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Patent · US10280232B2 · B2 · US

Modified conjugated diene polymer, method for producing modified conjugated diene polymer, polymer composition, crosslinked polymer, and tire

(11) Publication number
US10280232B2
(21) Application number
15/556,914
(22) Filing date
2016-01-29
(30) Priority date
2015-03-10
(43) Publication date
2019-05-07
(45) Date of grant
2019-05-07
(52) CPC
  • C08C Treatment or chemical modification of rubbers: 19/25, 19/22
  • B60C Vehicle tyres; tyre inflation; tyre changing; connecting valves to inflatable elastic bodies in general; devices or arrangements related to tyres: 1/00, 1/0016, 1/0025
  • C08F Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds: 236/06, 36/04, 8/32
  • C08J Working-up; general processes of compounding; after-treatment not covered by subclasses C08B, C08C, C08F, C08G or C08H: 2315/00, 3/24
  • C08K Use of inorganic or non-macromolecular organic substances as compounding ingredients: 3/36
  • C08L Compositions of macromolecular compounds: 15/00, 9/06
(73) Assignee
JSR CORP
(54) Title
Modified conjugated diene polymer, method for producing modified conjugated diene polymer, polymer composition, crosslinked polymer, and tire
(57) Abstract

A modified conjugated diene-based polymer is produced by reacting a conjugated diene-based polymer having an alkali metal or an alkali-earth metal at a terminal of the polymer with a compound represented by formula (1). R 1 and R 2 independently represent a hydrocarbyl group having 20 or fewer carbon atoms. R 3 represents a substituted alkyl group having 20 or fewer carbon atoms prepared through substitution of at least one of a hydrogen atom and - CH 2 - of an alkyl group by a group containing only at least one heteroatom selected from the group consisting of nitrogen, phosphorus, oxygen, and sulfur, or a monovalent aromatic group having 20 or fewer carbon atoms and containing at least one element selected from the group consisting of nitrogen, phosphorus, oxygen, and sulfur, with the proviso that R 3 does not have active hydrogen. R 4 represents an alkanediyl group having 20 or fewer carbon atoms. n is 1 or 2.

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Claims (7)

  1. A modified conjugated diene-based polymer produced by reacting a conjugated diene-based polymer having an alkali metal or an alkaline-earth metal at a terminal of the polymer with a compound represented by formula (1): wherein: R 1 and R 2 each independently represent a hydrocarbyl group having 20 or fewer carbon atoms; R 3 represents a substituted alkyl group having 20 or fewer carbon atoms, wherein a hydrogen atom and/or a - CH 2 - of an alkyl group are substituted by a group comprising at least one heteroatom selected from the group consisting of nitrogen, phosphorus, oxygen, and sulfur, or are substituted by a monovalent aromatic group having 20 or fewer carbon atoms and comprising at least one element selected from the group consisting of nitrogen, phosphorus, oxygen, and sulfur, with the proviso that R 3 does not have active hydrogen; R 4 represents an alkanediyl group having 20 or fewer carbon atoms; and n is 1 or 2.
  2. The modified conjugated diene-based polymer according to claim 1, wherein an amount of a structural unit derived from an aromatic vinyl compound is 0 to 50 mass % relative to a total amount of structural units of the conjugated diene-based polymer, and a vinyl bond content is 20 to 90 mol % relative to a total amount of structural units derived from a conjugated diene compound in the conjugated diene-based polymer.
  3. The modified conjugated diene-based polymer according to claim 1, wherein the conjugated diene-based polymer has a nitrogen-containing functional group at a polymerization initiation terminal.
  4. A method for producing a modified conjugated diene-based polymer, the method comprising reacting a conjugated diene-based polymer having an alkali metal or an alkaline-earth metal at a terminal of the polymer with a compound represented by formula (1): wherein: R 1 and R 2 each independently represent a hydrocarbyl group having 20 or fewer carbon atoms; R 3 represents a substituted alkyl group having 20 or fewer carbon atoms, wherein a hydrogen atom and/or a - CH 2 - of an alkyl group are substituted by a group comprising at least one heteroatom selected from the group consisting of nitrogen, phosphorus, oxygen, and sulfur, or are substituted by a monovalent aromatic group having 20 or fewer carbon atoms and comprising at least one element selected from the group consisting of nitrogen, phosphorus, oxygen, and sulfur, with the proviso that R 3 does not have active hydrogen; R 4 represents an alkanediyl group having 20 or fewer carbon atoms; and n is 1 or 2.
  5. A polymer composition comprising: the modified conjugated diene-based polymer according to claim 1, silica, and a crosslinking agent.
  6. A crosslinked polymer produced through crosslinking of the polymer composition according to claim 5.
  7. A tire, comprising the crosslinked polymer according to claim 6 as a tread material, a sidewall material, or both.

Citations (19)

  • CN103848940A
  • JP2006249069A
  • JP2011162497A
  • JP2013043977A
  • JP2014528988A
  • JP2015028170A
  • JP4129619B2
  • US2004254301A1
  • US2012172528A1
  • US2012296041A1
  • US2013267646A1
  • US2013296481A1
  • US2015018488A1
  • US2015148489A1
  • US2018223008A1
  • US2018251576A1
  • US7342070B2
  • US9951167B2
  • WO2006076629A1
Record as JSON
{
  "publication_number": "US10280232B2",
  "country": "US",
  "kind": "B2",
  "title": "Modified conjugated diene polymer, method for producing modified conjugated diene polymer, polymer composition, crosslinked polymer, and tire",
  "abstract": "A modified conjugated diene-based polymer is produced by reacting a conjugated diene-based polymer having an alkali metal or an alkali-earth metal at a terminal of the polymer with a compound represented by formula (1). R 1 and R 2 independently represent a hydrocarbyl group having 20 or fewer carbon atoms. R 3 represents a substituted alkyl group having 20 or fewer carbon atoms prepared through substitution of at least one of a hydrogen atom and - CH 2 - of an alkyl group by a group containing only at least one heteroatom selected from the group consisting of nitrogen, phosphorus, oxygen, and sulfur, or a monovalent aromatic group having 20 or fewer carbon atoms and containing at least one element selected from the group consisting of nitrogen, phosphorus, oxygen, and sulfur, with the proviso that R 3 does not have active hydrogen. R 4 represents an alkanediyl group having 20 or fewer carbon atoms. n is 1 or 2.",
  "claims": [
    "1. A modified conjugated diene-based polymer produced by reacting a conjugated diene-based polymer having an alkali metal or an alkaline-earth metal at a terminal of the polymer with a compound represented by formula (1): wherein: R 1 and R 2 each independently represent a hydrocarbyl group having 20 or fewer carbon atoms; R 3 represents a substituted alkyl group having 20 or fewer carbon atoms, wherein a hydrogen atom and/or a - CH 2 - of an alkyl group are substituted by a group comprising at least one heteroatom selected from the group consisting of nitrogen, phosphorus, oxygen, and sulfur, or are substituted by a monovalent aromatic group having 20 or fewer carbon atoms and comprising at least one element selected from the group consisting of nitrogen, phosphorus, oxygen, and sulfur, with the proviso that R 3 does not have active hydrogen; R 4 represents an alkanediyl group having 20 or fewer carbon atoms; and n is 1 or 2.",
    "2. The modified conjugated diene-based polymer according to claim 1, wherein an amount of a structural unit derived from an aromatic vinyl compound is 0 to 50 mass % relative to a total amount of structural units of the conjugated diene-based polymer, and a vinyl bond content is 20 to 90 mol % relative to a total amount of structural units derived from a conjugated diene compound in the conjugated diene-based polymer.",
    "3. The modified conjugated diene-based polymer according to claim 1, wherein the conjugated diene-based polymer has a nitrogen-containing functional group at a polymerization initiation terminal.",
    "4. A method for producing a modified conjugated diene-based polymer, the method comprising reacting a conjugated diene-based polymer having an alkali metal or an alkaline-earth metal at a terminal of the polymer with a compound represented by formula (1): wherein: R 1 and R 2 each independently represent a hydrocarbyl group having 20 or fewer carbon atoms; R 3 represents a substituted alkyl group having 20 or fewer carbon atoms, wherein a hydrogen atom and/or a - CH 2 - of an alkyl group are substituted by a group comprising at least one heteroatom selected from the group consisting of nitrogen, phosphorus, oxygen, and sulfur, or are substituted by a monovalent aromatic group having 20 or fewer carbon atoms and comprising at least one element selected from the group consisting of nitrogen, phosphorus, oxygen, and sulfur, with the proviso that R 3 does not have active hydrogen; R 4 represents an alkanediyl group having 20 or fewer carbon atoms; and n is 1 or 2.",
    "5. A polymer composition comprising: the modified conjugated diene-based polymer according to claim 1, silica, and a crosslinking agent.",
    "6. A crosslinked polymer produced through crosslinking of the polymer composition according to claim 5.",
    "7. A tire, comprising the crosslinked polymer according to claim 6 as a tread material, a sidewall material, or both."
  ],
  "cpc": [
    "C08C 19/25",
    "B60C 1/00",
    "B60C 1/0016",
    "B60C 1/0025",
    "C08C 19/22",
    "C08F 236/06",
    "C08F 36/04",
    "C08F 8/32",
    "C08J 2315/00",
    "C08J 3/24",
    "C08K 3/36",
    "C08L 15/00",
    "C08L 9/06"
  ],
  "assignees": [
    "JSR CORP"
  ],
  "filing_date": "2016-01-29",
  "publication_date": "2019-05-07",
  "grant_date": "2019-05-07",
  "priority_date": "2015-03-10",
  "application_number": "US-201615556914-A",
  "family_id": "56880440",
  "citations": [
    "CN103848940A",
    "JP2006249069A",
    "JP2011162497A",
    "JP2013043977A",
    "JP2014528988A",
    "JP2015028170A",
    "JP4129619B2",
    "US2004254301A1",
    "US2012172528A1",
    "US2012296041A1",
    "US2013267646A1",
    "US2013296481A1",
    "US2015018488A1",
    "US2015148489A1",
    "US2018223008A1",
    "US2018251576A1",
    "US7342070B2",
    "US9951167B2",
    "WO2006076629A1"
  ]
}

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