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Patent US4234705A successfully refreshed from Google Patents.
US4234705A
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Curable composition of halogen-containing polymer and crosslinking agent therefor
Assignee: Osaka Soda Co Ltd
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Filing: 1979-09-26
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Granted: 1980-11-18
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Expires: 1999-09-26
Abstract
Abstract A curable composition consisting essentially of (1) 100 parts by weight of a halogen-containing polymer, (2) 0.1 to 10 parts by weight of a 3,5-dimercapto-1,2,4-triazole compound defined in claim 1 as a crosslinking agent, (b) 0.5 to 50 parts by weight of a compound of a metal of group II or IVa of the periodic table as an acid acceptor.
Inventors
- 👤 Yasuo Matoba
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 09:00
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/36; C08K5/37; C08K13/00; C08K13/02
Claims Analysis
Total Claims: 8
Claim 1
Independent Claim
380 words
A curable composition consisting essentially of (1) 100 parts by weight of a halogen-containing polymer, (2) 0.1 to 10 parts by weight of a 3,5-dimercapto-1,2,4-triazole compound as a crosslinking agent which is selected from compounds of the following formulae ##STR11## wherein R 1 represents a member selected from the class consisting of a hydrogen atom, alkyl groups containing 1 to 18 carbon atoms, cycloalkyl groups containing 5 to 18 carbon atoms, alkenyl groups containing 2 to 18 carbon atoms, aryl groups containing 6 to 18 carbon atoms and aralkyl groups containing 7 to 18 carbon atoms; R 2 and R 3 are identical or different, and each represents a member selected from the class consisting of a hydrogen atom, a sodium atom, a potassium atom, groups of the formula ##STR12## and groups of the formula ##STR13## in which R 4 and R 5 are identical or different and each represents a member selected from the class consisting of a hydrogen atom, alkyl groups containing 1 to 12 carbon atoms, cycloalkyl groups containing 5 to 12 carbon atoms, aryl groups containing 6 to 12 carbon atoms and aralkyl groups containing 7 to 18 carbon atoms, or R 4 and R 5 may form a heterocyclic ring in combination with each other, or through another heteroatom, and R 6 represents a member selected from the class consisting of alkyl groups containing 1 to 18 carbon atoms, cycloalkyl groups containing 5 to 18 carbon atoms, alkenyl groups containing 2 to 18 carbon atoms, aryl groups containing 6 to b 18 carbon atoms, aralkyl groups containing 7 to 18 carbon atoms and groups of the formula ##STR14## in which R 7 represents a member selected from the class consisting of alkylene groups containing 1 to 8 carbon atoms, alkenylene groups containing 1 to 8 carbon atoms, cycloalkylene groups containing 6 to 12 carbon atoms and arylene groups containing 6 to 12 carbon atoms; and SR 2 and SR 3 may be bonded within the same molecule or among a plurality of molecules, forming a group of the formula ##STR15## in which R 7 is as defined above, and (3) 0.5 to 50 parts by weight of a compound of a metal of group II or IVa of the periodic table as an acid acceptor.
Claim 2
Dependent Claim
380 words
A curable composition consisting essentially of (1) 100 parts by weight of a halogen-containing polymer, (2) 0.1 to 10 parts by weight of a 3,5-dimercapto-1,2,4-triazole compound as a crosslinking agent which is selected from compounds of the following formulae ##STR11## wherein R 1 represents a member selected from the class consisting of a hydrogen atom, alkyl groups containing 1 to 18 carbon atoms, cycloalkyl groups containing 5 to 18 carbon atoms, alkenyl groups containing 2 to 18 carbon atoms, aryl groups containing 6 to 18 carbon atoms and aralkyl groups containing 7 to 18 carbon atoms; R 2 and R 3 are identical or different, and each represents a member selected from the class consisting of a hydrogen atom, a sodium atom, a potassium atom, groups of the formula ##STR12## and groups of the formula ##STR13## in which R 4 and R 5 are identical or different and each represents a member selected from the class consisting of a hydrogen atom, alkyl groups containing 1 to 12 carbon atoms, cycloalkyl groups containing 5 to 12 carbon atoms, aryl groups containing 6 to 12 carbon atoms and aralkyl groups containing 7 to 18 carbon atoms, or R 4 and R 5 may form a heterocyclic ring in combination with each other, or through another heteroatom, and R 6 represents a member selected from the class consisting of alkyl groups containing 1 to 18 carbon atoms, cycloalkyl groups containing 5 to 18 carbon atoms, alkenyl groups containing 2 to 18 carbon atoms, aryl groups containing 6 to b 18 carbon atoms, aralkyl groups containing 7 to 18 carbon atoms and groups of the formula ##STR14## in which R 7 represents a member selected from the class consisting of alkylene groups containing 1 to 8 carbon atoms, alkenylene groups containing 1 to 8 carbon atoms, cycloalkylene groups containing 6 to 12 carbon atoms and arylene groups containing 6 to 12 carbon atoms; and SR 2 and SR 3 may be bonded within the same molecule or among a plurality of molecules, forming a group of the formula ##STR15## in which R 7 is as defined above, and (3) 0.5 to 50 parts by weight of a compound of a metal of group II or IVa of the periodic table as an acid acceptor.
Claim 3
Dependent Claim
62 words
The composition of claim 1 wherein said halogen-containing polymer is a member selected from the group consisting of chlorinated polyethylene, a chlorinated ethylene-propylene copolymer, a chlorinated ethylene-propylene-nonconjugated diene terpolymer, chlorosulfonated polyethylene, polyvinyl chloride, chlorine-containing acrylic rubber, chlorinated butyl rubber, brominated butyl rubber, fluorine rubber, polychloroprene, polyepichlorohydrin, an epichlorohydrine-allyl glycidyl ether copolymer, an epichlorohydrin-ethylene oxide copolymer, and an epichlorohydrin-ethylene oxide-allyl glycidyl ether terpolymers.
Claim 4
Dependent Claim
27 words
The composition of claim 1 which further includes 0.2 to 6 parts by weight, per 100 parts by weight of the halogen-containing polymer, of a vulcanization accelerator.
Claim 5
Dependent Claim
28 words
The composition of claim 1 wherein said compound (3) is a compound of a metal selected from the group consisting of Mg, Ca, Ba, Zn, Sn and Pb.
Claim 6
Dependent Claim
339 words
The composition of claim 1 wherein in formulae (I) and (I'), R 1 represents a member selected from the class consisting of a hydrogen atom, alkyl groups containing 1 to 7 carbon atoms, cycloalkyl groups containing 6 to 14 carbon atoms, alkenyl groups containing 3 to 18 carbon atoms, aryl groups containing 6 to 8 carbon atoms and aralkyl groups containing 7 to 10 carbon atoms; and R 2 and R 3 are identical or different, and each represents a member selected from the group consisting of a hydrogen atom, a sodium atom, a potassium atom, groups of the formula ##STR16## and groups of the formula ##STR17## in which R 4 and R 5 are identical or different, and each represents a member selected from the class consisting of a hydrogen atom, alkyl groups containing 1 to 8 carbon atoms, cycloalkyl groups containing 6 to 8 carbon atoms, aryl groups containing 6 or 7 carbon atoms and aralkyl groups containing 7 or 8 carbon atoms, or R 4 and R 5 , taken together, may form a heterocyclic ring containing 5 or 6 carbon atoms, or form a heterocyclic ring selected from morpholino and piperadino through a heteroatom selected from oxygen and nitrogen, and R 6 represents a member selected from the group consisting of alkyl groups containing 1 to 17 carbon atoms, cycloalkyl groups containing 6 to 8 carbon atoms, alkenyl groups containing 6 to 17 carbon atoms, aryl groups containing 6 or 7 carbon atoms, aralkyl groups containing 7 or 8 carbon atoms and groups of the formula ##STR18## in which R 7 is a member selected from the class consisting of alkylene groups containing 2 to 8 carbon atoms, alkenylene groups containing 4 to 8 carbon atoms, a cycloalkylene group containing 6 carbon atoms, and an arylene group containing 6 carbon atoms; and SR 2 and SR 3 may be bonded within the same molecule or among a plurality of molecules, forming a group of the formula ##STR19## in which R 7 is as defined above.
Claim 7
Independent Claim
350 words
A method for curing halogen-containing polymers which comprises mixing the halogen-containing polymers with an effective amount of a crosslinking agent which is a 3,5-dimercapto-1,2,4-triazole compound selected from compounds of the following formula ##STR20## wherein R 1 represents a member selected from the class consisting of a hydrogen atom, alkyl groups containing 1 to 18 carbon atoms, cycloalkyl groups containing 5 to 18 carbon atoms, alkenyl groups containing 2 to 18 carbon atoms, aryl groups containing 6 to 18 carbon atoms and aralkyl groups containing 7 to 18 carbon atoms; R 2 and R 3 are identical or different, and each represents a member selected from the class consisting of a hydrogen atom, a sodium atom, a potassium atom, groups of the formula ##STR21## and groups of the formula ##STR22## in which R 4 and R 5 are identical or different and each represents a member selected from the class consisting of a hydrogen atom, alkyl groups containing 1 to 12 carbon atoms, cycloalkyl groups containing 5 to 12 carbon atoms, aryl groups containing 6 to 12 carbon atoms and aralkyl groups containing 7 to is carbon atoms, or R 4 and R 5 may form a heterocyclic ring in combination with each other or through another heteroatom, and R 6 represents a member selected from the class consisting of alkyl groups containing 1 to 18 carbon atoms, cycloalkyl groups containing 5 to 18 carbon atoms, alkenyl groups containing 2 to 18 carbon atoms, aryl groups containing 6 to 18 carbon atoms, aralkyl groups containing 7 to 18 carbon atoms and groups of the formula --R 7 --COH in which R 7 represents a member selected from the class consisting of alkylene groups containing 1 to 8 carbon atoms, alkenylene groups containing 1 to 8 carbon atoms, cycloalkylene groups containing 6 to 12 carbon atoms and arylene groups containing 6 to 12 carbon atoms; and SR 2 and SR 3 may be bonded within the same molecule or among a plurality of molecules, forming a group of the formula ##STR23## in which R 7 is defined above and heating the mixture.
Claim 8
Independent Claim
350 words
A method for curing halogen-containing polymers which comprises mixing the halogen-containing polymers with an effective amount of a crosslinking agent which is a 3,5-dimercapto-1,2,4-triazole compound selected from compounds of the following formula ##STR20## wherein R 1 represents a member selected from the class consisting of a hydrogen atom, alkyl groups containing 1 to 18 carbon atoms, cycloalkyl groups containing 5 to 18 carbon atoms, alkenyl groups containing 2 to 18 carbon atoms, aryl groups containing 6 to 18 carbon atoms and aralkyl groups containing 7 to 18 carbon atoms; R 2 and R 3 are identical or different, and each represents a member selected from the class consisting of a hydrogen atom, a sodium atom, a potassium atom, groups of the formula ##STR21## and groups of the formula ##STR22## in which R 4 and R 5 are identical or different and each represents a member selected from the class consisting of a hydrogen atom, alkyl groups containing 1 to 12 carbon atoms, cycloalkyl groups containing 5 to 12 carbon atoms, aryl groups containing 6 to 12 carbon atoms and aralkyl groups containing 7 to is carbon atoms, or R 4 and R 5 may form a heterocyclic ring in combination with each other or through another heteroatom, and R 6 represents a member selected from the class consisting of alkyl groups containing 1 to 18 carbon atoms, cycloalkyl groups containing 5 to 18 carbon atoms, alkenyl groups containing 2 to 18 carbon atoms, aryl groups containing 6 to 18 carbon atoms, aralkyl groups containing 7 to 18 carbon atoms and groups of the formula --R 7 --COH in which R 7 represents a member selected from the class consisting of alkylene groups containing 1 to 8 carbon atoms, alkenylene groups containing 1 to 8 carbon atoms, cycloalkylene groups containing 6 to 12 carbon atoms and arylene groups containing 6 to 12 carbon atoms; and SR 2 and SR 3 may be bonded within the same molecule or among a plurality of molecules, forming a group of the formula ##STR23## in which R 7 is defined above and heating the mixture.
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) | 1983-11-18 | 1984-05-19 | 1984-11-18 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-11-18 | 1988-05-19 | 1988-11-18 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-11-18 | 1992-05-19 | 1992-11-18 | $7700.00 | Window Closed / Lapsed |