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US4477366A Expired / Lapsed US ⏱️ 0.0 years remaining

Silicone surfactant/organofunctional polysiloxane internal mold release agents

Assignee: HUNTSMAN ICI HOLDINGS LLC
•
Filing: 1983-05-23
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Granted: 1984-10-16
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Expires: 2003-05-23
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Abstract

Abstract Blends of silicone surfactants substantially free of isocyanate reactivity and certain polysiloxane compounds having pendant organic chains which have at least one isocyanate reactive functional group are useful as internal mold release agents. These blends form stable dispersions in liquid polyisocyanates for use in reaction injection molding techniques.

Inventors

  • 👤 John R. Robertson

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 08:51
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/70; C08G18/708; B; B29; B29C; B29C33/00; B29C33/56; B29C33/60; B29C33/62; B29C33/64; C08G18/28; C08G18/40; C08G18/61; B29C67/00; B29C67/24; B29C67/246; B29K; B29K2075/00; C08G2120/00; C08G2125/00

Claims Analysis

Total Claims: 18
Claim 1
Independent Claim 365 words
A liquid for use in preparing reaction injected molded polyurethane or polyurea resins having improved mold release properties which comprises 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 to the total number of isocyanate reactive functional groups in the molecule 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 secondary aromatic amines, which contain no oxygen, and not more than one nitrogen, atoms 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 and carboxylic acids, 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.
Claim 2
Dependent Claim 365 words
A liquid for use in preparing reaction injected molded polyurethane or polyurea resins having improved mold release properties which comprises 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 to the total number of isocyanate reactive functional groups in the molecule 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 secondary aromatic amines, which contain no oxygen, and not more than one nitrogen, atoms 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 and carboxylic acids, 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.
Claim 3
Dependent Claim 105 words
A composition of claim 1 wherein said silicone surfactant has the general formula: (CH.sub.3).sub.3 Si[OSi(CH.sub.3).sub.2 ].sub.x [CH.sub.3 R.sup.+ SiO].sub.y [CH.sub.3 R.sup.* 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 selected from alkyl radicals such as polyalkyl ether or alkoxyether group or grafted methoxy, ethoxy, ethylene, styrene, trifluoropropene, allyltetrahydrofurfurylether, allyloxyethyl acetate, acrolein diethylacetal, allylcyanide, allyloxyethyl cyanide, allylmorpholine, and allylchloride, 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 66 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 11 words
A composition of claim 1 having 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 23 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 19 words
A composition of claim 1 wherein R is --CH 2 CH 2 CH 2 SCH 2 CH 2 OH.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1987-10-16 1988-04-16 1988-10-16 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-10-16 1992-04-16 1992-10-16 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-10-16 1996-04-16 1996-10-16 $7700.00 Window Closed / Lapsed

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