JPS6242934B2 - - Google Patents
Info
- Publication number
- JPS6242934B2 JPS6242934B2 JP57042955A JP4295582A JPS6242934B2 JP S6242934 B2 JPS6242934 B2 JP S6242934B2 JP 57042955 A JP57042955 A JP 57042955A JP 4295582 A JP4295582 A JP 4295582A JP S6242934 B2 JPS6242934 B2 JP S6242934B2
- Authority
- JP
- Japan
- Prior art keywords
- rubber
- butadiene
- styrene
- tin
- weight
- 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.)
- Expired
Links
- 229920001971 elastomer Polymers 0.000 claims description 39
- 239000005060 rubber Substances 0.000 claims description 38
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 25
- 229920001577 copolymer Polymers 0.000 claims description 20
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 19
- 239000000203 mixture Substances 0.000 claims description 13
- 229920003048 styrene butadiene rubber Polymers 0.000 claims description 11
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 10
- -1 tin halide compound Chemical class 0.000 claims description 10
- 229920002554 vinyl polymer Polymers 0.000 claims description 9
- 239000002174 Styrene-butadiene Substances 0.000 claims description 8
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 claims description 8
- 239000003795 chemical substances by application Substances 0.000 claims description 8
- 238000005859 coupling reaction Methods 0.000 claims description 8
- 229920005604 random copolymer Polymers 0.000 claims description 8
- 239000011115 styrene butadiene Substances 0.000 claims description 8
- 239000004636 vulcanized rubber Substances 0.000 claims description 6
- 238000013329 compounding Methods 0.000 claims description 5
- 239000002904 solvent Substances 0.000 claims description 5
- 150000003512 tertiary amines Chemical class 0.000 claims description 5
- 239000004215 Carbon black (E152) Substances 0.000 claims description 4
- 229930195733 hydrocarbon Natural products 0.000 claims description 4
- 150000002430 hydrocarbons Chemical class 0.000 claims description 4
- 239000003999 initiator Substances 0.000 claims description 4
- 150000001450 anions Chemical class 0.000 claims description 2
- 150000002900 organolithium compounds Chemical class 0.000 claims description 2
- 229920000642 polymer Polymers 0.000 description 21
- 238000006116 polymerization reaction Methods 0.000 description 16
- 230000000052 comparative effect Effects 0.000 description 8
- 238000004073 vulcanization Methods 0.000 description 7
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
- 238000009472 formulation Methods 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 229920002857 polybutadiene Polymers 0.000 description 5
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 5
- 244000043261 Hevea brasiliensis Species 0.000 description 4
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 4
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 4
- 229920003052 natural elastomer Polymers 0.000 description 4
- 229920001194 natural rubber Polymers 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 3
- SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 229920003193 cis-1,4-polybutadiene polymer Polymers 0.000 description 3
- 229920003211 cis-1,4-polyisoprene Polymers 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
- 239000005062 Polybutadiene Substances 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 2
- 238000005299 abrasion Methods 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- 230000000977 initiatory effect Effects 0.000 description 2
- 229910052744 lithium Inorganic materials 0.000 description 2
- 125000001979 organolithium group Chemical group 0.000 description 2
- 230000000379 polymerizing effect Effects 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 2
- UYMQPNRUQXPLCY-UHFFFAOYSA-N 1-(2-piperidin-1-ylethyl)piperidine Chemical compound C1CCCCN1CCN1CCCCC1 UYMQPNRUQXPLCY-UHFFFAOYSA-N 0.000 description 1
- CRWNQZTZTZWPOF-UHFFFAOYSA-N 2-methyl-4-phenylpyridine Chemical compound C1=NC(C)=CC(C=2C=CC=CC=2)=C1 CRWNQZTZTZWPOF-UHFFFAOYSA-N 0.000 description 1
- PKZCRWFNSBIBEW-UHFFFAOYSA-N 2-n,2-n,2-trimethylpropane-1,2-diamine Chemical compound CN(C)C(C)(C)CN PKZCRWFNSBIBEW-UHFFFAOYSA-N 0.000 description 1
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 1
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 1
- 239000006237 Intermediate SAF Substances 0.000 description 1
- KWYHDKDOAIKMQN-UHFFFAOYSA-N N,N,N',N'-tetramethylethylenediamine Chemical compound CN(C)CCN(C)C KWYHDKDOAIKMQN-UHFFFAOYSA-N 0.000 description 1
- 239000006057 Non-nutritive feed additive Substances 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 1
- BZEZSORUWZUMNU-UHFFFAOYSA-N [Li]CCCC[Li] Chemical compound [Li]CCCC[Li] BZEZSORUWZUMNU-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 230000003712 anti-aging effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- YMLFYGFCXGNERH-UHFFFAOYSA-K butyltin trichloride Chemical compound CCCC[Sn](Cl)(Cl)Cl YMLFYGFCXGNERH-UHFFFAOYSA-K 0.000 description 1
- 238000011088 calibration curve Methods 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 1
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 150000002357 guanidines Chemical class 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 150000002641 lithium Chemical group 0.000 description 1
- 150000002642 lithium compounds Chemical class 0.000 description 1
- WGOPGODQLGJZGL-UHFFFAOYSA-N lithium;butane Chemical compound [Li+].CC[CH-]C WGOPGODQLGJZGL-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- YFRLQYJXUZRYDN-UHFFFAOYSA-K trichloro(methyl)stannane Chemical compound C[Sn](Cl)(Cl)Cl YFRLQYJXUZRYDN-UHFFFAOYSA-K 0.000 description 1
- ABDKAPXRBAPSQN-UHFFFAOYSA-N veratrole Chemical compound COC1=CC=CC=C1OC ABDKAPXRBAPSQN-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 235000014692 zinc oxide Nutrition 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02T—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO TRANSPORTATION
- Y02T10/00—Road transport of goods or passengers
- Y02T10/80—Technologies aiming to reduce greenhouse gasses emissions common to all road transportation technologies
- Y02T10/86—Optimisation of rolling resistance, e.g. weight reduction
Landscapes
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polymerization Catalysts (AREA)
Priority Applications (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP57042955A JPS58162603A (ja) | 1982-03-19 | 1982-03-19 | 低ヒステリシスロスで破壊特性に優れたゴム組成物 |
| US06/473,394 US4526934A (en) | 1982-03-19 | 1983-03-08 | Branched styrene-butadiene copolymers and pneumatic tires using the same |
| AU12305/83A AU552077B2 (en) | 1982-03-19 | 1983-03-09 | Branched styrene-butadiene polymers |
| CA000423771A CA1234950A (en) | 1982-03-19 | 1983-03-16 | Branched styrene-butadiene copolymers and pneumatic tires using the same |
| EP83301544A EP0089839B2 (de) | 1982-03-19 | 1983-03-18 | Verzweigte Butadien-Styrol-Copolymere und ihre Verwendung in Luftreifen |
| DE8383301544T DE3374687D1 (en) | 1982-03-19 | 1983-03-18 | Branched styrene-butadiene copolymers and pneumatic tires using the same |
| AT83301544T ATE31067T1 (de) | 1982-03-19 | 1983-03-18 | Verzweigte butadien-styrol-copolymere und ihre verwendung in luftreifen. |
| US06/655,288 US4603722A (en) | 1982-03-19 | 1984-09-28 | Tire tread comprised of branched styrene-butadiene copolymers |
| JP61256959A JPS62156101A (ja) | 1982-03-19 | 1986-10-30 | スチレンブタジエン共重合体ゴムの製造法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP57042955A JPS58162603A (ja) | 1982-03-19 | 1982-03-19 | 低ヒステリシスロスで破壊特性に優れたゴム組成物 |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP61256959A Division JPS62156101A (ja) | 1982-03-19 | 1986-10-30 | スチレンブタジエン共重合体ゴムの製造法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS58162603A JPS58162603A (ja) | 1983-09-27 |
| JPS6242934B2 true JPS6242934B2 (de) | 1987-09-10 |
Family
ID=12650440
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP57042955A Granted JPS58162603A (ja) | 1982-03-19 | 1982-03-19 | 低ヒステリシスロスで破壊特性に優れたゴム組成物 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS58162603A (de) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS58168611A (ja) * | 1982-03-30 | 1983-10-05 | Sumitomo Chem Co Ltd | 分岐重合体及びその製造方法 |
| JPS6166733A (ja) * | 1984-09-07 | 1986-04-05 | Sumitomo Rubber Ind Ltd | タイヤトレッドゴム組成物 |
-
1982
- 1982-03-19 JP JP57042955A patent/JPS58162603A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS58162603A (ja) | 1983-09-27 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US8729167B2 (en) | Modified elastomeric polymers | |
| JPS6245895B2 (de) | ||
| TWI659999B (zh) | 具有良好加工特性之經降低冷流的聚合物 | |
| JP2016164280A (ja) | ゴム組成物および空気入りタイヤ | |
| JP4846250B2 (ja) | ゴム組成物及びそれを用いた空気入りタイヤ | |
| JP2000178378A (ja) | 油展ゴム及びゴム組成物 | |
| WO2018207762A1 (ja) | 変性ブタジエンポリマー及びゴム組成物 | |
| TWI829906B (zh) | 氫化共軛二烯系聚合物、聚合物組成物、交聯體及輪胎 | |
| US20220251351A1 (en) | Cross-linked product and tire | |
| CN114058151A (zh) | 共轭二烯系聚合物组合物 | |
| CN114058096B (zh) | 聚合物共混物及其制造方法、以及使用其的橡胶组合物和充气轮胎 | |
| CN114008087B (zh) | 改性剂和使用该改性剂制备的改性共轭二烯聚合物 | |
| WO2021054429A1 (ja) | ゴム組成物、タイヤ用ゴム組成物及び靴底用ゴム組成物 | |
| JP2013166865A (ja) | タイヤトレッド用ゴム組成物 | |
| US12091550B2 (en) | Pneumatic tire | |
| JPS6250346A (ja) | タイヤ用ゴム組成物 | |
| JPS5938209A (ja) | 分岐状共役ジエン系重合体 | |
| JPS6242934B2 (de) | ||
| JPS6181445A (ja) | ゴム組成物 | |
| JP3972656B2 (ja) | 変性ジエン系重合体ゴム、その製造方法及びゴム組成物 | |
| JPH0456043B2 (de) | ||
| JP3972672B2 (ja) | 変性ジエン系重合体ゴム、その製造方法及びゴム組成物 | |
| KR102640782B1 (ko) | 랜덤 공중합체, 크럼의 제조 방법, 및 공기 타이어 | |
| JPH021179B2 (de) | ||
| CN113518787B (zh) | 改性共轭二烯类聚合物、制备该聚合物的方法和包含该聚合物的橡胶组合物 |