US4504313A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Polyamines and polyols containing a polysiloxane internal mold release agent for use in preparing polyurethane and polyurea resins
Assignee: HUNTSMAN ICI HOLDINGS LLC
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Filing: 1984-02-06
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Granted: 1985-03-12
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Expires: 2004-02-06
Abstract
Abstract Blends of polyols and polyamines containing internal mold release agents consisting of certain polysiloxanes having pendant organic groups which have functional hydroxyl, amino or mercapto groups are useful in preparing mold releasable resin moldings when made by the reaction injection molding technique.
Inventors
- 👤 John R. Robertson
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 10:03
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; C08G2120/00; C08G2125/00
Claims Analysis
Total Claims: 28
Claim 1
Independent Claim
378 words
A liquid blend for use in preparing reaction injected molded polyurethane, polyurea and polyureaurethane resins having improved mold release properties which comprises at least one organic polyol and/or polyamine having 2 to 6 isocyanate reactive groups and a molecular weight of 1,000-10,000 having dispersed therein from 0.5-8.0 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, primary or seecondary aromatic amines, which contain no oxygen, and 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 atoms, the molecular weight of said polysiloxane mold release agent ranges from 1000 to 30,000, and said polysiloxane mold release agent being substantially insoluble in liquid organic isocyanates.
Claim 2
Dependent Claim
378 words
A liquid blend for use in preparing reaction injected molded polyurethane, polyurea and polyureaurethane resins having improved mold release properties which comprises at least one organic polyol and/or polyamine having 2 to 6 isocyanate reactive groups and a molecular weight of 1,000-10,000 having dispersed therein from 0.5-8.0 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, primary or seecondary aromatic amines, which contain no oxygen, and 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 atoms, the molecular weight of said polysiloxane mold release agent ranges from 1000 to 30,000, and said polysiloxane mold release agent being substantially insoluble in liquid organic isocyanates.
Claim 3
Dependent Claim
14 words
A composition of claim 1 wherein said polysiloxane has a molecular weight of 2000-15,000.
Claim 4
Dependent Claim
14 words
A composition of claim 1 wherein said polysiloxane has a molecular weight of 4000-8000.
Claim 5
Dependent Claim
14 words
A composition of claim 1 wherein said polysiloxane has a viscosity of 1-100,000 centistokes.
Claim 6
Dependent Claim
32 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 7
Dependent Claim
52 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, or R'"--CH 2 SH; 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 8
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 9
Dependent Claim
15 words
A composition of claim 7 having a hydroxyl equivalent weight of between 500 and 2,500.
Claim 10
Dependent Claim
21 words
A composition of claim 7 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 11
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 [Si(CH.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 12
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 [Si(CH.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 13
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 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.134 [Si(CH.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 15
Dependent Claim
13 words
A composition of claim 1 wherein R is --CH.sub.2 CH.sub.2 SCH.sub.2 CH.sub.2 OH.
Claim 16
Dependent Claim
43 words
A composition of claim 1 wherein said polyol consists essentially of the reaction product of a low molecular weight polyol or polyamine having 2 to 6 active hydrogens with an alkoxylating agent selected from the group consisting of ethylene oxide and propylene oxide.
Claim 17
Dependent Claim
45 words
A composition of claim 15 wherein said low molecular weight polyol is selected from the group consisting of 1,3-dihydroxypropane, 1,3-dihydroxybutane, 1,4-dihydroxybutane, 1,4-, 1,5- and 1,6-dihydroxyhexane, 1,2-, 1,3-, 1,4-, 1,6-, and 1,8-dihydroxyoctane, 1,10-dihydroxydecane glycerine, 1,2,4-tri-hydroxybutane, 1,2,6-trihydroxyhexane, 1,1,1-trimethylolethane, 1,1,1-trimethylolpropane, pentaerithitol, caprolactone, poly-caprolactone, sylitol, aribitol, sorbitol, and mannitol.
Claim 18
Dependent Claim
23 words
A composition of claim 15 when made by first reacting the low molecular weight polyol with propylene oxide and thereafter with ethylene oxide.
Claim 19
Dependent Claim
18 words
A composition of claim 15 when said polyol is first reacted with ethylene oxide and thereafter propylene oxide.
Claim 20
Dependent Claim
23 words
A composition of claim 15 wherein said low molecular weight polyol is reacted with a homogeneous mixture of ethylene oxide and propylene oxide.
Claim 21
Dependent Claim
58 words
A process of reaction injection molding which includes the mixing of an organic isocyanate with one or more of the following: polyols, polyamines, chain extenders, catalysts, blowing agents, surfactants, and curing of the foregoing ingredients in a metal mold, the improvement comprising including a polysiloxane mold release agent, as described in claim 1, with said polyol and/or polyamine.
Claim 22
Dependent Claim
16 words
A composition of claim 1 wherein said polyamine is a primary and/or secondary amine terminated polyether.
Claim 23
Dependent Claim
34 words
A compositions of claim 21 wherein said polyamine also contains hydroxy groups and wherein the total average number of isocyanate reactive grouups per molecule (amines and hydroxy groups) is between 2 and 6, inclusive.
Claim 24
Dependent Claim
37 words
A composition of claim 1 wherein said polyol also contains primary and/or secondary amine groups and wherein the total average number of isocyanate reactive groups per molecule (hydroxyl groups and amines) is between 2 and 6, inclusive.
Claim 25
Dependent Claim
13 words
A composition of claim 1 which further comprises one or more chain extenders.
Claim 26
Dependent Claim
27 words
A composition of claim 24 wherein said chain extenders are selected from the group consisting of organic diamines, diols, or amino alcohols with molecule weights below 500.
Claim 27
Dependent Claim
12 words
A composition of claim 25 wherein the chain extender is ethylene glycol.
Claim 28
Dependent Claim
19 words
A composition of claim 25 wherein the chain extender is an aromatic diamine with a molecular weight under 400.
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) | 1988-03-11 | 1988-09-10 | 1989-03-12 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-03-11 | 1992-09-10 | 1993-03-12 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-03-11 | 1996-09-10 | 1997-03-12 | $7700.00 | Window Closed / Lapsed |