US4885338A
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Modified diene polymer rubbers
Assignee: Sumitomo Chemical Co Ltd
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Filing: 1988-05-04
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Granted: 1989-12-05
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Expires: 2008-05-04
Abstract
Abstract A process for preparing modified diene polymer rubbers having an increased impact resilience and a reduced hardness at low temperatures and useful as rubber materials for automobile tires and other industries which comprises producing an alkali metal-containing conjugated diene polymer, and reacting the alkali metal-containing polymer with a modifier selected from the group consisting of a nitroalkyl acrylate of the formula: ##STR1## wherein R 1 and R 2 are independently an alkyl group and n is an integer, and a nitroamino compound of the formula: ##STR2## wherein R 3 to R 6 are independently an alkyl group, and m is an integer, said alkali metal-containing diene polymer being prepared by a living anionic polymerization using an alkali metal-based catalyst or by an addition reaction of a diene polymer having conjugated diene units and an alkali metal-based catalyst in a hydrocarbon solvent. The modified diene polymers can be incorporated with usual rubber additives to provide rubber compositions for various purposes, and the cured products show an increased impact resilience and a reduced hardness at low temperatures.
Inventors
- 👤 Hiroyoshi Takao
- 👤 Akio Imai
- 👤 Tomoaki Seki
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 22:33
CPC Classifications
C; C08; C08C; C08C19/00; C08C19/30; C08C19/42
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
163 words
A process for preparing a modified diene polymer which comprises reacting an alkali metal-containing conjugated diene polymer with a modifier selected from the group consisting of a nitroalkyl acrylate of the formula (1): ##STR7## wherein R 1 and R 2 are an alkyl group, and n is an integer, and a nitroamino compound of the formula (2): ##STR8## wherein R 3 , R 4 , R 5 and R 6 are an alkyl group, and m is an integer, said alkali metal-containing conjugated diene polymer being a living polymer having an alkali metal end prepared by a polymerization of a conjugated diene monomer or a mixture of a conjugated diene monomer and an aromatic vinyl monomer in a hydrocarbon solvent in the presence of an alkali metal-based catalyst, or a polymer to which an alkali metal is introduced by an addition reaction of a diene polymer having conjugated diene units in the polymer chain and an alkali metal-based catalyst in a hydrocarbon solvent.
Claim 2
Dependent Claim
163 words
A process for preparing a modified diene polymer which comprises reacting an alkali metal-containing conjugated diene polymer with a modifier selected from the group consisting of a nitroalkyl acrylate of the formula (1): ##STR7## wherein R 1 and R 2 are an alkyl group, and n is an integer, and a nitroamino compound of the formula (2): ##STR8## wherein R 3 , R 4 , R 5 and R 6 are an alkyl group, and m is an integer, said alkali metal-containing conjugated diene polymer being a living polymer having an alkali metal end prepared by a polymerization of a conjugated diene monomer or a mixture of a conjugated diene monomer and an aromatic vinyl monomer in a hydrocarbon solvent in the presence of an alkali metal-based catalyst, or a polymer to which an alkali metal is introduced by an addition reaction of a diene polymer having conjugated diene units in the polymer chain and an alkali metal-based catalyst in a hydrocarbon solvent.
Claim 3
Dependent Claim
36 words
The process of claim 1, wherein said modifier is used in an amount of 0.05 to 10 moles per mole of said alkali metal-based catalyst used in the preparation of said alkali metal-containing conjugated diene polymer.
Claim 4
Dependent Claim
38 words
The process of claim 1, wherein said alkali metal-based catalyst is a member selected from the group consisting of an alkali metal, an alkali metal hydrocarbon compound and a complex of an alkali metal with a polar compound
Claim 5
Dependent Claim
23 words
The process of claim 1, wherein said alkali metal-containing conjugated diene polymer is in the form of a solution in a hydrocarbon solvent.
Claim 6
Dependent Claim
31 words
The process of claim 1, wherein the reaction of the alkali metal-containing conjugated diene polymer and the modifier is carried out at a temperature of from room temperature to 100° C.
Claim 7
Dependent Claim
32 words
The process of claim 1, wherein said modifier is a nitroalkyl acrylate of the formula (1): ##STR9## wherein R 1 and R 2 are an alkyl group, and n is an integer.
Claim 8
Dependent Claim
38 words
The process of claim 1, wherein said modifier is a nitroamino compound of the formula (2): ##STR10## wherein R 3 , R 4 , R 5 and R 6 are an alkyl group, and m is an integer.
Claim 9
Dependent Claim
124 words
A rubber composition comprising a rubber component containing at least 10% by weight of a modified diene polymer, said modified diene polymer being a conjugated diene polymer modified by reacting an alkali metal-containing conjugated diene polymer selected from the group consisting of a conjugated diene polymer having an active metal end and an alkali metal addition product of a conjugated diene polymer with a modifier selected from the group consisting of a nitroalkyl acrylate of the formula (1): ##STR11## wherein R 1 and R 2 are an alkyl group, and n is an integer, and a nitroamino compound of the formula (2): ##STR12## wherein R 3 , R 4 , R 5 and R 6 are an alkyl group, and m is an integer.
Claim 10
Dependent Claim
124 words
A rubber composition comprising a rubber component containing at least 10% by weight of a modified diene polymer, said modified diene polymer being a conjugated diene polymer modified by reacting an alkali metal-containing conjugated diene polymer selected from the group consisting of a conjugated diene polymer having an active metal end and an alkali metal addition product of a conjugated diene polymer with a modifier selected from the group consisting of a nitroalkyl acrylate of the formula (1): ##STR11## wherein R 1 and R 2 are an alkyl group, and n is an integer, and a nitroamino compound of the formula (2): ##STR12## wherein R 3 , R 4 , R 5 and R 6 are an alkyl group, and m is an integer.
Claim 11
Dependent Claim
47 words
The composition of claim 8, wherein said modified diene polymer is the modification product of a conjugated diene polymer selected from the group consisting of a polybutadiene rubber, a polyisoprene rubber, a butadiene-isoprene copolymer rubber, a styrene-butadiene copolymer rubber, a polypentadiene rubber, and a butadiene-piperylene copolymer rubber.
Claim 12
Dependent Claim
44 words
The composition of claim 8, wherein said modified diene polymer is used in combination with a rubber selected from the group consisting of an emulsion-polymerized styrene-butadiene copolymer, a solution-polymerized polybutadiene, a solution-polymerized styrene-butadiene copolymer, a solution-polymerized polyisoprene, a solution-polymerized butadiene-isoprene copolymer, and natural rubber.
Claim 13
Dependent Claim
22 words
The composition of claim 8, wherein said modified diene polymer has a Mooney viscosity (ML 1+4 100° C.) of 10 to 200.
Claim 14
Dependent Claim
32 words
The composition of claim 8, wherein said modifier is a nitroalkyl acrylate of the formula (1): ##STR13## wherein R 1 and R 2 are an alkyl group, and n is an integer.
Claim 15
Dependent Claim
37 words
The composition of claim 8, wherein said modifier is a nitroamino compound of the formula (2): ##STR14## wherein R 3 , R 4 , R 5 and R 6 are alkyl group, and m is an integer.
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| 3.5 Years (Year 4) | 1992-12-04 | 1993-06-05 | 1993-12-05 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1996-12-04 | 1997-06-05 | 1997-12-05 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2000-12-04 | 2001-06-05 | 2001-12-05 | $7700.00 | Window Closed / Lapsed |