Patent DE721576C successfully refreshed from Google Patents.
Patent EP0145935A1 successfully refreshed from Google Patents.
US4058657A
Expired / Lapsed
US
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Co-cured compositions of amine-terminated liquid polymers and vinylidene-terminated polymers and process for preparation thereof
Assignee: Goodrich Corp
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Filing: 1975-07-29
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Granted: 1977-11-15
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Expires: 1995-07-29
Abstract
Abstract Co-cured compositions are prepared readily by mixing (1) 100 parts by weight of at least one amine-terminated liquid polymer having a carbon-carbon backbone and (2) from about 80 to about 120 parts by weight of at least one vinylidene-terminated polymer having a carbon-carbon, polyether or polysulfide polymeric backbone. The compositions undergo a soft cure readily at room temperature without addition of catalysts or crosslinking agents. The compositions are useful as caulks, sealants and potting compounds.
Inventors
- 👤 Robert William Ireland
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 06:08
CPC Classifications
C; C08; C08L; C08L57/00; C08L57/06; C08L57/12; C08C; C08C19/00; C08C19/30; C08G; C08G75/00; C08G75/02; C08L19/00; C08L19/006; C08K; C08K5/00; C08K5/04; C08K5/10; C08K5/11
Claims Analysis
Total Claims: 18
Claim 1
Independent Claim
99 words
A composition comprising 1. 100 parts by weight of at least one amineterminated liquid polymer containing an average from about 1.7 to about 3 amine groups per molecule, said groups being primary, secondary or a mixture thereof, and said polymer having the formula ##STR36## wherein Y is a univalent radical obtained by removing hydrogen from an amine group of a heterocyclic amine containing from 2 to 20 carbon atoms and at least two amine groups, at least two of said amine groups being primary, secondary, or a mixture thereof, and B is a polymeric backbone comprising carbon-carbonlinkages, and 2.
Claim 2
Dependent Claim
99 words
A composition comprising 1. 100 parts by weight of at least one amineterminated liquid polymer containing an average from about 1.7 to about 3 amine groups per molecule, said groups being primary, secondary or a mixture thereof, and said polymer having the formula ##STR36## wherein Y is a univalent radical obtained by removing hydrogen from an amine group of a heterocyclic amine containing from 2 to 20 carbon atoms and at least two amine groups, at least two of said amine groups being primary, secondary, or a mixture thereof, and B is a polymeric backbone comprising carbon-carbonlinkages, and 2.
Claim 3
Dependent Claim
223 words
from about 80 to about 120 parts by weight of at least one vinylidene-terminated liquid polymer having the formula ##STR37## wherein Z is selected from the group consisting of --S--, ##STR38## and --O--, A is a bivalent radical containing 1 to 10 atoms of at least one atom selected from the group consisting of C, O, S and N, R 5 and R 6 are hydrogen or alkyl radicals containing 1 to 4 carbon atoms, and G is a polymeric backbone comprising carbon-carbon linkages, said vinylidene-terminated polymer containing an average from about 1.7 to about 3 ##STR39## groups per molecule, wherein said backbone comprising carbon-carbon linkages contains polymerized units of at least one vinylidene monomer having at least one terminal CH 2 ═C< group said monomer being selected from the group consisting of (a) monoolefins containing 2 to 14 carbon atoms, (b) dienes containing 4 to 10 carbon atoms, (c) vinyl and allyl esters of carboxylic acids containing 2 to 8 carbon atoms, (d) vinyl and allyl ethers of alkyl radicals containing 1 to 8 carbon atoms, and (3) acrylic acids and acrylates having the formula ##STR40## said R being hydrogen or an alkyl radical containing 1 to 3 carbon atoms and said R 1 being hydrogen, an alkyl radical containing 1 to 18 carbon atoms, or an alkoxyalkyl, alkylthioalkyl or cyanoalkyl radical
Claim 4
Dependent Claim
223 words
from about 80 to about 120 parts by weight of at least one vinylidene-terminated liquid polymer having the formula ##STR37## wherein Z is selected from the group consisting of --S--, ##STR38## and --O--, A is a bivalent radical containing 1 to 10 atoms of at least one atom selected from the group consisting of C, O, S and N, R 5 and R 6 are hydrogen or alkyl radicals containing 1 to 4 carbon atoms, and G is a polymeric backbone comprising carbon-carbon linkages, said vinylidene-terminated polymer containing an average from about 1.7 to about 3 ##STR39## groups per molecule, wherein said backbone comprising carbon-carbon linkages contains polymerized units of at least one vinylidene monomer having at least one terminal CH 2 ═C< group said monomer being selected from the group consisting of (a) monoolefins containing 2 to 14 carbon atoms, (b) dienes containing 4 to 10 carbon atoms, (c) vinyl and allyl esters of carboxylic acids containing 2 to 8 carbon atoms, (d) vinyl and allyl ethers of alkyl radicals containing 1 to 8 carbon atoms, and (3) acrylic acids and acrylates having the formula ##STR40## said R being hydrogen or an alkyl radical containing 1 to 3 carbon atoms and said R 1 being hydrogen, an alkyl radical containing 1 to 18 carbon atoms, or an alkoxyalkyl, alkylthioalkyl or cyanoalkyl radical
Claim 5
Dependent Claim
106 words
containing 2 to 12 carbon atoms. 2. A composition of claim 1 wherein said carbon-carbon linkages comprise at least 90% by weight of total polymeric backbone weight, and said vinylidene monomer is selected from the group consisting of (a) monoolefins containing 2 to 8 carbon atoms, (b) dienes containing 4 to 8 carbon atoms, and (e) acrylic acids and acrylates having the formula ##STR41## said R being hydrogen or an alkyl radical containing 1 to 3 carbon atoms and said R 1 being hydrogen, an alkyl radical containing 1 to 8 carbon atoms, or an alkoxyalkyl, alkylthioalkyl or cyanoalkyl radical containing 2 to 8 carbon atoms.
Claim 6
Dependent Claim
100 words
A composition of claim 2 wherein said vinylidene monomer contains copolymerized therewith up to about 50% by weight of at least one comonomer selected from the group consisting of (f) vinyl aromatics having the formula ##STR42## wherein R 2 is hydrogen, halogen or an alkyl radical containing from 1 to 4 carbon atoms, (g) vinyl nitriles having the formula ##STR43## wherein R 3 is hydrogen or an alkyl radical containing 1 to 3 carbon atoms, (h) vinyl halides, (i) divinyls and diacrylates, (j) amides of α, β-olefinically unsaturated carboxylic acids containing 2 to 8 carbon atoms, and (k) allyl alcohol.
Claim 7
Dependent Claim
34 words
A composition of claim 3 wherein said amine groups of said amine have different reactivities, and said comonomer is selected from the group consisting of (f) said vinyl aromatics and (g) said vinyl nitriles.
Claim 8
Dependent Claim
47 words
A composition of claim 4 wherein said amine is at least one N-(aminoalkyl)piperazine, the aminoalkyl group of said amine contains from 1 to 12 carbon atoms, said vinylidene monomer is at least one of said dienes, and said comonomer is at least one of said vinyl nitriles.
Claim 9
Dependent Claim
20 words
A composition of claim 5 wherein said amine is N-(2-aminoethyl)piperazine, said vinylidene monomer is butadiene and said comonomer is acrylonitrile.
Claim 10
Dependent Claim
118 words
A composition of claim 5 wherein the amine-terminated polymer (1) has a Brookfield viscosity at 27° C of about 500 to about 500,000 cps, the carbon-carbon backbone B is derived from butadiene or alkyl acrylates, R 1 in said alkyl acrylates is an alkyl radical containing 1 to 8 carbon atoms, said amine is at least one N-(aminoalkyl)piperazine, the aminoalkyl group of said amine contains from 1 to 6 carbon atoms, and wherein the vinylidene-terminated polymer (2) has a Brookfield viscosity at 27° C from about 400 to about 500,000 cps, the carbon-carbon backbone G is derived from butadiene or alkyl acrylates, and R 1 in said acrylates is an alkyl radical containing 1 to 8 carbon atoms.
Claim 11
Dependent Claim
59 words
A composition of claim 7 wherein said amine-terminated polymer (1) is an amine-terminated polymer of butadiene and acrylonitrile and said amine is N-(aminoethyl)piperazine, and wherein said vinylidene-terminated polymer (2) is a vinylidene-terminated polymer of butadiene and acrylonitrile, said acrylonitrile being present in amounts up to about 40% by weight of acrylonitrile in each of said polymers (1) and (2).
Claim 12
Dependent Claim
6 words
A cured composition of claim 1.
Claim 13
Dependent Claim
6 words
A co-cured composition of claim 7.
Claim 14
Dependent Claim
6 words
A co-cured composition of claim 8.
Claim 15
Dependent Claim
94 words
A process comprising reacting 1. 100 parts by weight of at least one amine-terminated liquid polymer containing from about 1.7 to about 3 amine groups per molecule, said groups being primary, secondary or a mixture thereof, and said polymer having the formula ##STR44## wherein Y is a univalent radical obtained by removing hydrogen from an amine group of a heterocyclic amine containing from 2 to 20 carbon atoms and at least two amine groups, said amine groups being primary, secondary or a mixture thereof, and B is a polymeric backbone comprising carbon-carbon linkages, and
Claim 16
Dependent Claim
94 words
A process comprising reacting 1. 100 parts by weight of at least one amine-terminated liquid polymer containing from about 1.7 to about 3 amine groups per molecule, said groups being primary, secondary or a mixture thereof, and said polymer having the formula ##STR44## wherein Y is a univalent radical obtained by removing hydrogen from an amine group of a heterocyclic amine containing from 2 to 20 carbon atoms and at least two amine groups, said amine groups being primary, secondary or a mixture thereof, and B is a polymeric backbone comprising carbon-carbon linkages, and
Claim 17
Dependent Claim
229 words
from about 80 to about 120 parts by weight of at least one vinylidene-terminated liquid polymer having the formula ##STR45## wherein Z is selected from the group consisting of --S--, --N--, ##STR46## and --O--, A is a bivalent radical containing 1 to 10 atoms of at least one atom selected from the group consisting of C, O, S and N, R 5 and R 6 are hydrogen or alkyl radicals containing 1 to 4 carbon atoms, and G is a polymeric backbone comprising carbon-carbon linkages, said vinylidene-terminated polymer containing an average from about 1.7 to about 3 ##STR47## groups per molecule, wherein said backbone comprising carbon-carbon linkage contains polymerized units of at least one vinylidene monomer having at least one terminal CH ═C< group, said monomer being selected from the group consisting of (a) monoolefins containing 2 to 14 carbon atoms, (b) dienes containing 4 to 10 carbon atoms, (c) vinyl and allyl esters of carboxylic acids containing 2 to 8 carbon atoms, (d) vinyl and allyl ethers of alkyl radicals containing 1 to 8 carbon atoms, and (e) acrylic acids and acrylates having the formula ##STR48## said R being hydrogen or an alkyl radical containing 1 to 3 carbon atoms and said R 1 being hydrogen, an alkyl radical containing 1 to 18 carbon atoms, or an alkoxyalkyl, alkylthioalkyl or cyanoalkyl radical containing 2 to 12 carbon atoms.
Claim 18
Dependent Claim
229 words
from about 80 to about 120 parts by weight of at least one vinylidene-terminated liquid polymer having the formula ##STR45## wherein Z is selected from the group consisting of --S--, --N--, ##STR46## and --O--, A is a bivalent radical containing 1 to 10 atoms of at least one atom selected from the group consisting of C, O, S and N, R 5 and R 6 are hydrogen or alkyl radicals containing 1 to 4 carbon atoms, and G is a polymeric backbone comprising carbon-carbon linkages, said vinylidene-terminated polymer containing an average from about 1.7 to about 3 ##STR47## groups per molecule, wherein said backbone comprising carbon-carbon linkage contains polymerized units of at least one vinylidene monomer having at least one terminal CH ═C< group, said monomer being selected from the group consisting of (a) monoolefins containing 2 to 14 carbon atoms, (b) dienes containing 4 to 10 carbon atoms, (c) vinyl and allyl esters of carboxylic acids containing 2 to 8 carbon atoms, (d) vinyl and allyl ethers of alkyl radicals containing 1 to 8 carbon atoms, and (e) acrylic acids and acrylates having the formula ##STR48## said R being hydrogen or an alkyl radical containing 1 to 3 carbon atoms and said R 1 being hydrogen, an alkyl radical containing 1 to 18 carbon atoms, or an alkoxyalkyl, alkylthioalkyl or cyanoalkyl radical containing 2 to 12 carbon atoms.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-11-14 | 1981-05-16 | 1981-11-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-11-14 | 1985-05-16 | 1985-11-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-11-14 | 1989-05-16 | 1989-11-15 | $7700.00 | Window Closed / Lapsed |