JPWO2020058604A5 - - Google Patents
Download PDFInfo
- Publication number
- 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
- Authority
- JP
- Japan
- Prior art keywords
- carbon atoms
- group
- rubber composition
- phr
- composition according
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 125000004432 carbon atom Chemical group C* 0.000 claims 17
- 229920001971 elastomer Polymers 0.000 claims 13
- 239000000203 mixture Substances 0.000 claims 11
- 239000005060 rubber Substances 0.000 claims 11
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims 9
- 125000003118 aryl group Chemical group 0.000 claims 6
- 125000003710 aryl alkyl group Chemical group 0.000 claims 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 4
- 150000001412 amines Chemical class 0.000 claims 3
- 239000003795 chemical substances by application Substances 0.000 claims 3
- 125000000753 cycloalkyl group Chemical group 0.000 claims 3
- 125000005842 heteroatom Chemical group 0.000 claims 3
- 150000002430 hydrocarbons Chemical group 0.000 claims 3
- 150000003141 primary amines Chemical group 0.000 claims 3
- 125000000547 substituted alkyl group Chemical group 0.000 claims 3
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 2
- 229910052799 carbon Inorganic materials 0.000 claims 2
- 229920001577 copolymer Polymers 0.000 claims 2
- 229920003244 diene elastomer Polymers 0.000 claims 2
- 239000000806 elastomer Substances 0.000 claims 2
- 239000003822 epoxy resin Substances 0.000 claims 2
- 229920000647 polyepoxide Polymers 0.000 claims 2
- 239000012763 reinforcing filler Substances 0.000 claims 2
- 244000043261 Hevea brasiliensis Species 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Natural products CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims 1
- 239000005062 Polybutadiene Substances 0.000 claims 1
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 150000001408 amides Chemical group 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 150000002148 esters Chemical group 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 125000001072 heteroaryl group Chemical group 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 125000002883 imidazolyl group Chemical group 0.000 claims 1
- 229920003049 isoprene rubber Polymers 0.000 claims 1
- 150000002576 ketones Chemical group 0.000 claims 1
- 229920003052 natural elastomer Polymers 0.000 claims 1
- 229920001194 natural rubber Polymers 0.000 claims 1
- 229920002857 polybutadiene Polymers 0.000 claims 1
- 229920003051 synthetic elastomer Polymers 0.000 claims 1
- 150000003512 tertiary amines Chemical group 0.000 claims 1
- 150000003568 thioethers Chemical group 0.000 claims 1
- KAKZBPTYRLMSJV-UHFFFAOYSA-N vinyl-ethylene Natural products C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims 1
Claims (10)
- 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
・ 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)
- 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.
- 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1~4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.
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 |
Publications (3)
Publication Number | Publication Date |
---|---|
JP2022501469A JP2022501469A (en) | 2022-01-06 |
JPWO2020058604A5 true JPWO2020058604A5 (en) | 2022-09-15 |
JP7459067B2 JP7459067B2 (en) | 2024-04-01 |
Family
ID=65201468
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2021515001A Active JP7459067B2 (en) | 2018-09-17 | 2019-09-12 | Rubber composition based on epoxy resin, amine curing agent and imidazole |
Country Status (6)
Country | Link |
---|---|
US (1) | US11866578B2 (en) |
EP (1) | EP3853039B1 (en) |
JP (1) | JP7459067B2 (en) |
CN (1) | CN112912257B (en) |
FR (1) | FR3085955B1 (en) |
WO (1) | WO2020058604A1 (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP4232302A1 (en) * | 2020-10-22 | 2023-08-30 | Compagnie Generale Des Etablissements Michelin | A rubber composition |
FR3145755A1 (en) * | 2023-02-09 | 2024-08-16 | Compagnie Generale Des Etablissements Michelin | RUBBER COMPOSITION BASED ON HIGHLY SATURATED DIENE ELASTOMER AND A REINFORCING RESIN |
Family Cites Families (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5140055A (en) * | 1986-07-01 | 1992-08-18 | Bridgestone Corporation | Rubber composition |
JPH0550558A (en) * | 1991-08-23 | 1993-03-02 | Toyo Tire & Rubber Co Ltd | Rubber-aramide cord composite |
FR2693467A1 (en) | 1992-07-08 | 1994-01-14 | Michelin & Cie | Process and composition for the use of substituted melamines as novolak resin hardeners |
WO1997036724A2 (en) | 1996-04-01 | 1997-10-09 | Cabot Corporation | Novel elastomer composites, method and apparatus |
JP4750269B2 (en) | 1997-09-30 | 2011-08-17 | キャボット コーポレイション | Elastomer composite blend and method for producing the same |
EP1034135B1 (en) | 1997-11-28 | 2005-11-16 | Compagnie Générale des Etablissements MICHELIN-MICHELIN & CIE | Reinforcing aluminous filler and rubber composition comprising such a filler |
DE60014839T2 (en) | 1999-05-28 | 2006-03-09 | Société de Technologie Michelin | RUBBER COMPOSITION FOR TIRES BASED ON A DIENELASTOMER AND A REINFORCING TITANOXYD |
AU2002210430A1 (en) | 2000-07-31 | 2002-02-13 | Michelin Recherche Et Technique S.A. | Running tread for tyre |
DE60225300T2 (en) | 2001-08-13 | 2009-02-26 | Société de Technologie Michelin | VEHICLE COMPOSITION FOR TIRES WITH A SPECIAL SILICONE AS REINFORCING FILLER |
SE519792C2 (en) | 2001-08-17 | 2003-04-08 | Volvo Lastvagnar Ab | Method for estimating the mass of a vehicle which is carried on a road with a varying slope and method for estimating the slope of the road on which a vehicle is driven |
JP5005940B2 (en) | 2006-03-30 | 2012-08-22 | 日本合成化学工業株式会社 | Method for producing dialkylimidazole |
FR2951182B1 (en) | 2009-10-14 | 2012-09-21 | Michelin Soc Tech | RUBBER COMPOSITION COMPRISING AN EPOXY RESIN |
TWI506010B (en) * | 2010-05-21 | 2015-11-01 | Dow Global Technologies Llc | Hardeners for thermosettable resin compositions |
JP2012211122A (en) | 2011-03-22 | 2012-11-01 | Nippon Synthetic Chem Ind Co Ltd:The | Method for production of 1,2-dialkylimidazole, and 1,2-dialkylimidazole obtained thereby |
FR2999582B1 (en) * | 2012-12-17 | 2015-02-13 | Michelin & Cie | PNEUMATIC COMPRISING A RUBBER COMPOSITION COMPRISING AN EPOXY RESIN AND A POLYACID |
FR2999586B1 (en) * | 2012-12-17 | 2014-12-26 | Michelin & Cie | PNEUMATIC COMPRISING A RUBBER COMPOSITION COMPRISING AN EPOXY POLYMER RETICULATED BY A CARBOXYLIC ACIDIC ACID |
CN107041142A (en) * | 2014-12-03 | 2017-08-11 | 陶氏环球技术有限责任公司 | Curable epoxy resin composition and the curing agent for it |
FR3053344B1 (en) * | 2016-06-30 | 2018-07-06 | Compagnie Generale Des Etablissements Michelin | RUBBER COMPOSITION COMPRISING AN EPOXY RESIN AND A SPECIFIC AMINE HARDENER |
FR3083242B1 (en) | 2018-07-02 | 2020-06-12 | Compagnie Generale Des Etablissements Michelin | RUBBER COMPOSITION BASED ON EPOXIDE RESIN AND AN AMINOBENZOATE DERIVATIVE |
-
2018
- 2018-09-17 FR FR1858347A patent/FR3085955B1/en not_active Expired - Fee Related
-
2019
- 2019-09-12 EP EP19787034.8A patent/EP3853039B1/en active Active
- 2019-09-12 JP JP2021515001A patent/JP7459067B2/en active Active
- 2019-09-12 CN CN201980067781.7A patent/CN112912257B/en active Active
- 2019-09-12 US US17/276,637 patent/US11866578B2/en active Active
- 2019-09-12 WO PCT/FR2019/052117 patent/WO2020058604A1/en unknown
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP2016540842A5 (en) | ||
JP2016527371A5 (en) | ||
JP2016505697A5 (en) | ||
JP2015528845A5 (en) | ||
FR2940299B1 (en) | PNEUMATIC COMPONENT WITHOUT CONTACT WITH AIR BASED ON NATURAL RUBBER, REINFORCING LOAD AND DIHYDRAZIDE. | |
EA201490373A1 (en) | SELF-ADJUSTING ELASTOMER COMPOSITION FOR PNEUMATIC PRODUCT | |
JP2012527498A5 (en) | ||
JP2014503619A5 (en) | ||
JP2013507507A5 (en) | ||
JP2013136749A5 (en) | ||
CN106414589B (en) | Vibration damping rubber composition and vibration-proof rubber | |
JP2017511413A5 (en) | ||
JP2018512478A5 (en) | ||
RU2012118621A (en) | ELASTOMER BASED ON FUNCTIONALIZED DIENE AND RUBBER COMPOSITION CONTAINING IT | |
BR112015006580A2 (en) | rubber composition and method for low resin crosslinking | |
RU2018143450A (en) | RUBBER COMPOSITION CONTAINING EPOXY RESIN AND SPECIAL AMINE HARDENER | |
JP2018535299A5 (en) | ||
JP2015507660A5 (en) | ||
WO2013179651A1 (en) | Polymerization catalyst composition, method for producing synthetic polyisoprene, and synthetic polyisoprene | |
RU2017115216A (en) | A method of obtaining a composition of vulcanized rubber, a composition of vulcanized rubber and studless rubber from it | |
FR2947829B1 (en) | COMPOSITION BASED ON NATURAL RUBBER AND A POLYAMINO COMPOUND | |
JPWO2020058604A5 (en) | ||
CN106414583A (en) | Rubber vibration dampener composition and rubber vibration dampener | |
JP5716850B1 (en) | Modified polymer, rubber composition and tire using the same | |
BR112013010731B1 (en) | vehicle wheel tire |