← Back to Patent Explorer
US4014835A Expired / Lapsed US ⏱️ 0.0 years remaining

Composition comprising a blend of a resorcinol-aldehyde resin; an elastomer and an organo silicon coupling system

Assignee: Owens Corning
•
Filing: 1975-04-14
•
Granted: 1977-03-29
•
Expires: 1995-04-14
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

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)

US3567671A Cited
US3424608A Cited
US3702798A Cited
US3850866A Cited

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

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag