JPWO2020058604A5 - - Google Patents

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JPWO2020058604A5
JPWO2020058604A5 JP2021515001A JP2021515001A JPWO2020058604A5 JP WO2020058604 A5 JPWO2020058604 A5 JP WO2020058604A5 JP 2021515001 A JP2021515001 A JP 2021515001A JP 2021515001 A JP2021515001 A JP 2021515001A JP WO2020058604 A5 JPWO2020058604 A5 JP WO2020058604A5
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carbon atoms
group
rubber composition
phr
composition according
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JP7459067B2 (en
JP2022501469A (en
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Priority claimed from FR1858347A external-priority patent/FR3085955B1/en
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Claims (10)

少なくとも、
- ジエンエラストマー、
- 強化充填材、
- 架橋系、
- 100質量部のエラストマー当たり1~30質量部(phr)のエポキシ樹脂、
- 少なくとも1個の6員芳香族環に位置する少なくとも2個の第一級アミン官能基を含む、1~15phrの間のアミン硬化剤であり、前記少なくとも1個の6員芳香族環は、
・ 少なくとも1個の第一級アミン官能基、および
・ 直鎖状または分岐C1-C6アルキル基、ハロゲン、直鎖状または分岐C1-C6アルキル基により置換されたエーテル、第三級アミン、チオエーテル、ケトン、エステルおよびアミドからなる群から選択される同一または異なる少なくとも2個のRi基
を、前記少なくとも1個の6員芳香族環が前記第一級アミン官能基に対してオルト位に位置する水素原子を含まないように含む、アミン硬化剤、
- 一般式(A)のイミダゾール
Figure 2020058604000001
(式中、
・ Raは、水素原子、または1個もしくは複数のヘテロ原子により割り込まれていても、かつ/または置換されていてもよい炭化水素基を表し、
・ Rbは炭化水素基を表し、
・ RcおよびRdは、互いに独立に、水素原子、または1個もしくは複数のヘテロ原子により割り込まれていても、かつ/または置換されていてもよい炭化水素基を表すか、
・ あるいは、RcおよびRdは、それらが結合しているイミダゾール環の炭素原子と一緒になって、1個もしくは複数のヘテロ原子により割り込まれていても、かつ/または置換されていてもよい環を形成する)
に基づくゴム組成物。
at least,
- diene elastomers,
- reinforcing fillers,
- a crosslinked system,
- 1 to 30 parts by weight of epoxy resin per 100 parts by weight of elastomer (phr),
- between 1 and 15 phr of an amine curing agent comprising at least two primary amine functional groups located on at least one six-membered aromatic ring, said at least one six-membered aromatic ring comprising
- at least one primary amine functional group, and - ethers, tertiary amines, thioethers substituted by linear or branched C1-C6 alkyl groups, halogens, linear or branched C1-C6 alkyl groups, At least two identical or different Ri groups selected from the group consisting of ketones, esters and amides are combined with hydrogen where said at least one 6-membered aromatic ring is ortho to said primary amine functional group. an amine curing agent, including to be free of atoms;
- imidazoles of general formula (A)
Figure 2020058604000001
(In the formula,
- R a represents a hydrogen atom or a hydrocarbon group optionally interrupted and/or substituted by one or more heteroatoms;
- R b represents a hydrocarbon group,
- R c and R d independently of each other represent a hydrogen atom or a hydrocarbon group optionally interrupted and/or substituted by one or more heteroatoms;
- Alternatively, R c and R d may be interrupted and/or substituted by one or more heteroatoms together with the carbon atom of the imidazole ring to which they are attached. form a ring)
rubber composition based on.
ジエンエラストマーが、ポリブタジエン、天然ゴム、合成ポリイソプレン、ブタジエンコポリマー、イソプレンコポリマー、およびこれらのエラストマーの混合物からなる群から選択され、優先的にイソプレンエラストマーである、請求項1に記載のゴム組成物。 2. The rubber composition of claim 1, wherein the diene elastomer is selected from the group consisting of polybutadiene, natural rubber, synthetic polyisoprene, butadiene copolymers, isoprene copolymers, and mixtures of these elastomers, preferentially isoprene elastomers. エポキシ樹脂の含有量が、10~25phrの間、好ましくは10~20phrの間である、請求項1又は2に記載のゴム組成物。 A rubber composition according to claim 1 or 2 , wherein the content of epoxy resin is between 10 and 25 phr, preferably between 10 and 20 phr. アミン硬化剤の含有量が、5~10phr、好ましくは2~8phrにわたる範囲内にある、請求項1~のいずれか1項に記載のゴム組成物。 A rubber composition according to any one of the preceding claims , wherein the content of amine curing agent is in the range ranging from 5 to 10 phr, preferably from 2 to 8 phr. 一般式(A)のイミダゾールにおいて、
- Raが、水素原子、置換されていてもよい、1~20個の炭素原子を有するアルキル基、5~24個の炭素原子を有するシクロアルキル基、6~30個の炭素原子を有するアリール基、7~25個の炭素原子を有するアラルキル基からなる群から選択され、
- Rbが、1~20個の炭素原子を有するアルキル基、5~24個の炭素原子を有するシクロアルキル基、6~30個の炭素原子を有するアリール基、または7~25個の炭素原子を有するアラルキル基からなる群から選択され、
- RcおよびRdが、水素原子、置換されていてもよい、1~20個の炭素原子を有するアルキル基、5~24個の炭素原子を有するシクロアルキル基、6~30個の炭素原子を有するアリール基、または7~25個の炭素原子を有するアラルキル基からなる群から独立に選択されるか、あるいはRcおよびRdが、それらが結合しているイミダゾール環の炭素原子と一緒になって、5~12個の炭素原子、好ましくは5または6個の炭素原子を含む芳香族、ヘテロ芳香族または脂肪族環から選択される環を形成する、請求項1~のいずれか1項に記載のゴム組成物。
In the imidazole of general formula (A),
- R a is a hydrogen atom, an optionally substituted alkyl group having 1 to 20 carbon atoms, a cycloalkyl group having 5 to 24 carbon atoms, or an aryl group having 6 to 30 carbon atoms; selected from the group consisting of groups, aralkyl groups having 7 to 25 carbon atoms,
- R b is an alkyl group having 1 to 20 carbon atoms, a cycloalkyl group having 5 to 24 carbon atoms, an aryl group having 6 to 30 carbon atoms, or 7 to 25 carbon atoms; is selected from the group consisting of aralkyl groups having
- R c and R d are a hydrogen atom, an optionally substituted alkyl group having 1 to 20 carbon atoms, a cycloalkyl group having 5 to 24 carbon atoms, or 6 to 30 carbon atoms; or aralkyl groups having 7 to 25 carbon atoms, or R c and R d together with the imidazole ring carbon atom to which they are attached are independently selected from the group consisting of to form a ring selected from aromatic, heteroaromatic or aliphatic rings containing 5 to 12 carbon atoms, preferably 5 or 6 carbon atoms. The rubber composition according to the item.
一般式(A)のイミダゾールにおいて、Raが、置換されていてもよい、2~12個の炭素原子を有するアルキル基、および7~13個の炭素原子を有するアラルキル基からなる群から選択される、請求項1~のいずれか1項に記載のゴム組成物。 In the imidazole of general formula (A), R a is selected from the group consisting of optionally substituted alkyl groups having 2 to 12 carbon atoms and aralkyl groups having 7 to 13 carbon atoms. The rubber composition according to any one of claims 1 to 5 . 一般式(A)のイミダゾールの含有量が、0.1~5phrにわたる範囲内である、請求項1~のいずれか1項に記載のゴム組成物。 A rubber composition according to any one of claims 1 to 6 , wherein the content of imidazole of general formula (A) is in the range extending from 0.1 to 5 phr. 強化充填材の含有量が、20~200phr、好ましくは30~150phrにわたる範囲内である、請求項1~のいずれか1項に記載のゴム組成物。 A rubber composition according to any preceding claim, wherein the content of reinforcing filler is in the range ranging from 20 to 200 phr, preferably from 30 to 150 phr. 請求項1~のいずれか1項に記載のゴム組成物を含む最終または半最終ゴム物品。 A final or semi-finished rubber article comprising the rubber composition according to any one of claims 1-8 . 請求項1~のいずれか1項に記載のゴム組成物を含むタイヤ。 A tire comprising the rubber composition according to any one of claims 1 to 8 .
JP2021515001A 2018-09-17 2019-09-12 Rubber composition based on epoxy resin, amine curing agent and imidazole Active JP7459067B2 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
FR1858347 2018-09-17
FR1858347A FR3085955B1 (en) 2018-09-17 2018-09-17 COMPOSITION OF RUBBER BASED ON EPOXIDE RESIN, AN AMINE HARDENER AND AN IMIDAZOLE
PCT/FR2019/052117 WO2020058604A1 (en) 2018-09-17 2019-09-12 Rubber composition based on epoxy resin, an amine hardener and an imidazole

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JP2022501469A JP2022501469A (en) 2022-01-06
JPWO2020058604A5 true JPWO2020058604A5 (en) 2022-09-15
JP7459067B2 JP7459067B2 (en) 2024-04-01

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US (1) US11866578B2 (en)
EP (1) EP3853039B1 (en)
JP (1) JP7459067B2 (en)
CN (1) CN112912257B (en)
FR (1) FR3085955B1 (en)
WO (1) WO2020058604A1 (en)

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