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
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- 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
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- 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
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- 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
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- 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
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- 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
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Silicon Polymers (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
Abstract
Description
각각의 J 및 G1은 독립적으로 아릴렌 기 및 임의의 분지 또는 직쇄 알킬렌, 알켄일렌, 아렌일렌 또는 아르알킬렌 기를 포함하는 탄소수 1 내지 20의 탄화수소로부터 2개의 수소 원자를 제거하여 수득된 탄화수소 단편으로 이루어진 군으로부터 선택되고;
각각의 J 및 G1은 독립적으로 아릴렌 기 및 임의의 분지 또는 직쇄 알킬렌, 알켄일렌, 아렌일렌 또는 아르알킬렌 기를 포함하는 탄소수 1 내지 20의 탄화수소로부터 2개의 수소 원자를 제거하여 수득된 탄화수소 단편으로 이루어진 군으로부터 선택되고;
각각의 J 및 G1은 독립적으로 아릴렌 기 및 임의의 분지 또는 직쇄 알킬렌, 알켄일렌, 아렌일렌 또는 아르알킬렌 기를 포함하는 탄소수 1 내지 20의 탄화수소로부터 2개의 수소 원자를 제거하여 수득된 탄화수소 단편으로 이루어진 군으로부터 선택되고,
Claims (14)
- 하기 화학식 1의 화학 구조를 갖는 하나 이상의 성분을 포함하는 블록화된 머캅토실레인 축합물:화학식 1(W1)l(W2)m(W3)y(W4)u(W5)v(W6)w상기 식에서,l은 1 내지 10,000의 정수이고;m, y, u, v 및 w는 각각 독립적으로 0 내지 10,000의 정수이고, 단, m, y, u, v 및 w로 이루어진 군으로부터 선택된 적어도 하나는 1 내지 10,000의 정수이고;W1은 하기 화학식 2 또는 3으로 표시되는, 가수분해성 블록화된 머캅토실레인으로부터 하나 이상의 가수분해성 기를 실록세인 산소(-O-) 기의 한쪽 말단으로 대체함으로써 유도되는 가수분해성 블록화된 머캅토실레인 단편이고:화학식 2{[(ROC(=O)-)p(G-)j]kY-S-}rG(-SiX3)s화학식 3{(X3Si-)qG}a{Y(-S-G-SiX3)b}c;W2는 하기 화학식 4로 표시되는, 가수분해성 머캅토실레인으로부터 하나 이상의 가수분해성 기를 실록세인 산소(-O-) 기의 한쪽 말단으로 대체함으로써 유도되는 가수분해성 블록화된 머캅토실레인 단편이고:화학식 4{[(ROC(=O)-)p(G-)j]kY-S-}r-dG(-SH)d(-SiX3)s;W3은 하기 화학식 5로 표시되는, 폴리설파이드 실레인으로부터 하나 이상의 가수분해성 기를 실록세인 산소(-O-) 기의 한쪽 말단으로 대체함으로써 유도되는 가수분해성 폴리설파이드 실레인 단편이고:화학식 5X1X2X3Si-G1-Sx-G1-SiX1X2X3;W4는 하기 화학식 6으로 표시되는, 가수분해성 알킬 실레인으로부터 하나 이상의 가수분해성 기를 실록세인 산소(-O-) 기의 한쪽 말단으로 대체함으로써 유도되는 가수분해성 알킬 실레인 단편이고:화학식 6Y1Y2Y3Si-R2;W5는 하기 화학식 7로 표시되는, 가수분해성 비스 실릴 알케인으로부터 하나 이상의 가수분해성 기를 실록세인 산소(-O-) 기의 한쪽 말단으로 대체함으로써 유도되는 가수분해성 비스 실릴 알케인 단편이고:화학식 7Z1Z2Z3Si-J-SiZ1Z2Z3;W6은 하기 화학식 8 또는 9로 표시되는, 가수분해성 트리스 실릴 알케인으로부터 하나 이상의 가수분해성 기를 실록세인 산소(-O-) 기의 한쪽 말단으로 대체함으로써 유도되는 가수분해성 트리스 실릴 알케인 단편이고:화학식 8(Z1Z2Z3Si-CH2CH2-)3C6H9화학식 9(Z1Z2Z3Si-CH2CH2CH2-)3N3C3O3;상기 화학식 2 내지 9에 있어서,Y는 다가 종 (Q)zA(=E)이고;A는 탄소, 황, 인 및 설포닐로 이루어진 군으로부터 선택되고;E는 산소, 황 및 NR로 이루어진 군으로부터 선택되고;G는 각각 독립적으로 알킬, 알켄일, 아릴 또는 아르알킬 잔기의 치환에 의해 유도된 일가 및 다가 잔기로 이루어진 군으로부터 선택되는 것으로, 1 내지 18의 탄소 원자를 포함하고; 단 G는 실레인이 티오카보닐 기에 인접하여 탄소-탄소 이중결합을 포함하는 α,β-불포화 카보닐을 함유하도록 하는 것이 아니고, G가 1가일 경우, 즉 p가 0일 경우, G는 수소일 수 있고;각각의 경우에, 불포화 헤테로원자 E에 부착된 원자 A는 황에 부착되고, 이는 차례로 G 기를 통해 규소 원자에 연결되며;Q는 산소, 황 및 (-NR-)로 이루어진 군으로부터 선택되고;R은 각각 독립적으로 수소; 직쇄, 환식 또는 분지형 알킬; 알켄일 기; 아릴 기; 및 아르알킬 기로 이루어진 군으로부터 선택되는 것으로, R이 수소인 경우 외에는 1 내지 18의 탄소 원자를 포함하고;X는 각각 독립적으로 -Cl, -Br, RO-, RC(=O)O-, R2C=NO-, R2NO-, R2N-, -R, -(OSiR2)t(OSiR3) 및 (-O-)0.5로 이루어진 군으로부터 선택되고, 여기서 각각의 R은 상기와 같고 하나 이상의 X는 -R이 아니며;R1, R2 및 R3은 독립적으로 아릴, 분지형 알킬, 직쇄 알킬, 알켄일, 아렌일 및 아르알킬 기로 이루어진 군으로부터 선택된 탄소수 1 내지 20의 탄화수소로부터 1개의 수소 원자를 제거하여 수득된 탄화수소 단편으로 이루어진 군으로부터 선택되고;각각의 J 및 G1은 독립적으로 아릴렌, 분지형 알킬렌, 직쇄 알킬렌, 알켄일렌, 아렌일렌 및 아르알킬렌 기로 이루어진 군으로부터 선택된 탄소수 1 내지 20의 탄화수소로부터 2개의 수소 원자를 제거하여 수득된 탄화수소 단편으로 이루어진 군으로부터 선택되고;각각의 X1은 -Cl, -Br, -OH, -OR1, R1C(=O)O-, -O-N=CR1 2 및 -(O-)0.5로 이루어진 군으로부터 독립적으로 선택된 가수분해성 잔기이고;X2 및 X3은 각각 독립적으로 수소, R1에 대해 상기 열거된 것들, 및 X1에 대해 상기 열거된 것들로 이루어진 군으로부터 선택되고;X1, X2 및 X3중 하나 이상은 -(O-)0.5이고;Y1은 -Cl, -Br, -OH, -OR, R2C(=O)O-, -O-N=CR2 2 및 -(O-)0.5로 이루어진 가수분해성 그룹으로부터 독립적으로 선택된 잔기이고;Y2 및 Y3은 독립적으로 수소, R2에 대해 상기 열거된 것들, 및 Y1에 대해 상기 열거된 것들로 이루어진 군으로부터 선택되고;Y1, Y2 및 Y3중 하나 이상은 -(O-)0.5이고;Z1은 -Cl, -Br, -OH, -OR3, R3C(=O)O-, -O-N=CR3 2 및 -(O-)0.5로 이루어진 가수분해성 그룹으로부터 선택되고;Z2 및 Z3은 독립적으로 수소, R3에 대해 상기 열거된 것들, 및 Z1에 대해 상기 열거된 것들로 이루어진 군으로부터 선택되고;화학식 7에서 Z1, Z2 및 Z3중 하나 이상은 -(O-)0.5이고;화학식 8에서 C6H9은 사이클로헥산 분자로부터 3개의 수소 원자를 제거함으로써 수득가능한 사이클로헥산 단편을 나타내고;화학식 9에서 N3C3O3은 N,N',N"-3치환된 사이아누레이트를 나타내고;a는 0 내지 7이고;b는 1 내지 3이고;c는 1 내지 6이고;d는 1 내지 r이고;j는 0 또는 1이지만, 단지 p가 1일 경우에는 0일 수 있고;k는 1 내지 2이고;p는 0 내지 5이고;q는 0 내지 6이고;r은 1 내지 3이고;s는 1 내지 3이고;t는 0 내지 5이고;x는 2 내지 20이고;z는 0 내지 2이되; 단,(a) A가 탄소, 황 또는 설폰일인 경우, (i) a+b는 2이고 (ii) k는 1이며;(b) A가 인일 경우, (i) c가 1보다 크고 (ii) b가 1일 경우가 아닌 한 a+b는 3이고(여기서, a는 c+1임),(c) A가 인일 경우, k는 2이다.
- 삭제
- 하나 이상의 유기 중합체, 하나 이상의 무기 충전제 및 하나 이상의 블록화된 머캅토실레인 축합물을 포함하되, 상기 하나 이상의 블록화된 머캅토실레인 축합물이 하기 화학식 1의 화학 구조를 갖는 하나 이상의 성분을 포함하는 것인 조성물:화학식 1(W1)l(W2)m(W3)y(W4)u(W5)v(W6)w상기 식에서,l은 1 내지 10,000의 정수이고;m, y, u, v 및 w는 각각 독립적으로 0 내지 10,000의 정수이고, 단, m, y, u, v 및 w로 이루어진 군으로부터 선택된 적어도 하나는 1 내지 10,000의 정수이고;W1은 하기 화학식 2 또는 3으로 표시되는, 가수분해성 블록화된 머캅토실레인으로부터 하나 이상의 가수분해성 기를 실록세인 산소(-O-) 기의 한쪽 말단으로 대체함으로써 유도되는 가수분해성 블록화된 머캅토실레인 단편이고:화학식 2{[(ROC(=O)-)p(G-)j]kY-S-}rG(-SiX3)s화학식 3{(X3Si-)qG}a{Y(-S-G-SiX3)b}c;W2는 하기 화학식 4로 표시되는, 가수분해성 머캅토실레인으로부터 하나 이상의 가수분해성 기를 실록세인 산소(-O-) 기의 한쪽 말단으로 대체함으로써 유도되는 가수분해성 블록화된 머캅토실레인 단편이고:화학식 4{[(ROC(=O)-)p(G-)j]kY-S-}r-dG(-SH)d(-SiX3)s;W3은 하기 화학식 5로 표시되는, 폴리설파이드 실레인으로부터 하나 이상의 가수분해성 기를 실록세인 산소(-O-) 기의 한쪽 말단으로 대체함으로써 유도되는 가수분해성 폴리설파이드 실레인 단편이고:화학식 5X1X2X3Si-G1-Sx-G1-SiX1X2X3;W4는 하기 화학식 6으로 표시되는, 가수분해성 알킬 실레인으로부터 하나 이상의 가수분해성 기를 실록세인 산소(-O-) 기의 한쪽 말단으로 대체함으로써 유도되는 가수분해성 알킬 실레인 단편이고:화학식 6Y1Y2Y3Si-R2;W5는 하기 화학식 7로 표시되는, 가수분해성 비스 실릴 알케인으로부터 하나 이상의 가수분해성 기를 실록세인 산소(-O-) 기의 한쪽 말단으로 대체함으로써 유도되는 가수분해성 비스 실릴 알케인 단편이고:화학식 7Z1Z2Z3Si-J-SiZ1Z2Z3;W6은 하기 화학식 8 또는 9로 표시되는, 가수분해성 트리스 실릴 알케인으로부터 하나 이상의 가수분해성 기를 실록세인 산소(-O-) 기의 한쪽 말단으로 대체함으로써 유도되는 가수분해성 트리스 실릴 알케인 단편이고:화학식 8(Z1Z2Z3Si-CH2CH2-)3C6H9화학식 9(Z1Z2Z3Si-CH2CH2CH2-)3N3C3O3;상기 화학식 2 내지 9에 있어서,Y는 다가 종 (Q)zA(=E)이고;A는 탄소, 황, 인 및 설포닐로 이루어진 군으로부터 선택되고;E는 산소, 황 및 NR로 이루어진 군으로부터 선택되고;G는 각각 독립적으로 알킬, 알켄일, 아릴 또는 아르알킬 잔기의 치환에 의해 유도된 일가 및 다가 잔기로 이루어진 군으로부터 선택되는 것으로, 1 내지 18의 탄소 원자를 포함하고; 단 G는 실레인이 티오카보닐 기에 인접하여 탄소-탄소 이중결합을 포함하는 α,β-불포화 카보닐을 함유하도록 하는 것이 아니고, G가 1가일 경우, 즉 p가 0일 경우, G는 수소일 수 있고;각각의 경우에, 불포화 헤테로원자 E에 부착된 원자 A는 황에 부착되고, 이는 차례로 G 기를 통해 규소 원자에 연결되며;Q는 산소, 황 및 (-NR-)로 이루어진 군으로부터 선택되고;R은 각각 독립적으로 수소; 직쇄, 환식 또는 분지형 알킬; 알켄일 기; 아릴 기; 및 아르알킬 기로 이루어진 군으로부터 선택되는 것으로, R이 수소인 경우 외에는 1 내지 18의 탄소 원자를 포함하고;X는 각각 독립적으로 -Cl, -Br, RO-, RC(=O)O-, R2C=NO-, R2NO-, R2N-, -R, -(OSiR2)t(OSiR3) 및 (-O-)0.5로 이루어진 군으로부터 선택되고, 여기서 각각의 R은 상기와 같고 하나 이상의 X는 -R이 아니며;R1, R2 및 R3은 독립적으로 아릴, 분지형 알킬, 직쇄 알킬, 알켄일, 아렌일 및 아르알킬 기로 이루어진 군으로부터 선택된 탄소수 1 내지 20의 탄화수소로부터 1개의 수소 원자를 제거하여 수득된 탄화수소 단편으로 이루어진 군으로부터 선택되고;각각의 J 및 G1은 독립적으로 아릴렌, 분지형 알킬렌, 직쇄 알킬렌, 알켄일렌, 아렌일렌 및 아르알킬렌 기로 이루어진 군으로부터 선택된 탄소수 1 내지 20의 탄화수소로부터 2개의 수소 원자를 제거하여 수득된 탄화수소 단편으로 이루어진 군으로부터 선택되고;각각의 X1은 -Cl, -Br, -OH, -OR1, R1C(=O)O-, -O-N=CR1 2 및 -(O-)0.5로 이루어진 군으로부터 독립적으로 선택된 가수분해성 잔기이고;X2 및 X3은 각각 독립적으로 수소, R1에 대해 상기 열거된 것들, 및 X1에 대해 상기 열거된 것들로 이루어진 군으로부터 선택되고;X1, X2 및 X3중 하나 이상은 -(O-)0.5이고;Y1은 -Cl, -Br, -OH, -OR, R2C(=O)O-, -O-N=CR2 2 및 -(O-)0.5로 이루어진 가수분해성 그룹으로부터 독립적으로 선택된 잔기이고;Y2 및 Y3은 독립적으로 수소, R2에 대해 상기 열거된 것들, 및 Y1에 대해 상기 열거된 것들로 이루어진 군으로부터 선택되고;Y1, Y2 및 Y3중 하나 이상은 -(O-)0.5이고;Z1은 -Cl, -Br, -OH, -OR3, R3C(=O)O-, -O-N=CR3 2 및 -(O-)0.5로 이루어진 가수분해성 그룹으로부터 선택되고;Z2 및 Z3은 독립적으로 수소, R3에 대해 상기 열거된 것들, 및 Z1에 대해 상기 열거된 것들로 이루어진 군으로부터 선택되고;화학식 7에서 Z1, Z2 및 Z3중 하나 이상은 -(O-)0.5이고;화학식 8에서 C6H9은 사이클로헥산 분자로부터 3개의 수소 원자를 제거함으로써 수득가능한 사이클로헥산 단편을 나타내고;화학식 9에서 N3C3O3은 N,N',N"-3치환된 사이아누레이트를 나타내고;a는 0 내지 7이고;b는 1 내지 3이고;c는 1 내지 6이고;d는 1 내지 r이고;j는 0 또는 1이지만, 단지 p가 1일 경우에는 0일 수 있고;k는 1 내지 2이고;p는 0 내지 5이고;q는 0 내지 6이고;r은 1 내지 3이고;s는 1 내지 3이고;t는 0 내지 5이고;x는 2 내지 20이고;z는 0 내지 2이되; 단,(a) A가 탄소, 황 또는 설폰일인 경우, (i) a+b는 2이고 (ii) k는 1이며;(b) A가 인일 경우, (i) c가 1보다 크고 (ii) b가 1일 경우가 아닌 한 a+b는 3이고(여기서, a는 c+1임),(c) A가 인일 경우, k는 2이다.
- 제 3 항에 있어서,상기 하나 이상의 유기 중합체가 엘라스토머인 조성물.
- 제 3 항에 있어서,상기 하나 이상의 무기 충전제가 발열 실리카, 침전 실리카, 이산화티탄, 알루미노실리케이트, 알루미나, 규산질 물질 및 카본 블랙으로 이루어진 군으로부터 선택되는 조성물.
- 삭제
- 하나 이상의 유기 중합체, 하나 이상의 무기 충전제 및 하나 이상의 블록화된 머캅토실레인 축합물을 포함하는 조성물을 포함하되, 상기 하나 이상의 블록화된 머캅토실레인 축합물이 하기 화학식 1의 화학 구조를 갖는 하나 이상의 성분을 포함하는 것인 제품:화학식 1(W1)l(W2)m(W3)y(W4)u(W5)v(W6)w상기 식에서,l은 1 내지 10,000의 정수이고;m, y, u, v 및 w는 각각 독립적으로 0 내지 10,000의 정수이고, 단, m, y, u, v 및 w로 이루어진 군으로부터 선택된 적어도 하나는 1 내지 10,000의 정수이고;W1은 하기 화학식 2 또는 3으로 표시되는, 가수분해성 블록화된 머캅토실레인으로부터 하나 이상의 가수분해성 기를 실록세인 산소(-O-) 기의 한쪽 말단으로 대체함으로써 유도되는 가수분해성 블록화된 머캅토실레인 단편이고:화학식 2{[(ROC(=O)-)p(G-)j]kY-S-}rG(-SiX3)s화학식 3{(X3Si-)qG}a{Y(-S-G-SiX3)b}c;W2는 하기 화학식 4로 표시되는, 가수분해성 머캅토실레인으로부터 하나 이상의 가수분해성 기를 실록세인 산소(-O-) 기의 한쪽 말단으로 대체함으로써 유도되는 가수분해성 블록화된 머캅토실레인 단편이고:화학식 4{[(ROC(=O)-)p(G-)j]kY-S-}r-dG(-SH)d(-SiX3)s;W3은 하기 화학식 5로 표시되는, 폴리설파이드 실레인으로부터 하나 이상의 가수분해성 기를 실록세인 산소(-O-) 기의 한쪽 말단으로 대체함으로써 유도되는 가수분해성 폴리설파이드 실레인 단편이고:화학식 5X1X2X3Si-G1-Sx-G1-SiX1X2X3;W4는 하기 화학식 6으로 표시되는, 가수분해성 알킬 실레인으로부터 하나 이상의 가수분해성 기를 실록세인 산소(-O-) 기의 한쪽 말단으로 대체함으로써 유도되는 가수분해성 알킬 실레인 단편이고:화학식 6Y1Y2Y3Si-R2;W5는 하기 화학식 7로 표시되는, 가수분해성 비스 실릴 알케인으로부터 하나 이상의 가수분해성 기를 실록세인 산소(-O-) 기의 한쪽 말단으로 대체함으로써 유도되는 가수분해성 비스 실릴 알케인 단편이고:화학식 7Z1Z2Z3Si-J-SiZ1Z2Z3;W6은 하기 화학식 8 또는 9로 표시되는, 가수분해성 트리스 실릴 알케인으로부터 하나 이상의 가수분해성 기를 실록세인 산소(-O-) 기의 한쪽 말단으로 대체함으로써 유도되는 가수분해성 트리스 실릴 알케인 단편이고:화학식 8(Z1Z2Z3Si-CH2CH2-)3C6H9화학식 9(Z1Z2Z3Si-CH2CH2CH2-)3N3C3O3;상기 화학식 2 내지 9에 있어서,Y는 다가 종 (Q)zA(=E)이고;A는 탄소, 황, 인 및 설포닐로 이루어진 군으로부터 선택되고;E는 산소, 황 및 NR로 이루어진 군으로부터 선택되고;G는 각각 독립적으로 알킬, 알켄일, 아릴 또는 아르알킬 잔기의 치환에 의해 유도된 일가 및 다가 잔기로 이루어진 군으로부터 선택되는 것으로, 1 내지 18의 탄소 원자를 포함하고; 단 G는 실레인이 티오카보닐 기에 인접하여 탄소-탄소 이중결합을 포함하는 α,β-불포화 카보닐을 함유하도록 하는 것이 아니고, G가 1가일 경우, 즉 p가 0일 경우, G는 수소일 수 있고;각각의 경우에, 불포화 헤테로원자 E에 부착된 원자 A는 황에 부착되고, 이는 차례로 G 기를 통해 규소 원자에 연결되며;Q는 산소, 황 및 (-NR-)로 이루어진 군으로부터 선택되고;R은 각각 독립적으로 수소; 직쇄, 환식 또는 분지형 알킬; 알켄일 기; 아릴 기; 및 아르알킬 기로 이루어진 군으로부터 선택되는 것으로, R이 수소인 경우 외에는 1 내지 18의 탄소 원자를 포함하고;X는 각각 독립적으로 -Cl, -Br, RO-, RC(=O)O-, R2C=NO-, R2NO-, R2N-, -R, -(OSiR2)t(OSiR3) 및 (-O-)0.5로 이루어진 군으로부터 선택되고, 여기서 각각의 R은 상기와 같고 하나 이상의 X는 -R이 아니며;R1, R2 및 R3은 독립적으로 아릴, 분지형 알킬, 직쇄 알킬, 알켄일, 아렌일 및 아르알킬 기로 이루어진 군으로부터 선택된 탄소수 1 내지 20의 탄화수소로부터 1개의 수소 원자를 제거하여 수득된 탄화수소 단편으로 이루어진 군으로부터 선택되고;각각의 J 및 G1은 독립적으로 아릴렌, 분지형 알킬렌, 직쇄 알킬렌, 알켄일렌, 아렌일렌 및 아르알킬렌 기로 이루어진 군으로부터 선택된 탄소수 1 내지 20의 탄화수소로부터 2개의 수소 원자를 제거하여 수득된 탄화수소 단편으로 이루어진 군으로부터 선택되고;각각의 X1은 -Cl, -Br, -OH, -OR1, R1C(=O)O-, -O-N=CR1 2 및 -(O-)0.5로 이루어진 군으로부터 독립적으로 선택된 가수분해성 잔기이고;X2 및 X3은 각각 독립적으로 수소, R1에 대해 상기 열거된 것들, 및 X1에 대해 상기 열거된 것들로 이루어진 군으로부터 선택되고;X1, X2 및 X3중 하나 이상은 -(O-)0.5이고;Y1은 -Cl, -Br, -OH, -OR, R2C(=O)O-, -O-N=CR2 2 및 -(O-)0.5로 이루어진 가수분해성 그룹으로부터 독립적으로 선택된 잔기이고;Y2 및 Y3은 독립적으로 수소, R2에 대해 상기 열거된 것들, 및 Y1에 대해 상기 열거된 것들로 이루어진 군으로부터 선택되고;Y1, Y2 및 Y3중 하나 이상은 -(O-)0.5이고;Z1은 -Cl, -Br, -OH, -OR3, R3C(=O)O-, -O-N=CR3 2 및 -(O-)0.5로 이루어진 가수분해성 그룹으로부터 선택되고;Z2 및 Z3은 독립적으로 수소, R3에 대해 상기 열거된 것들, 및 Z1에 대해 상기 열거된 것들로 이루어진 군으로부터 선택되고;화학식 7에서 Z1, Z2 및 Z3중 하나 이상은 -(O-)0.5이고;화학식 8에서 C6H9은 사이클로헥산 분자로부터 3개의 수소 원자를 제거함으로써 수득가능한 사이클로헥산 단편을 나타내고;화학식 9에서 N3C3O3은 N,N',N"-3치환된 사이아누레이트를 나타내고;a는 0 내지 7이고;b는 1 내지 3이고;c는 1 내지 6이고;d는 1 내지 r이고;j는 0 또는 1이지만, 단지 p가 1일 경우에는 0일 수 있고;k는 1 내지 2이고;p는 0 내지 5이고;q는 0 내지 6이고;r은 1 내지 3이고;s는 1 내지 3이고;t는 0 내지 5이고;x는 2 내지 20이고;z는 0 내지 2이되; 단,(a) A가 탄소, 황 또는 설폰일인 경우, (i) a+b는 2이고 (ii) k는 1이며;(b) A가 인일 경우, (i) c가 1보다 크고 (ii) b가 1일 경우가 아닌 한 a+b는 3이고(여기서, a는 c+1임),(c) A가 인일 경우, k는 2이다.
- 제 7 항에 있어서,상기 하나 이상의 유기 중합체가 엘라스토머인 제품.
- 제 7 항에 있어서,상기 하나 이상의 무기 충전제가 발열 실리카, 침전 실리카, 이산화티탄, 알루미노실리케이트, 알루미나, 규산질 물질 및 카본 블랙으로 이루어진 군으로부터 선택되는 제품.
- 삭제
- 제 7 항에 있어서,타이어인 제품.
- 제 1 항에 있어서,l 및 u가 각각 1 내지 10,000의 정수이고, m, y, v 및 w가 0인 블록화된 머캅토실레인 축합물.
- 제 3 항에 있어서,l 및 u가 각각 1 내지 10,000의 정수이고, m, y, v 및 w가 0인 조성물.
- 제 7 항에 있어서,l 및 u가 각각 1 내지 10,000의 정수이고, m, y, v 및 w가 0인 제품.
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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 |
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KR20050006187A KR20050006187A (ko) | 2005-01-15 |
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- 2003-04-02 BR BRPI0309606-8A patent/BR0309606B1/pt active IP Right Grant
- 2003-04-02 JP JP2003587867A patent/JP4903986B2/ja not_active Expired - Lifetime
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EP1529073B1 (en) | 2018-08-15 |
JP2005523924A (ja) | 2005-08-11 |
WO2003091314A1 (en) | 2003-11-06 |
US7301042B2 (en) | 2007-11-27 |
EP1529073A1 (en) | 2005-05-11 |
BR0309606B1 (pt) | 2014-02-04 |
TW200307005A (en) | 2003-12-01 |
TWI315326B (en) | 2009-10-01 |
CN1662579A (zh) | 2005-08-31 |
CN100582144C (zh) | 2010-01-20 |
BR0309606A (pt) | 2005-02-15 |
US20030199619A1 (en) | 2003-10-23 |
JP4903986B2 (ja) | 2012-03-28 |
AU2003226200A1 (en) | 2003-11-10 |
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