 words
A composition of claim 1 wherein said polysiloxane has a molecular weight of 4000-8000.
Claim 8
Dependent Claim
14 words
A composition of claim 1 wherein said polysiloxane has a viscosity of 1-100,000 centistokes.
Claim 9
Dependent Claim
28 words
A composition of claim 1 wherein R, R', and R" are organic radicals attached to silicon by carbon to silicon bonds, by carbon-oxygen-silicon bonds, or by carbon-sulfur-silicon bonds.
Claim 10
Dependent Claim
56 words
A composition of claim 1 wherein R is selected from the group consisting of R'"--OH, R'"--CHOHCH 2 OH, R'"--CHOHCH 3 , R'"--SH, R'"--CH 2 SH, --R'"--SCH 2 CO 2 H wherein R'" is a divalent linking group composed of carbon and hydrogen; carbon, hydrogen, and oxygen; carbon, hydrogen, and sulfur; or carbon, hydrogen, oxygen, and sulfur.
Claim 11
Dependent Claim
23 words
A composition of claim 1 wherein R is --CH 2 CH 2 CH 2 O--[CH 2 CH(CH 3 )O] n --H where n=1-5.
Claim 12
Dependent Claim
15 words
A composition of claim 10 having a hydroxyl equivalent weight of between 500 and 2,000.
Claim 13
Dependent Claim
22 words
A composition of claim 10 wherein said polysiloxane has the general formula: (CH.sub.3).sub.3 SiO[Si(CH.sub.3).sub.2 O].sub.66 [Si(CH.sub.3 (C.sub.3 H.sub.6 O(CH.sub.2 CH(CH.sub.3)O).sub.2.5 H)O].sub.3 Si(CH.sub.3).sub.3.
Claim 14
Dependent Claim
22 words
A composition of claim 1 wherein said polysiloxane has the general formula: (CH.sub.3).sub.3 SiO[Si(CH.sub.3).sub.2 O].sub.63 [SiCH.sub.2 CH.sub.2 CH.sub.2 OCH.sub.2 CHOHCH.sub.2 OH)(CH.sub.3)O].sub.7 Si(CH.sub.3).sub.3.
Claim 15
Dependent Claim
22 words
A composition of claim 1 wherein said polysiloxane has the general formula: (CH.sub.3).sub.3 SiO[Si(CH.sub.3).sub.2 O].sub.65 [SiCH.sub.2 CH.sub.2 CH.sub.2 OCH.sub.2 CHOHCH.sub.2 OH)(CH.sub.3)O].sub.5 Si(CH.sub.3).sub.3.
Claim 16
Dependent Claim
22 words
A composition of claim 1 wherein said polysiloxane has the general formula: (CH.sub.3).sub.3 SiO[Si(CH.sub.3).sub.2 O].sub.56 [SiCH.sub.2 CH.sub.2 CH.sub.2 OCH.sub.2 CHOHCH.sub.2 OH)(CH.sub.3)O].sub.14 Si(CH.sub.3).sub.3.
Claim 17
Dependent Claim
22 words
A composition of claim 1 wherein said polysiloxane has the general formula: (CH.sub.3).sub.3 SiO[Si(CH.sub.3).sub.2 O].sub.134 [SiCH.sub.2 CH.sub.2 CH.sub.2 OCH.sub.2 CHOHCH.sub.2 OH)(CH.sub.3)O].sub.16 Si(CH.sub.3).sub.3.
Claim 18
Dependent Claim
17 words
A composition of claim 1 wherein R is CH 2 CH 2 SCH 2 CH 2 OH.
Claim 19
Dependent Claim
13 words
A composition of claim 1 wherein said organic polyisocyanate is an aromatic polyisocyanate.
Claim 20
Dependent Claim
34 words
A composition of claim 18 wherein said aromatic polyisocyanate is selected from the group consisting of the isomers of toluene diisocyanate, the isomers of diphenylmethane diisocyanate, and the isomers of methylene bridged diphenylmethane diisocyanate.
Claim 21
Dependent Claim
23 words
A composition of claim 19 wherein said diphenylmethane diisocyanate contains minor amounts of uretonimine, carbodiimide or low molecular weight polyol modified diphenylmethane diisocyanate.
Claim 22
Dependent Claim
53 words
In the process of reaction injection molding of polyurethane, polyurea, or polyurethaneurea resins which includes the mixing of polyol and/or polyamines, and/or polyolamines with polyisocyanates and catalysts, and the molding and curing of the foregoing ingredients in a metal mold, the improvement which comprises including with said polyisocyanate a composition of claim 1.
Claim 23
Dependent Claim
14 words
A process of claim 21 wherein said polyisocyanate is a composition of claim 12.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1988-02-12 | 1988-08-13 | 1989-02-12 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-02-12 | 1992-08-13 | 1993-02-12 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-02-12 | 1996-08-13 | 1997-02-12 | $7700.00 | Window Closed / Lapsed |