JPWO2017150645A1 - 水添共役ジエン系ゴム、ゴム組成物、架橋ゴム及びタイヤ - Google Patents
水添共役ジエン系ゴム、ゴム組成物、架橋ゴム及びタイヤ Download PDFInfo
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- JPWO2017150645A1 JPWO2017150645A1 JP2017524489A JP2017524489A JPWO2017150645A1 JP WO2017150645 A1 JPWO2017150645 A1 JP WO2017150645A1 JP 2017524489 A JP2017524489 A JP 2017524489A JP 2017524489 A JP2017524489 A JP 2017524489A JP WO2017150645 A1 JPWO2017150645 A1 JP WO2017150645A1
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- Prior art keywords
- conjugated diene
- group
- rubber
- hydrogenated conjugated
- diene rubber
- Prior art date
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- 239000005060 rubber Substances 0.000 title claims abstract description 100
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- 238000005984 hydrogenation reaction Methods 0.000 claims abstract description 41
- KAKZBPTYRLMSJV-UHFFFAOYSA-N butadiene group Chemical group C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims abstract description 25
- 238000005227 gel permeation chromatography Methods 0.000 claims abstract description 15
- 238000009826 distribution Methods 0.000 claims abstract description 8
- -1 phosphino group Chemical group 0.000 claims description 79
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 63
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- 229910052717 sulfur Inorganic materials 0.000 claims description 21
- 125000000524 functional group Chemical group 0.000 claims description 20
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- 239000011593 sulfur Substances 0.000 claims description 20
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- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 14
- 125000000623 heterocyclic group Chemical group 0.000 claims description 8
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- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 4
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- DIGKGWWSMMWBIZ-UHFFFAOYSA-N 3-[diethoxy(methyl)silyl]-n,n-bis(trimethylsilyl)propan-1-amine Chemical compound CCO[Si](C)(OCC)CCCN([Si](C)(C)C)[Si](C)(C)C DIGKGWWSMMWBIZ-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
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- 229910052742 iron Inorganic materials 0.000 description 1
- 230000001788 irregular Effects 0.000 description 1
- 239000001282 iso-butane Substances 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 150000002540 isothiocyanates Chemical class 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- RLAWWYSOJDYHDC-BZSNNMDCSA-N lisinopril Chemical compound C([C@H](N[C@@H](CCCCN)C(=O)N1[C@@H](CCC1)C(O)=O)C(O)=O)CC1=CC=CC=C1 RLAWWYSOJDYHDC-BZSNNMDCSA-N 0.000 description 1
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- XBEREOHJDYAKDA-UHFFFAOYSA-N lithium;propane Chemical compound [Li+].CC[CH2-] XBEREOHJDYAKDA-UHFFFAOYSA-N 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
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- 238000006011 modification reaction Methods 0.000 description 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 description 1
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- DZRKBPWATCKLKY-UHFFFAOYSA-N n-benzyl-n-methylprop-2-en-1-amine Chemical compound C=CCN(C)CC1=CC=CC=C1 DZRKBPWATCKLKY-UHFFFAOYSA-N 0.000 description 1
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- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- RPDAUEIUDPHABB-UHFFFAOYSA-N potassium ethoxide Chemical compound [K+].CC[O-] RPDAUEIUDPHABB-UHFFFAOYSA-N 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
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- 239000011541 reaction mixture Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 239000012744 reinforcing agent Substances 0.000 description 1
- 239000012763 reinforcing filler Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229910052703 rhodium Inorganic materials 0.000 description 1
- 239000010948 rhodium Substances 0.000 description 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- AIFMYMZGQVTROK-UHFFFAOYSA-N silicon tetrabromide Chemical compound Br[Si](Br)(Br)Br AIFMYMZGQVTROK-UHFFFAOYSA-N 0.000 description 1
- FDNAPBUWERUEDA-UHFFFAOYSA-N silicon tetrachloride Chemical compound Cl[Si](Cl)(Cl)Cl FDNAPBUWERUEDA-UHFFFAOYSA-N 0.000 description 1
- 239000005049 silicon tetrachloride Substances 0.000 description 1
- JHGCXUUFRJCMON-UHFFFAOYSA-J silicon(4+);tetraiodide Chemical compound [Si+4].[I-].[I-].[I-].[I-] JHGCXUUFRJCMON-UHFFFAOYSA-J 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000012453 solvate Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- JDVPQXZIJDEHAN-UHFFFAOYSA-N succinamic acid Chemical compound NC(=O)CCC(O)=O JDVPQXZIJDEHAN-UHFFFAOYSA-N 0.000 description 1
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical compound O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 description 1
- 229960002317 succinimide Drugs 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- SUQBVXFGGATXQO-UHFFFAOYSA-N tert-butyl-dimethyl-piperazin-1-ylsilane Chemical compound CC(C)(C)[Si](C)(C)N1CCNCC1 SUQBVXFGGATXQO-UHFFFAOYSA-N 0.000 description 1
- LFQCEHFDDXELDD-UHFFFAOYSA-N tetramethyl orthosilicate Chemical compound CO[Si](OC)(OC)OC LFQCEHFDDXELDD-UHFFFAOYSA-N 0.000 description 1
- 125000002813 thiocarbonyl group Chemical group *C(*)=S 0.000 description 1
- LTSUHJWLSNQKIP-UHFFFAOYSA-J tin(iv) bromide Chemical compound Br[Sn](Br)(Br)Br LTSUHJWLSNQKIP-UHFFFAOYSA-J 0.000 description 1
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 description 1
- IAQRGUVFOMOMEM-ONEGZZNKSA-N trans-but-2-ene Chemical compound C\C=C\C IAQRGUVFOMOMEM-ONEGZZNKSA-N 0.000 description 1
- QCYLWGCOMDCVLQ-UHFFFAOYSA-N tribromomethoxysilane Chemical compound [SiH3]OC(Br)(Br)Br QCYLWGCOMDCVLQ-UHFFFAOYSA-N 0.000 description 1
- MEBRQLCKPRKBOH-UHFFFAOYSA-K trichloro(ethyl)stannane Chemical compound CC[Sn](Cl)(Cl)Cl MEBRQLCKPRKBOH-UHFFFAOYSA-K 0.000 description 1
- OEBWMIHWFIEUFN-UHFFFAOYSA-N trichloromethoxysilane Chemical compound [SiH3]OC(Cl)(Cl)Cl OEBWMIHWFIEUFN-UHFFFAOYSA-N 0.000 description 1
- BOEGBYDAWIJZGT-UHFFFAOYSA-N trichloromethyltin Chemical compound ClC(Cl)(Cl)[Sn] BOEGBYDAWIJZGT-UHFFFAOYSA-N 0.000 description 1
- FRGPKMWIYVTFIQ-UHFFFAOYSA-N triethoxy(3-isocyanatopropyl)silane Chemical compound CCO[Si](OCC)(OCC)CCCN=C=O FRGPKMWIYVTFIQ-UHFFFAOYSA-N 0.000 description 1
- CPUDPFPXCZDNGI-UHFFFAOYSA-N triethoxy(methyl)silane Chemical compound CCO[Si](C)(OCC)OCC CPUDPFPXCZDNGI-UHFFFAOYSA-N 0.000 description 1
- YJDOIAGBSYPPCK-UHFFFAOYSA-N trimethoxy(3-morpholin-4-ylpropyl)silane Chemical compound CO[Si](OC)(OC)CCCN1CCOCC1 YJDOIAGBSYPPCK-UHFFFAOYSA-N 0.000 description 1
- HXYMWKLNCJPAKW-UHFFFAOYSA-N trimethoxy(3-piperazin-1-ylpropyl)silane Chemical compound CO[Si](OC)(OC)CCCN1CCNCC1 HXYMWKLNCJPAKW-UHFFFAOYSA-N 0.000 description 1
- PMXKHNVLACXGAZ-UHFFFAOYSA-N trimethoxy(3-trimethylsilylsulfanylpropyl)silane Chemical compound CO[Si](OC)(OC)CCCS[Si](C)(C)C PMXKHNVLACXGAZ-UHFFFAOYSA-N 0.000 description 1
- WJRGNUYYKIYHRF-UHFFFAOYSA-N trimethoxy-[3-(2-methoxy-2-methylazasilolidin-1-yl)propyl]silane Chemical compound CO[Si](OC)(OC)CCCN1CCC[Si]1(C)OC WJRGNUYYKIYHRF-UHFFFAOYSA-N 0.000 description 1
- KJIIRNRRFVPFJZ-UHFFFAOYSA-N trimethyl(piperazin-1-yl)silane Chemical compound C[Si](C)(C)N1CCNCC1 KJIIRNRRFVPFJZ-UHFFFAOYSA-N 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- AMJYHMCHKZQLAY-UHFFFAOYSA-N tris(2-isocyanatophenoxy)-sulfanylidene-$l^{5}-phosphane Chemical compound O=C=NC1=CC=CC=C1OP(=S)(OC=1C(=CC=CC=1)N=C=O)OC1=CC=CC=C1N=C=O AMJYHMCHKZQLAY-UHFFFAOYSA-N 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- ABDKAPXRBAPSQN-UHFFFAOYSA-N veratrole Chemical compound COC1=CC=CC=C1OC ABDKAPXRBAPSQN-UHFFFAOYSA-N 0.000 description 1
- 239000004636 vulcanized rubber Substances 0.000 description 1
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F236/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F236/02—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds
- C08F236/04—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated
- C08F236/10—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated with vinyl-aromatic monomers
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- B60C1/00—Tyres characterised by the chemical composition or the physical arrangement or mixture of the composition
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- 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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- B—PERFORMING OPERATIONS; TRANSPORTING
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- 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
- B60C1/0025—Compositions of the sidewalls
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08C—TREATMENT OR CHEMICAL MODIFICATION OF RUBBERS
- C08C19/00—Chemical modification of rubber
- C08C19/02—Hydrogenation
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08C—TREATMENT OR CHEMICAL MODIFICATION OF RUBBERS
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- C08C19/22—Incorporating nitrogen atoms into the molecule
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- C08C—TREATMENT OR CHEMICAL MODIFICATION OF RUBBERS
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- C08C19/25—Incorporating silicon atoms into the molecule
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
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Abstract
Description
[2]上記[1]の水添共役ジエン系ゴム100質量部と、伸展油10質量部以上100質量部以下と、を含有する、ゴム組成物。
[3]上記[2]のゴム組成物を架橋させてなる架橋ゴム。
[4]上記[3]の架橋ゴムを、少なくともトレッド又はサイドウォールの材料として用いたタイヤ。
<水添共役ジエン系ゴム>
本開示のゴム組成物は、ゴム成分として、ブタジエン単位を有する共役ジエン系ゴムの水添物である水添共役ジエン系ゴムを含有する。当該水添共役ジエン系ゴムは、ブタジエン単位の水添率が90%以上となるように水素添加されている。水添率を90%以上とすることで、機械的強度の改善効果が十分に高い架橋ゴムを得ることができる。水添率は、好ましくは92%以上であり、より好ましくは93%以上であり、特に好ましくは94%以上である。また、水添率の上限値は、製造効率の低下を抑制する観点から、99%以下であることが好ましく、98%以下であることがより好ましく、97%以下であることがさらに好ましい。なお、本開示における水添率は、下記式(B1)〜式(B4)のそれぞれで表される構造単位、すなわち、構造単位(B1)、構造単位(B2)、構造単位(B3)及び構造単位(B4)の合計に対する、構造単位(B1)及び構造単位(B3)の合計のモル比率であり、1H−NMRで測定した値である。
A4の炭素−窒素二重結合を有する基としては、「−N=CR11R12」(ただし、R11は水素原子又はヒドロカルビル基であり、R12はヒドロカルビル基である。)などが挙げられる。R11及びR12については、上記R6及びR8の説明を適用することができる。
窒素含有複素環基は、窒素含有複素環が有する水素原子を1個取り除いた基であり、例えば1−イミダゾリル基、4,5−ジヒドロ−1−イミダゾリル基、1−ピペリジノ基、1−ピペラジニル基、ピリジル基、モルホリノ基などが挙げられる。
本工程は、共役ジエン化合物を含むモノマーを重合して、活性末端を有する共役ジエン系ゴムを得る工程である。重合に使用する共役ジエン化合物は、1,3−ブタジエン単独でもよいし、1,3−ブタジエン以外の共役ジエン化合物(以下「その他の共役ジエン化合物」ともいう。)を併用してもよい。その他の共役ジエン化合物としては、例えばイソプレン、2,3−ジメチル−1,3−ブタジエン、1,3−ペンタジエン、1,3−ヘキサジエン、1,3−ヘプタジエン、2−フェニル−1,3−ブタジエン、3−メチル−1,3−ペンタジエン、2−クロロ−1,3−ブタジエン等が挙げられる。これらの中でも、イソプレン及び2,3−ジメチル−1,3−ブタジエンが好ましい。重合において1,3−ブタジエンの使用割合は、ゴム組成物の加工性と、得られる架橋ゴムの強度とのバランスを良好にする観点から、重合に使用する単量体の合計量に対して、50〜95質量%とすることが好ましく、60〜90質量%とすることがより好ましい。
本開示の水添共役ジエン系ゴムの製造において、カップリング工程を含んでいてもよい。本工程において、上記で得られた活性末端を有する共役ジエン系重合体の一部とカップリング剤とを反応させた場合、一つの反応器中に、上記重合反応終了時より高分子量の重合体を含む重合体溶液を得ることができる。カップリング剤としては、窒素、ケイ素、リン、硫黄、酸素、チタン及び錫からなる群より選ばれる一種以上の原子を有し、かつ共役ジエン系重合体の重合活性末端と反応し得る多官能化合物を好ましく用いることができる。
<化合物(M−1)>
分子中に、環状エーテル基、(チオ)カルボニル基及びイソ(チオ)シアナート基からなる群より選択される少なくとも1種である官能基Xと、窒素、リン、酸素及び硫黄からなる群より選択される少なくとも一種の原子(ただし、窒素原子、リン原子及び硫黄原子は、少なくともいずれかが3置換のヒドロカルビルシリル基で保護されていてもよい。)を有し、かつ活性水素を有していない、上記官能基Xとは異なる基Yと、を各々1つ以上有する化合物。
アミド化合物又はイミド化合物としては、例えばコハク酸アミド、フタル酸アミド、コハク酸イミド、マレイミド、フタルイミドなどを;ピリジル置換ケトン化合物又はピリジル置換ビニル化合物としては、例えばジベンゾイルピリジン、ジアセチルピリジン、ジビニルピリジン等を;ケイ素化合物としては、例えばジブチルジクロロケイ素、メチルトリクロロケイ素、メチルジクロロケイ素、テトラクロロケイ素(四塩化ケイ素)、四臭化ケイ素、四ヨウ化ケイ素、トリクロロメトキシシラン、トリブロモメトキシシラン、トリメトキシシラン、メチルトリエトキシシラン、テトラメトキシシラン、テトラエトキシシランなどを;
上記重合反応後において、又は上記重合反応により得られた活性末端を有する共役ジエン系重合体とカップリング剤との反応後において、共役ジエン系重合体の活性末端と、シリカと相互作用する官能基を有する化合物とを反応させてもよい。こうした反応を行うことにより、共役ジエン系重合体の末端が変性された変性共役ジエン系重合体が得られる。なお、上記重合工程により得られた活性末端を有する共役ジエン系重合体の一部と、カップリング剤との反応後において、本変性工程及び以下の水添工程を行うことにより、片末端又は両末端が変性された重合体を低分子量成分として含み、かつ高分子量成分を含む水添共役ジエン系ゴムを得ることができる。
本工程では、上記で得られた変性又は未変性の共役ジエン系重合体を水素添加(水添)する。水添の方法及び条件は、所望の水添率の重合体が得られるのであれば、いずれの方法及び条件を用いてもよい。それらの水添方法の例としては、チタンの有機金属化合物を主成分とする触媒を水添触媒として使用する方法、鉄、ニッケル、コバルトの有機化合物とアルキルアルミニウム等の有機金属化合物からなる触媒を使用する方法、ルテニウム、ロジウム等の有機金属化合物の有機錯体を使用する方法、パラジウム、白金、ルテニウム、コバルト、ニッケル等の金属を、カーボン、シリカ、アルミナ等の担体に担持した触媒を使用する方法などがある。各種の方法の中では、チタンの有機金属化合物単独、又はそれとリチウム、マグネシウム、アルミニウムの有機金属化合物とから成る均一触媒(特公昭63−4841号公報、特公平1−37970号公報)を用い、低圧、低温の穏和な条件で水添する方法は工業的に好ましく、またブタジエンに由来する二重結合への水添選択性も高く、本開示の目的に適している。
本開示のゴム組成物は、ゴム成分として水添共役ジエン系ゴムを含むものであるが、さらに必要に応じて、水添共役ジエン系ゴム以外のその他の成分を含有していてもよい。その他の成分の具体例としては、例えばシリカ、架橋剤、伸展油等が挙げられる。
伸展油の配合量は、ゴム組成物中の水添共役ジエン系ゴム100質量部に対して、好ましくは10〜100質量部であり、より好ましくは20〜80質量部である。
[ビニル含量(%)]:500MHzの1H−NMRによって求めた。
[ガラス転移温度(℃)]:ASTM D3418に準拠して測定した。
[変性後の重量平均分子量]:ゲルパーミエーションクロマトグラフィー(GPC)(HLC−8120GPC(商品名(東ソー社製)))を使用して得られたGPC曲線の最大ピークの頂点に相当する保持時間から、ポリスチレン換算で求めた。
なお、下記表3に示した低分子量成分のピーク面積は、ゴム組成物中の水添共役ジエン系ゴムにつき、GPC法により求められる分子量分布において、分子量1,000〜250,000のピーク面積をAL、分子量250,000以上のピーク面積をAHとしたときのALとAHとの合計面積に対するALの割合を表す。以下の例では、下記表3に示す各配合比率となるように秤量した水添共役ジエン系重合体A及び水添共役ジエン系重合体Bをサンプル管に入れ、下記濃度となるようにテトラヒドロフランで溶解させたサンプルで測定した値である。
(GPCの条件)
カラム;商品名「GMHXL」(東ソー社製)2本
カラム温度;40℃
移動相;テトラヒドロフラン
流速;1.0ml/分
サンプル濃度;10mg/20ml
検出器;RI
[ムーニー粘度(ML1+4,100℃)]:JIS K6300−1に準拠し、Lローターを使用して、予熱1分、ローター作動時間4分、温度100℃の条件で求めた。
[水添率(%)]:ブタジエン単位の水添率を500MHzの1H−NMRにより求めた。
<水添共役ジエン系重合体Aの合成>
窒素置換された内容積50リットルのオートクレーブ反応器に、シクロヘキサン25800g、テトラヒドロフラン181g、スチレン1419g、1,3−ブタジエン2795gを仕込んだ。反応器内容物の温度を42℃に調整した後、n−ブチルリチウム(63.8mmol)を含むシクロヘキサン溶液を添加して重合を開始した。重合は断熱条件で実施し、最高温度は85℃に達した。
重合転化率が99%に達した時点で、ブタジエン86gを追加し、さらに1分重合させ、重合体を含む反応液を得た。その反応溶液に、N,N−ビス(トリメチルシリル)アミノプロピルメチルジエトキシシラン57.0mmolを加え、15分間反応させた。
次いで、反応液を80℃以上にして系内に水素を導入し、その後、[ビス(η5−シクロペンタジエニル)チタニウム(フルフリルオキシ)クロライド](「[クロロビス(2,4−シクロペンタジエニル)チタン(IV)フルフリルアルコキシド]」ともいう。)を2.80g、ジエチルアルミニウムクロライド2.84g、及びn−ブチルリチウム1.18gを加え、水素圧0.7MPa以上を保つようにして反応させた。所定の水素積算流量に到達後、反応液を常温、常圧に戻して反応容器より抜き出し、重合体溶液を得た。
次いで、脱溶媒槽の液相の温度を95℃とし、2時間スチームストリッピング(スチーム温度:190℃)により脱溶媒を行い、110℃に調温された熱ロールにより乾燥を行うことで、水添共役ジエン系重合体Aを得た。得られた水添共役ジエン系重合体Aの重合処方を下記表1に、各種物性値等を下記表2に示した。
<水添共役ジエン系重合体Bの合成及び評価>
n−ブチルリチウムの添加量を23.5mmolとし、N,N−ビス(トリメチルシリル)アミノプロピルメチルジエトキシシランの添加量を11.4mmolとした以外は実施例1と同様にして重合を行い、水添共役ジエン系重合体Bを得た(表1)。得られた水添共役ジエン系重合体Bの各種物性値等を下記表2に示した。
<ゴム組成物及び架橋ゴムの製造、並びに物性評価>
上記で得られた水添共役ジエン系重合体A及び水添共役ジエン系重合体Bを用いて、下記表3に示す配合処方により各成分を配合し、これを混練りすることによってゴム組成物を製造した。混練りは以下の方法で行った。温度制御装置を付属したプラストミル(内容量:250ml)を使用し、一段目の混練りとして、充填率72%、回転数60rpmの条件で、水添共役ジエン系重合体A、水添共役ジエン系重合体B、シリカ、カーボンブラック、シランカップリング剤、伸展油、ステアリン酸、老化防止剤及び酸化亜鉛を配合して混練りした。次いで、二段目の混練りとして、上記で得た配合物を室温まで冷却後、硫黄及び加硫促進剤を配合し、混練りした。これを成型し、160℃で所定時間、加硫プレスにて加硫成型を行い、架橋ゴムを得た。得られた架橋ゴム、ゴム組成物を用いて、以下の物性評価(1)〜(3)を行った。その結果を下記表4に示す。
架橋ゴムを測定用試料とし、JIS K6251:2010に従って破断時の引張強さ(TB)と伸び(EB)を測定した。測定結果は、以下の比較例1を100とした指数で示し、TBの数値が大きいほど破断強度が高く、またEBの数値が大きいほど破断伸び(粘弾性)が大きく、引張強度が良好であることを示す。
(2)50℃tanδ
架橋ゴムを測定用試料とし、ARES−RDA(TA Instruments社製)を使用し、剪断歪1.0%、角速度100ラジアン毎秒、50℃の条件で測定した。測定結果は比較例1を100とした指数で示し、数値が大きいほどエネルギーロスが小さく、低ヒステリシスロス特性が良好であることを示す。
(3)加工性
加硫前のゴム組成物を60℃の6インチオープンロールに巻き付け、ロールに対する巻き付き状態を目視で観察し、ロール加工性を次の4段階(I〜IV)で評価した。
I:ロール投入初期から粘着し、ロールに巻きつく。ロール加工性は極めて良好。
II:ロール投入初期から、ある程度ロールに巻き付く。ロール加工性に大きな問題なし。
III:ロール投入初期は巻き付かないが、徐々にロールに巻き付く。ロール加工性は可。
IV:粘着性がなくロールに巻き付かない。ロール加工は困難(試料は粉又は粒状)。
変性剤A:N,N−ビス(トリメチルシリル)アミノプロピルメチルジエトキシシラン
*1:ローディア社製 ZEOSIL 1165MP、*2:三菱化学社製 ダイアブラックN339、*3:エボニック社製 Si75、*4:ジャパンエナジー社製 JOMOプロセスNC−140、*5:精工化学社製 オゾノン6C、*6:大内新興化学工業社製 ノクセラーCZ*7:大内新興化学工業社製 ノクセラーD。
表3中、「−」は、該当する成分を使用しなかったことを意味する。
Claims (7)
- ブタジエン単位の水添率が90%以上である水添共役ジエン系ゴムであって、
前記水添共役ジエン系ゴムのゲルパーミエーションクロマトグラフィー法により求められる分子量分布において、分子量1,000〜250,000のピーク面積をAL、分子量250,000以上のピーク面積をAHとしたときに、ALとAHとの合計面積に対するALの割合が0.5%以上20%以下である、水添共役ジエン系ゴム。 - 窒素、ケイ素、リン、硫黄、酸素、チタン及び錫からなる群より選ばれる一種以上の原子を有する、請求項1に記載の水添共役ジエン系ゴム。
- 重合末端に、アミノ基、炭素−窒素二重結合を有する基、窒素含有複素環基、ホスフィノ基、チオール基及びヒドロカルビルオキシシリル基からなる群より選ばれる一種以上の官能基を有する、請求項1又は2に記載の水添共役ジエン系ゴム。
- 請求項1〜3のいずれか一項に記載の水添共役ジエン系ゴム100質量部と、伸展油10質量部以上100質量部以下と、を含有する、ゴム組成物。
- シリカ及びカーボンの少なくとも一方を、前記水添共役ジエン系ゴム100質量部に対して、合計で1質量部以上150質量部以下含有する、請求項4に記載のゴム組成物。
- 請求項4又は5に記載のゴム組成物を架橋させてなる架橋ゴム。
- 請求項6に記載の架橋ゴムを、少なくともトレッド又はサイドウォールの材料として用いたタイヤ。
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Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH02175705A (ja) * | 1988-12-28 | 1990-07-09 | Japan Synthetic Rubber Co Ltd | 変性水添共役ジエン系重合体、その組成物および製造方法 |
WO2009060931A1 (ja) * | 2007-11-08 | 2009-05-14 | Jsr Corporation | 水添共役ジエン系(共)重合ゴム及びその製造方法 |
JP2011236366A (ja) * | 2010-05-12 | 2011-11-24 | Jsr Corp | 熱可塑性エラストマー組成物及びその成形品 |
JP2013213162A (ja) * | 2012-04-03 | 2013-10-17 | Japan Elastomer Co Ltd | 選択部分水添された分岐状共役ジエン重合体及びこれを用いたビニル芳香族系樹脂の製造方法 |
WO2014133097A1 (ja) * | 2013-02-28 | 2014-09-04 | Jsr株式会社 | タイヤ用部材、水添共役ジエン系重合体、及び、重合体組成物 |
WO2015064646A1 (ja) * | 2013-10-31 | 2015-05-07 | Jsr株式会社 | 架橋ゴム、タイヤ用部材、防振用部材、ベルト用部材及びゴム組成物 |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE60226659D1 (de) * | 2001-03-26 | 2008-07-03 | Jsr Corp | Hydriertes modifiziertes Polymer, Verfahren zu seiner Herstellung und dieses enthaltende Zusammensetzung |
JP4129619B2 (ja) | 2001-09-27 | 2008-08-06 | Jsr株式会社 | 共役ジオレフィン(共)重合ゴム、該(共)重合ゴムの製造方法、ゴム組成物およびタイヤ |
WO2007088980A1 (ja) * | 2006-02-02 | 2007-08-09 | Jsr Corporation | 水添ジエン系重合体組成物及びゴム成形品 |
WO2008117868A1 (ja) * | 2007-03-28 | 2008-10-02 | Jsr Corporation | 変性水添ジエン系重合体組成物 |
CN104995214A (zh) * | 2013-02-14 | 2015-10-21 | Jsr株式会社 | 氢化共轭二烯聚合物的制造方法 |
-
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Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH02175705A (ja) * | 1988-12-28 | 1990-07-09 | Japan Synthetic Rubber Co Ltd | 変性水添共役ジエン系重合体、その組成物および製造方法 |
WO2009060931A1 (ja) * | 2007-11-08 | 2009-05-14 | Jsr Corporation | 水添共役ジエン系(共)重合ゴム及びその製造方法 |
JP2011236366A (ja) * | 2010-05-12 | 2011-11-24 | Jsr Corp | 熱可塑性エラストマー組成物及びその成形品 |
JP2013213162A (ja) * | 2012-04-03 | 2013-10-17 | Japan Elastomer Co Ltd | 選択部分水添された分岐状共役ジエン重合体及びこれを用いたビニル芳香族系樹脂の製造方法 |
WO2014133097A1 (ja) * | 2013-02-28 | 2014-09-04 | Jsr株式会社 | タイヤ用部材、水添共役ジエン系重合体、及び、重合体組成物 |
WO2015064646A1 (ja) * | 2013-10-31 | 2015-05-07 | Jsr株式会社 | 架橋ゴム、タイヤ用部材、防振用部材、ベルト用部材及びゴム組成物 |
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EP3424961B1 (en) | 2020-11-18 |
US20190062539A1 (en) | 2019-02-28 |
CN108495872A (zh) | 2018-09-04 |
EP3424961A4 (en) | 2019-11-20 |
ES2847227T3 (es) | 2021-08-02 |
WO2017150645A1 (ja) | 2017-09-08 |
KR20210038730A (ko) | 2021-04-07 |
EP3424961A1 (en) | 2019-01-09 |
KR20180104068A (ko) | 2018-09-19 |
KR102373073B1 (ko) | 2022-03-11 |
SG11201807373YA (en) | 2018-09-27 |
JP6503064B2 (ja) | 2019-04-17 |
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