US4014835A
Expired / Lapsed
US
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Composition comprising a blend of a resorcinol-aldehyde resin; an elastomer and an organo silicon coupling system
Assignee: Owens Corning
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Filing: 1975-04-14
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Granted: 1977-03-29
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Expires: 1995-04-14
Abstract
Abstract A composition for use in the treatment of glass fibers and glass fibers treated with same for use as reinforcement for elastomeric materials in the manufacture of glass fiber reinforced elastomeric products comprising a blend of a resorcinol-aldehyde resin and an elastomer and a coupling system comprising an amino-substituted organo silicon compound and an organo silicon compound containing at least one beta-haloalkoxy group.
Inventors
- 👤 Frank Paul McCombs
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 16:05
CPC Classifications
C; C08; C08J; C08J5/00; C08J5/04; C08J5/06; C08J5/08; C03; C03C; C03C25/00; C03C25/10; C03C25/24; C03C25/26; C03C25/27; C03C25/40; C07; C07F; C07F7/00; C07F7/02; C07F7/04; C08K; C08K5/00; C08K5/54; C08L; C08L21/00; C08L61/00; C08L61/04; C08L61/06; C08J2321/00; Y; Y10; Y10T; Y10T428/00; Y10T428/29; Y10T428/2913; Y10T428/2933; Y10T428/2938; Y10T428/2964; Y10T428/31504; Y10T428/31551; Y10T428/31627
Claims Analysis
Total Claims: 29
Claim 1
Independent Claim
243 words
A composition for use in the treatment of glass fibers comprising (A) an aqueous dispersion having a solids content comprising 2 to 10 parts by weight of a resorcinol-aldehyde resin and 20 to 100 parts by weight of at least one elastomer and (B) from 0.1 to 25% of total solids of a combination of organo silicon compounds comprising (1) 1 to 30% by weight of an amino-substituted organo silane or its hydrolysis product and (2) 99 to 70% by weight of an organo silicon compound containing at least one beta-haloalkoxy group in the form of the reaction product of (a) a halosilane (R.sub.3).sub.e SiX.sub.(4-e) wherein R 3 is an organic group, X is halogen and e is 0 or an integer from 1 to 2, (b) an alkylene oxide containing 1 to 6 carbon atoms and (c) an epoxide selected from the group consisting of a monoepoxide of the formula ##STR22## wherein R 5 is an aryl group substituted with an amino group, a halogen group, an alkyl group containing 1 to 20 carbon atoms and substituted derivatives thereof, an alkenyl group containing 2 to 8 carbon atoms, a ##STR23## group wherein R' is hydrogen or methyl, a diepoxide of the formula ##STR24## wherein R 6 is a divalent organic radical group and a cyclohexane diepoxide; with (b) and (c) being in the ratio of from 1 to 3 epoxide equivalents of (b) to from 0.5 to 3 epoxide equivalents of (c).
Claim 2
Dependent Claim
243 words
A composition for use in the treatment of glass fibers comprising (A) an aqueous dispersion having a solids content comprising 2 to 10 parts by weight of a resorcinol-aldehyde resin and 20 to 100 parts by weight of at least one elastomer and (B) from 0.1 to 25% of total solids of a combination of organo silicon compounds comprising (1) 1 to 30% by weight of an amino-substituted organo silane or its hydrolysis product and (2) 99 to 70% by weight of an organo silicon compound containing at least one beta-haloalkoxy group in the form of the reaction product of (a) a halosilane (R.sub.3).sub.e SiX.sub.(4-e) wherein R 3 is an organic group, X is halogen and e is 0 or an integer from 1 to 2, (b) an alkylene oxide containing 1 to 6 carbon atoms and (c) an epoxide selected from the group consisting of a monoepoxide of the formula ##STR22## wherein R 5 is an aryl group substituted with an amino group, a halogen group, an alkyl group containing 1 to 20 carbon atoms and substituted derivatives thereof, an alkenyl group containing 2 to 8 carbon atoms, a ##STR23## group wherein R' is hydrogen or methyl, a diepoxide of the formula ##STR24## wherein R 6 is a divalent organic radical group and a cyclohexane diepoxide; with (b) and (c) being in the ratio of from 1 to 3 epoxide equivalents of (b) to from 0.5 to 3 epoxide equivalents of (c).
Claim 3
Dependent Claim
50 words
A composition as defined in claim 1 wherein the organo silane is a silane containing 1 to 3 readily hydrolyzable groups and containing at least one organic group attached directly to the silicon atom, with at least one of the organic groups being substituted by at least one amino group.
Claim 4
Dependent Claim
76 words
A composition as defined in claim 1 wherein the organo silane has the formula (NH.sub.2 -R.sub.1).sub.n Si(R.sub.2).sub.m Z.sub.(4-m-n) wherein R 1 is a divalent organic group selected from the group consisting of alkylene, alkenylene, cycloalkylene and arylene; R 2 is selected from the group consisting of alkyl, alkenyl, cycloalkyl, aryl and the hydroxy, epoxy or mercapto-substituted derivatives thereof; Z is a hydrolyzable group, n is an integer from 1 to 3, m is 0 or 1.
Claim 5
Dependent Claim
66 words
A composition as defined in claim 1 wherein the organo silane has the formula [H.sub.2 N -- [ (CH.sub.2).sub.a --NH ].sub.b -- CH.sub.2 -- (CH.sub.2).sub.c ].sub.d SiZ.sub.(4-d) where a is an integer from 1 to 3, b is an integer from 1 to 3, c is an integer from 1 to 3, d is an integer from 1 to 2 and Z is a hydrolyzable group.
Claim 6
Dependent Claim
37 words
A composition as defined in claim 1 wherein the organo silane has the formula ##STR25## wherein R' is an alkyl group, x is 0 or an integer from 1 to 2 and y and z are integers.
Claim 7
Dependent Claim
28 words
A composition as defined in claim 1 wherein R 5 is selected from the group consisting of aryl, alkyl, alkenyl, substituted derivatives of the foregoing, acrylo and methacrylo.
Claim 8
Dependent Claim
32 words
A composition as defined in claim 1 wherein R 6 is selected from the group consisting of oxyalkyleneoxy, oxyalkyleneoxyalkyleneoxy, a group of the formula ##STR26## and a group of the formula ##STR27##
Claim 9
Dependent Claim
23 words
A composition as defined in claim 1 wherein the cyclohexane diepoxide is selected from the group consisting of compounds of the formula ##STR28##
Claim 10
Dependent Claim
14 words
A composition as defined in claim 1 wherein the halosilane is a silicon tetrahalide.
Claim 11
Dependent Claim
31 words
A composition as defined in claim 1 wherein the reaction product contains 1 to 3 epoxide equivalents of (b) and 0.5 to 3.0 epoxide equivalents of (c) per mole of halosilane.
Claim 12
Dependent Claim
29 words
A composition as defined in claim 9 wherein (c) is selected from the group consisting of a compound of the formula ##STR29## and a compound of the formula ##STR30##
Claim 13
Dependent Claim
16 words
A composition as defined in claim 1 wherein the reaction product also includes a monohydric alcohol.
Claim 14
Dependent Claim
39 words
A composition as defined in claim 1 wherein the solids of the dispersion also contain a material selected from the group consisting of a vinyl chloride-vinylidene chloride copolymer, a microcrystalline paraffin wax, a carboxylated butadiene-styrene copolymer and mixtures thereof.
Claim 15
Dependent Claim
15 words
A composition as defined in claim 13 wherein the carboxylated copolymer is a dicarboxylated copolymer.
Claim 16
Dependent Claim
237 words
A composition for use in the treatment of glass fibers comprising (A) an aqueous dispersion having a solids content comprising 2 to 10 parts by weight of a resorcinol-aldehyde resin and 20 to 100 parts by weight of at least one elastomer and (B) from 0.1 to 25% of total solids of a combination of organo silicon compounds comprising (1) 1 to 30% by weight of an amino-substituted organo silane or its hydrolysis product and (2) 99 to 70% by weight of an organo silicon compound containing at least one beta-haloalkoxy group in the form of the reaction product of (a) a halosilane (R.sub.3).sub.3 SiX.sub.(4-e) wherein R 3 is an organic group, X is halogen and e is 0 or an integer from 1 to 2, (b) a monoepoxide selected from the group consisting of styrene oxide and a monoepoxide of the formula ##STR31## wherein R 5 is an aryl group substituted with an amino group, a halogen group, an alkyl group containing 1 to 20 carbon atoms and substituted derivatives thereof, an alkenyl group containing 2 to 8 carbon atoms, a ##STR32## group wherein R' is hydrogen or methyl, and (c) at least one diepoxide selected from the group consisting of a diepoxide of the formula ##STR33## and a cyclohexane diepoxide with (b) and (c) being in the ratio of from 1 to 3 epoxide equivalents of (b) to 0.5 to 3 epoxide equivalents of (c).
Claim 17
Dependent Claim
237 words
A composition for use in the treatment of glass fibers comprising (A) an aqueous dispersion having a solids content comprising 2 to 10 parts by weight of a resorcinol-aldehyde resin and 20 to 100 parts by weight of at least one elastomer and (B) from 0.1 to 25% of total solids of a combination of organo silicon compounds comprising (1) 1 to 30% by weight of an amino-substituted organo silane or its hydrolysis product and (2) 99 to 70% by weight of an organo silicon compound containing at least one beta-haloalkoxy group in the form of the reaction product of (a) a halosilane (R.sub.3).sub.3 SiX.sub.(4-e) wherein R 3 is an organic group, X is halogen and e is 0 or an integer from 1 to 2, (b) a monoepoxide selected from the group consisting of styrene oxide and a monoepoxide of the formula ##STR31## wherein R 5 is an aryl group substituted with an amino group, a halogen group, an alkyl group containing 1 to 20 carbon atoms and substituted derivatives thereof, an alkenyl group containing 2 to 8 carbon atoms, a ##STR32## group wherein R' is hydrogen or methyl, and (c) at least one diepoxide selected from the group consisting of a diepoxide of the formula ##STR33## and a cyclohexane diepoxide with (b) and (c) being in the ratio of from 1 to 3 epoxide equivalents of (b) to 0.5 to 3 epoxide equivalents of (c).
Claim 18
Dependent Claim
31 words
A composition as defined in claim 15 wherein the reaction product contains 1 to 3 epoxide equivalents of (b) and 0.5 to 3.0 epoxide equivalents of (c) per mole of halosilane.
Claim 19
Dependent Claim
22 words
A composition as defined in claim 15 wherein a portion of (b) is replaced by an alkylene oxide or a monohydric alcohol.
Claim 20
Dependent Claim
39 words
A composition as defined in claim 15 wherein the solids of the dispersion also contain a material selected from the group consisting of a vinyl chloridevinylidene chloride copolymer, a microcrystalline paraffin wax, a carboxylated butadiene-styrene copolymer and mixtures thereof.
Claim 21
Dependent Claim
15 words
A composition as defined in claim 18 wherein the carboxylated copolymer is a dicarboxylated copolymer.
Claim 22
Dependent Claim
279 words
A composition for use in the treatment of glass fibers comprising (A) an aqueous dispersion having a solids content comprising 2 to 10 parts by weight of a resorcinol-aldehyde resin, 20 to 60 parts by weight of a vinyl pyridine-butadiene-styrene terpolymer, 15 to 40 parts by weight of a polymeric material selected from the group consisting of a vinyl chloride-vinylidene chloride copolymer and a carboxylated butadiene-styrene copolymer and 3 to 30 parts by weight of a microcrystalline paraffin wax, and (B) from 0.1 to 25% of total solids of a combination of organo silicon compounds comprising (1) 1 to 30% by weight of an amino-substituted organo silane or its hydrolysis product and (2) 99 to 70% by weight of an organo silicon compound containing at least one beta-haloalkoxy group in the form of the reaction product of (a) a halosilane (R.sub.3).sub.3 SiX.sub.(4-e) wherein R 3 is an organic group, X is halogen and e is 0 or an integer from 1 to 2, (b) an alkylene oxide containing 1 to 6 carbon atoms and (c) an epoxide selected from the group consisting of an monoepoxide of the formula ##STR34## wherein R 5 is an aryl group substituted with an amino group, a halogen group, an alkyl group containing 1 to 20 carbon atoms and substituted derivatives thereof, an alkenyl group containing 2 to 8 carbon atoms, a ##STR35## group wherein R' is hydrogen or methyl, a diepoxide of the formula ##STR36## wherein R 6 is a divalent organic radical and a cyclohexane diepoxide; with (b) and (c) being in the ratio of from 1 to 3 epoxide equivalents of (b) to from 0.5 to 3 epoxide equivalents of (c).
Claim 23
Dependent Claim
279 words
A composition for use in the treatment of glass fibers comprising (A) an aqueous dispersion having a solids content comprising 2 to 10 parts by weight of a resorcinol-aldehyde resin, 20 to 60 parts by weight of a vinyl pyridine-butadiene-styrene terpolymer, 15 to 40 parts by weight of a polymeric material selected from the group consisting of a vinyl chloride-vinylidene chloride copolymer and a carboxylated butadiene-styrene copolymer and 3 to 30 parts by weight of a microcrystalline paraffin wax, and (B) from 0.1 to 25% of total solids of a combination of organo silicon compounds comprising (1) 1 to 30% by weight of an amino-substituted organo silane or its hydrolysis product and (2) 99 to 70% by weight of an organo silicon compound containing at least one beta-haloalkoxy group in the form of the reaction product of (a) a halosilane (R.sub.3).sub.3 SiX.sub.(4-e) wherein R 3 is an organic group, X is halogen and e is 0 or an integer from 1 to 2, (b) an alkylene oxide containing 1 to 6 carbon atoms and (c) an epoxide selected from the group consisting of an monoepoxide of the formula ##STR34## wherein R 5 is an aryl group substituted with an amino group, a halogen group, an alkyl group containing 1 to 20 carbon atoms and substituted derivatives thereof, an alkenyl group containing 2 to 8 carbon atoms, a ##STR35## group wherein R' is hydrogen or methyl, a diepoxide of the formula ##STR36## wherein R 6 is a divalent organic radical and a cyclohexane diepoxide; with (b) and (c) being in the ratio of from 1 to 3 epoxide equivalents of (b) to from 0.5 to 3 epoxide equivalents of (c).
Claim 24
Dependent Claim
13 words
A composition as defined in claim 20 wherein the halosilane is a tetrahalosilane.
Claim 25
Dependent Claim
16 words
A composition as defined in claim 20 wherein (c) is a diepoxide of the formula ##STR37##
Claim 26
Dependent Claim
12 words
A composition as defined in claim 22 wherein (b) is propylene oxide.
Claim 27
Dependent Claim
16 words
A composition as defined in claim 20 wherein the polymeric material is a carboxylated butadiene-styrene copolymer.
Claim 28
Dependent Claim
16 words
A composition as defined in claim 24 wherein the carboxylated copolymer is a dicarboxylated butadiene-styrene copolymer.
Claim 29
Dependent Claim
30 words
A composition as defined in claim 22 wherein R 6 is selected from the group consisting of a group of the formula ##STR38## and a group of the formula ##STR39##
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) | 1980-03-28 | 1980-09-27 | 1981-03-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-03-28 | 1984-09-27 | 1985-03-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-03-28 | 1988-09-27 | 1989-03-29 | $7700.00 | Window Closed / Lapsed |