KR101037804B1 - 무기물-충전된 엘라스토머 조성물용 커플링제로서의블록화된 머캅토실레인 가수분해물 - Google Patents
무기물-충전된 엘라스토머 조성물용 커플링제로서의블록화된 머캅토실레인 가수분해물 Download PDFInfo
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- KR101037804B1 KR101037804B1 KR1020047017124A KR20047017124A KR101037804B1 KR 101037804 B1 KR101037804 B1 KR 101037804B1 KR 1020047017124 A KR1020047017124 A KR 1020047017124A KR 20047017124 A KR20047017124 A KR 20047017124A KR 101037804 B1 KR101037804 B1 KR 101037804B1
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- TXDNPSYEJHXKMK-UHFFFAOYSA-N sulfanylsilane Chemical compound S[SiH3] TXDNPSYEJHXKMK-UHFFFAOYSA-N 0.000 title claims abstract description 106
- 239000000203 mixture Substances 0.000 title claims abstract description 93
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- WHALSQRTWNBBCV-UHFFFAOYSA-N s-aminosulfanylthiohydroxylamine Chemical class NSSN WHALSQRTWNBBCV-UHFFFAOYSA-N 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 125000005373 siloxane group Chemical group [SiH2](O*)* 0.000 description 1
- 150000003385 sodium Chemical class 0.000 description 1
- APARIAFVBSRIHF-UHFFFAOYSA-M sodium;methanethioate Chemical compound [Na+].[O-]C=S APARIAFVBSRIHF-UHFFFAOYSA-M 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- KHTZKHQMYLOHFT-UHFFFAOYSA-N sulfanylidene-(3-triethoxysilylpropoxy)-bis(3-triethoxysilylpropylsulfanyl)-$l^{5}-phosphane Chemical compound CCO[Si](OCC)(OCC)CCCOP(=S)(SCCC[Si](OCC)(OCC)OCC)SCCC[Si](OCC)(OCC)OCC KHTZKHQMYLOHFT-UHFFFAOYSA-N 0.000 description 1
- VGGJNLGZARHOQV-UHFFFAOYSA-N sulfanylidene-tris(3-triethoxysilylpropylsulfanyl)-$l^{5}-phosphane Chemical compound CCO[Si](OCC)(OCC)CCCSP(=S)(SCCC[Si](OCC)(OCC)OCC)SCCC[Si](OCC)(OCC)OCC VGGJNLGZARHOQV-UHFFFAOYSA-N 0.000 description 1
- 125000001010 sulfinic acid amide group Chemical group 0.000 description 1
- 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 description 1
- 229940124530 sulfonamide Drugs 0.000 description 1
- 125000000565 sulfonamide group Chemical group 0.000 description 1
- 150000003456 sulfonamides Chemical class 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid group Chemical group S(O)(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- 150000005621 tetraalkylammonium salts Chemical class 0.000 description 1
- 125000005497 tetraalkylphosphonium group Chemical group 0.000 description 1
- LPSXSORODABQKT-UHFFFAOYSA-N tetrahydrodicyclopentadiene Chemical compound C1C2CCC1C1C2CCC1 LPSXSORODABQKT-UHFFFAOYSA-N 0.000 description 1
- 150000003536 tetrazoles Chemical class 0.000 description 1
- 150000003557 thiazoles Chemical class 0.000 description 1
- DUYAAUVXQSMXQP-UHFFFAOYSA-M thioacetate Chemical compound CC([S-])=O DUYAAUVXQSMXQP-UHFFFAOYSA-M 0.000 description 1
- 150000003558 thiocarbamic acid derivatives Chemical class 0.000 description 1
- 150000003585 thioureas Chemical class 0.000 description 1
- 150000003852 triazoles Chemical class 0.000 description 1
- KFZYOLRKZIKUSD-UHFFFAOYSA-N triethoxy(2-hydroxysulfonothioylethyl)silane Chemical compound CCO[Si](OCC)(OCC)CCS(O)(=O)=S KFZYOLRKZIKUSD-UHFFFAOYSA-N 0.000 description 1
- YFSKZDWCBFCMKI-UHFFFAOYSA-N triethoxy(3-ethylsulfanylpropyl)silane Chemical compound CCO[Si](OCC)(OCC)CCCSCC YFSKZDWCBFCMKI-UHFFFAOYSA-N 0.000 description 1
- BRTXVSVHFSOGED-UHFFFAOYSA-N triethoxy(4-hydroxysulfonothioylbutyl)silane Chemical compound CCO[Si](OCC)(OCC)CCCCS(O)(=O)=S BRTXVSVHFSOGED-UHFFFAOYSA-N 0.000 description 1
- RBDAXWQGOZWYFH-UHFFFAOYSA-N triethoxy(4-hydroxysulfonothioylpentyl)silane Chemical compound CCO[Si](OCC)(OCC)CCCC(C)S(O)(=O)=S RBDAXWQGOZWYFH-UHFFFAOYSA-N 0.000 description 1
- SHQJOFANKPSLCU-UHFFFAOYSA-N triethoxy-(4-hydroxysulfonothioyl-4-propyl-3H-naphthalen-2-yl)silane Chemical compound C1=CC=C2C(CCC)(S(O)(=O)=S)CC([Si](OCC)(OCC)OCC)=CC2=C1 SHQJOFANKPSLCU-UHFFFAOYSA-N 0.000 description 1
- XGCGZQRQPNUUPB-UHFFFAOYSA-N triethoxy-(5-hydroxysulfonothioyl-5-propylcyclohexa-1,3-dien-1-yl)silane Chemical compound CCCC1(S(O)(=O)=S)CC([Si](OCC)(OCC)OCC)=CC=C1 XGCGZQRQPNUUPB-UHFFFAOYSA-N 0.000 description 1
- FVCAMBAGVUGJHH-UHFFFAOYSA-N triethoxy-[5-(hydroxysulfonothioylmethyl)-5-propylcyclohexa-1,3-dien-1-yl]silane Chemical compound CCCC1(CC(=CC=C1)[Si](OCC)(OCC)OCC)CS(=O)(=S)O FVCAMBAGVUGJHH-UHFFFAOYSA-N 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- RKQOSDAEEGPRER-UHFFFAOYSA-L zinc diethyldithiocarbamate Chemical compound [Zn+2].CCN(CC)C([S-])=S.CCN(CC)C([S-])=S RKQOSDAEEGPRER-UHFFFAOYSA-L 0.000 description 1
- PGNWIWKMXVDXHP-UHFFFAOYSA-L zinc;1,3-benzothiazole-2-thiolate Chemical compound [Zn+2].C1=CC=C2SC([S-])=NC2=C1.C1=CC=C2SC([S-])=NC2=C1 PGNWIWKMXVDXHP-UHFFFAOYSA-L 0.000 description 1
- NEYNBSGIXOOZGZ-UHFFFAOYSA-L zinc;butoxymethanedithioate Chemical compound [Zn+2].CCCCOC([S-])=S.CCCCOC([S-])=S NEYNBSGIXOOZGZ-UHFFFAOYSA-L 0.000 description 1
- MBBWTVUFIXOUBE-UHFFFAOYSA-L zinc;dicarbamodithioate Chemical compound [Zn+2].NC([S-])=S.NC([S-])=S MBBWTVUFIXOUBE-UHFFFAOYSA-L 0.000 description 1
- AUMBZPPBWALQRO-UHFFFAOYSA-L zinc;n,n-dibenzylcarbamodithioate Chemical compound [Zn+2].C=1C=CC=CC=1CN(C(=S)[S-])CC1=CC=CC=C1.C=1C=CC=CC=1CN(C(=S)[S-])CC1=CC=CC=C1 AUMBZPPBWALQRO-UHFFFAOYSA-L 0.000 description 1
- KMNUDJAXRXUZQS-UHFFFAOYSA-L zinc;n-ethyl-n-phenylcarbamodithioate Chemical compound [Zn+2].CCN(C([S-])=S)C1=CC=CC=C1.CCN(C([S-])=S)C1=CC=CC=C1 KMNUDJAXRXUZQS-UHFFFAOYSA-L 0.000 description 1
- DUBNHZYBDBBJHD-UHFFFAOYSA-L ziram Chemical compound [Zn+2].CN(C)C([S-])=S.CN(C)C([S-])=S DUBNHZYBDBBJHD-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/22—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
- C08G77/28—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen sulfur-containing groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/40—Esters thereof
- C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
- C07F9/4006—Esters of acyclic acids which can have further substituents on alkyl
- C07F9/4012—Esters of acyclic acids which can have further substituents on alkyl substituted by B, Si, P or a metal
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B60—VEHICLES IN GENERAL
- B60C—VEHICLE TYRES; TYRE INFLATION; TYRE CHANGING; CONNECTING VALVES TO INFLATABLE ELASTIC BODIES IN GENERAL; DEVICES OR ARRANGEMENTS RELATED TO TYRES
- B60C1/00—Tyres characterised by the chemical composition or the physical arrangement or mixture of the composition
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/0834—Compounds having one or more O-Si linkage
- C07F7/0838—Compounds with one or more Si-O-Si sequences
- C07F7/0872—Preparation and treatment thereof
- C07F7/0876—Reactions involving the formation of bonds to a Si atom of a Si-O-Si sequence other than a bond of the Si-O-Si linkage
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/54—Silicon-containing compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/54—Silicon-containing compounds
- C08K5/548—Silicon-containing compounds containing sulfur
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/01—Use of inorganic substances as compounding ingredients characterized by their specific function
- C08K3/013—Fillers, pigments or reinforcing additives
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Silicon Polymers (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/128,804 US7301042B2 (en) | 2002-04-23 | 2002-04-23 | Blocked mercaptosilane hydrolyzates as coupling agents for mineral-filled elastomer compositions |
| US10/128,804 | 2002-04-23 | ||
| PCT/US2003/010067 WO2003091314A1 (en) | 2002-04-23 | 2003-04-02 | Blocked mercaptosilane hydrolyzates as coupling agents for mineral-filled elastomer compositions |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR20050006187A KR20050006187A (ko) | 2005-01-15 |
| KR101037804B1 true KR101037804B1 (ko) | 2011-05-30 |
Family
ID=29215514
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020047017124A KR101037804B1 (ko) | 2002-04-23 | 2003-04-02 | 무기물-충전된 엘라스토머 조성물용 커플링제로서의블록화된 머캅토실레인 가수분해물 |
Country Status (10)
Families Citing this family (82)
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|---|---|---|---|---|
| ES2199454T5 (es) | 1997-08-21 | 2009-03-01 | Momentive Performance Materials Inc. | Agentes de acoplamiento de mercaptosilano bloqueados para cauchos con sustancia de relleno. |
| CN101880415B (zh) * | 2002-07-09 | 2013-05-22 | 莫门蒂夫性能材料股份有限公司 | 具有改进硬度的二氧化硅-橡胶混合物 |
| US7138537B2 (en) * | 2003-04-02 | 2006-11-21 | General Electric Company | Coupling agents for mineral-filled elastomer compositions |
| JPWO2005049493A1 (ja) * | 2003-11-18 | 2007-06-07 | 横浜ゴム株式会社 | シランカップリング剤処理シリカ及びそれを含むゴム組成物 |
| MY164448A (en) | 2003-12-15 | 2017-12-15 | Ciba Holding Inc | Coupling agents between filler and elastomer |
| US20050245753A1 (en) * | 2004-05-03 | 2005-11-03 | Cruse Richard W | Cyclic diol-derived blocked mercaptofunctional silane compositions |
| JP2005320374A (ja) * | 2004-05-06 | 2005-11-17 | Yokohama Rubber Co Ltd:The | タイヤトレッド用ゴム組成物 |
| US7531588B2 (en) * | 2004-07-30 | 2009-05-12 | Momentive Performance Materials Inc. | Silane compositions, processes for their preparation and rubber compositions containing same |
| JP4964772B2 (ja) * | 2004-08-04 | 2012-07-04 | フォスフォニックス リミテッド | 置換有機ポリシロキサン類及びそれらの使用 |
| US7928258B2 (en) * | 2004-08-20 | 2011-04-19 | Momentive Performance Materials Inc. | Cyclic diol-derived blocked mercaptofunctional silane compositions |
| US7256231B2 (en) * | 2004-11-12 | 2007-08-14 | Bridgestone Corporation | Silica-reinforced rubber compounded with blocked mercaptosilanes and alkyl alkoxysilanes |
| US8987351B2 (en) | 2005-02-08 | 2015-03-24 | Momentive Performance Materials Inc. | Filler treatments utilizing low VOC silanes |
| CN101180334B (zh) * | 2005-02-15 | 2012-04-04 | 莫门蒂夫功能性材料公司 | 可交联的硅烷封端聚合物和用其制备的密封剂组合物 |
| JP2006232917A (ja) * | 2005-02-23 | 2006-09-07 | Yokohama Rubber Co Ltd:The | タイヤ用ゴム組成物 |
| CN101180344B (zh) * | 2005-03-24 | 2012-01-11 | 株式会社普利司通 | 具有低挥发性有机化合物（voc）释放的配混二氧化硅补强橡胶 |
| US7776967B2 (en) * | 2005-12-16 | 2010-08-17 | Continental Ag | Polyorganosiloxane composition for use in unsaturated elastomer, article made therefrom, and associated method |
| US7652162B2 (en) | 2005-12-16 | 2010-01-26 | Momentive Performance Materials Inc. | Polyorganosiloxane composition, and associated method |
| US7560513B2 (en) | 2005-12-16 | 2009-07-14 | Continental Ag | Polyorganosiloxane composition for use in unsaturated elastomer, article made therefrom, and associated method |
| US7534828B2 (en) * | 2005-12-19 | 2009-05-19 | The Goodyear Tire & Rubber Company | Pneumatic tire having a rubber component containing N, N'-(m-phenylene) bismaleamic acid |
| US7566748B2 (en) * | 2005-12-19 | 2009-07-28 | The Goodyear Tire & Rubber Company | Pneumatic tire having a rubber component containing N, N′-(m-phenylene) bismaleimide and zinc dibenzyl dithiocarbamate |
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| US7968636B2 (en) | 2006-12-28 | 2011-06-28 | Continental Ag | Tire compositions and components containing silated cyclic core polysulfides |
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| FR3071842A1 (fr) * | 2017-10-04 | 2019-04-05 | Compagnie Generale Des Etablissements Michelin | Compositions de caoutchouc comprenant une combinaison specifique d'un agent de couplage et d'une resine hydrocarbonee |
| US11220595B2 (en) | 2019-03-04 | 2022-01-11 | The Goodyear Tire & Rubber Company | Reinforced rubber containing silylated triglyceride oil |
| CN111138471A (zh) * | 2019-12-18 | 2020-05-12 | 怡维怡橡胶研究院有限公司 | 一种硫代酸根封端巯基硅烷偶联剂及其合成方法和应用 |
| EP4023724A3 (en) | 2020-12-29 | 2022-07-20 | The Goodyear Tire & Rubber Company | Method of making hydrophobated silica and use of such a silica |
| CN114409901A (zh) * | 2022-01-05 | 2022-04-29 | 湖北江瀚新材料股份有限公司 | 一种环保型封端巯基硅烷与巯基硅烷共聚物及其制备方法 |
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2003
- 2003-04-02 KR KR1020047017124A patent/KR101037804B1/ko active IP Right Grant
- 2003-04-02 JP JP2003587867A patent/JP4903986B2/ja not_active Expired - Lifetime
- 2003-04-02 EP EP03747265.1A patent/EP1529073B1/en not_active Expired - Lifetime
- 2003-04-02 AU AU2003226200A patent/AU2003226200A1/en not_active Abandoned
- 2003-04-02 WO PCT/US2003/010067 patent/WO2003091314A1/en active Application Filing
- 2003-04-02 CN CN03814733A patent/CN100582144C/zh not_active Expired - Lifetime
- 2003-04-02 BR BRPI0309606-8A patent/BR0309606B1/pt active IP Right Grant
- 2003-04-21 MY MYPI20031490A patent/MY139611A/en unknown
- 2003-04-23 TW TW092109475A patent/TWI315326B/zh not_active IP Right Cessation
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| KR20000068795A (ko) * | 1997-08-21 | 2000-11-25 | 에드거 제이. 스미스 2세 | 충전고무용 차단된 메르캅토실란 커플링제 |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1662579A (zh) | 2005-08-31 |
| WO2003091314A1 (en) | 2003-11-06 |
| CN100582144C (zh) | 2010-01-20 |
| JP4903986B2 (ja) | 2012-03-28 |
| US7301042B2 (en) | 2007-11-27 |
| JP2005523924A (ja) | 2005-08-11 |
| EP1529073A1 (en) | 2005-05-11 |
| BR0309606A (pt) | 2005-02-15 |
| US20030199619A1 (en) | 2003-10-23 |
| TWI315326B (en) | 2009-10-01 |
| EP1529073B1 (en) | 2018-08-15 |
| KR20050006187A (ko) | 2005-01-15 |
| TW200307005A (en) | 2003-12-01 |
| MY139611A (en) | 2009-10-30 |
| BR0309606B1 (pt) | 2014-02-04 |
| AU2003226200A1 (en) | 2003-11-10 |
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