JP2015527348A - 新規のカルダノールベース有機加硫剤、その製造方法及びそれを用いたタイヤ用ゴム配合組成物 - Google Patents
新規のカルダノールベース有機加硫剤、その製造方法及びそれを用いたタイヤ用ゴム配合組成物 Download PDFInfo
- Publication number
- JP2015527348A JP2015527348A JP2015526489A JP2015526489A JP2015527348A JP 2015527348 A JP2015527348 A JP 2015527348A JP 2015526489 A JP2015526489 A JP 2015526489A JP 2015526489 A JP2015526489 A JP 2015526489A JP 2015527348 A JP2015527348 A JP 2015527348A
- Authority
- JP
- Japan
- Prior art keywords
- cardanol
- vulcanizing agent
- integer
- based organic
- organic vulcanizing
- 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.)
- Pending
Links
- JOLVYUIAMRUBRK-UHFFFAOYSA-N 11',12',14',15'-Tetradehydro(Z,Z-)-3-(8-Pentadecenyl)phenol Natural products OC1=CC=CC(CCCCCCCC=CCC=CCC=C)=C1 JOLVYUIAMRUBRK-UHFFFAOYSA-N 0.000 title claims abstract description 92
- YLKVIMNNMLKUGJ-UHFFFAOYSA-N 3-Delta8-pentadecenylphenol Natural products CCCCCCC=CCCCCCCCC1=CC=CC(O)=C1 YLKVIMNNMLKUGJ-UHFFFAOYSA-N 0.000 title claims abstract description 92
- JOLVYUIAMRUBRK-UTOQUPLUSA-N Cardanol Chemical compound OC1=CC=CC(CCCCCCC\C=C/C\C=C/CC=C)=C1 JOLVYUIAMRUBRK-UTOQUPLUSA-N 0.000 title claims abstract description 92
- FAYVLNWNMNHXGA-UHFFFAOYSA-N Cardanoldiene Natural products CCCC=CCC=CCCCCCCCC1=CC=CC(O)=C1 FAYVLNWNMNHXGA-UHFFFAOYSA-N 0.000 title claims abstract description 92
- PTFIPECGHSYQNR-UHFFFAOYSA-N cardanol Natural products CCCCCCCCCCCCCCCC1=CC=CC(O)=C1 PTFIPECGHSYQNR-UHFFFAOYSA-N 0.000 title claims abstract description 92
- 239000003795 chemical substances by application Substances 0.000 title claims abstract description 85
- 239000000203 mixture Substances 0.000 title claims abstract description 41
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 33
- 238000010058 rubber compounding Methods 0.000 title claims description 24
- 229910052717 sulfur Inorganic materials 0.000 claims abstract description 49
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract description 43
- 239000011593 sulfur Substances 0.000 claims abstract description 41
- 244000226021 Anacardium occidentale Species 0.000 claims abstract description 27
- 235000020226 cashew nut Nutrition 0.000 claims abstract description 27
- 229920001971 elastomer Polymers 0.000 claims abstract description 27
- 239000005060 rubber Substances 0.000 claims abstract description 27
- 239000000284 extract Substances 0.000 claims abstract description 23
- 239000000126 substance Substances 0.000 claims description 26
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 24
- 238000006243 chemical reaction Methods 0.000 claims description 18
- 229910052739 hydrogen Inorganic materials 0.000 claims description 16
- 239000002904 solvent Substances 0.000 claims description 13
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 10
- 239000001257 hydrogen Substances 0.000 claims description 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 6
- 239000000377 silicon dioxide Substances 0.000 claims description 5
- 239000006229 carbon black Substances 0.000 claims description 4
- 241000872198 Serjania polyphylla Species 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 abstract description 8
- 238000000034 method Methods 0.000 abstract description 6
- 239000012467 final product Substances 0.000 abstract description 2
- 230000006872 improvement Effects 0.000 abstract description 2
- 230000008569 process Effects 0.000 abstract description 2
- 238000013040 rubber vulcanization Methods 0.000 abstract description 2
- 230000000052 comparative effect Effects 0.000 description 17
- 230000000704 physical effect Effects 0.000 description 11
- 239000000047 product Substances 0.000 description 11
- 238000005481 NMR spectroscopy Methods 0.000 description 9
- 150000001993 dienes Chemical group 0.000 description 6
- 238000004073 vulcanization Methods 0.000 description 6
- 150000005671 trienes Chemical group 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 4
- 238000005033 Fourier transform infrared spectroscopy Methods 0.000 description 3
- 244000043261 Hevea brasiliensis Species 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 229920003052 natural elastomer Polymers 0.000 description 3
- 229920001194 natural rubber Polymers 0.000 description 3
- 238000003672 processing method Methods 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 238000005096 rolling process Methods 0.000 description 3
- 239000000084 colloidal system Substances 0.000 description 2
- 230000020169 heat generation Effects 0.000 description 2
- 229930014626 natural product Natural products 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 238000001179 sorption measurement Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 150000003464 sulfur compounds Chemical class 0.000 description 2
- 229920003002 synthetic resin Polymers 0.000 description 2
- 239000000057 synthetic resin Substances 0.000 description 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- BWGNESOTFCXPMA-UHFFFAOYSA-N Dihydrogen disulfide Chemical compound SS BWGNESOTFCXPMA-UHFFFAOYSA-N 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- 239000006087 Silane Coupling Agent Substances 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000003712 anti-aging effect Effects 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- JGIATAMCQXIDNZ-UHFFFAOYSA-N calcium sulfide Chemical compound [Ca]=S JGIATAMCQXIDNZ-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-YPZZEJLDSA-N carbon-10 atom Chemical group [10C] OKTJSMMVPCPJKN-YPZZEJLDSA-N 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 235000014571 nuts Nutrition 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
- 239000011368 organic material Substances 0.000 description 1
- 150000001451 organic peroxides Chemical class 0.000 description 1
- 150000002923 oximes Chemical class 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 239000005077 polysulfide Substances 0.000 description 1
- 229920001021 polysulfide Polymers 0.000 description 1
- 150000008117 polysulfides Polymers 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 238000010057 rubber processing Methods 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 238000000859 sublimation Methods 0.000 description 1
- 230000008022 sublimation Effects 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000005061 synthetic rubber Substances 0.000 description 1
- 239000011800 void material Substances 0.000 description 1
Classifications
-
- 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
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/37—Thiols
- C08K5/375—Thiols containing six-membered aromatic rings
-
- 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
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
-
- 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
-
- 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
- B60C1/0016—Compositions of the tread
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
- C07C319/14—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/10—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and singly-bound oxygen atoms bound to the same carbon skeleton
- C07C323/11—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and singly-bound oxygen atoms bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
- C07C323/16—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and singly-bound oxygen atoms bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton containing six-membered aromatic rings
-
- 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
- C08K3/02—Elements
- C08K3/04—Carbon
-
- 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
- C08K3/34—Silicon-containing compounds
- C08K3/36—Silica
-
- 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
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0025—Crosslinking or vulcanising agents; including accelerators
-
- 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
- C08K5/04—Oxygen-containing compounds
- C08K5/13—Phenols; Phenolates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L21/00—Compositions of unspecified rubbers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L9/00—Compositions of homopolymers or copolymers of conjugated diene hydrocarbons
- C08L9/06—Copolymers with styrene
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)
- Compositions Of Macromolecular Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Moulds For Moulding Plastics Or The Like (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Heating, Cooling, Or Curing Plastics Or The Like In General (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR10-2013-0082035 | 2013-07-12 | ||
| KR20130082035 | 2013-07-12 | ||
| KR10-2014-0041658 | 2014-04-08 | ||
| KR1020140041658A KR101577651B1 (ko) | 2013-07-12 | 2014-04-08 | 신규 카다놀 기반 유기 가황제, 이의 제조방법 및 이를 이용한 타이어용 고무배합 조성물 |
| PCT/KR2014/003236 WO2015005568A1 (ko) | 2013-07-12 | 2014-04-15 | 신규 카다놀 기반 유기 가황제, 이의 제조방법 및 이를 이용한 타이어용 고무배합 조성물 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JP2015527348A true JP2015527348A (ja) | 2015-09-17 |
Family
ID=52570707
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015526489A Pending JP2015527348A (ja) | 2013-07-12 | 2014-04-15 | 新規のカルダノールベース有機加硫剤、その製造方法及びそれを用いたタイヤ用ゴム配合組成物 |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US20160130421A1 (enExample) |
| EP (1) | EP3020756A4 (enExample) |
| JP (1) | JP2015527348A (enExample) |
| KR (2) | KR101577651B1 (enExample) |
| CN (1) | CN104520369A (enExample) |
| IN (1) | IN2014DN05833A (enExample) |
| RU (1) | RU2014143726A (enExample) |
| TW (1) | TW201502187A (enExample) |
| WO (1) | WO2015005568A1 (enExample) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105733021B (zh) * | 2016-03-09 | 2019-04-02 | 中胶橡胶资源再生（青岛）有限公司 | 一种橡胶再生活化剂及其制备方法 |
| CN108607528B (zh) * | 2018-05-08 | 2021-02-05 | 东北大学 | 一种硅藻土/硫化聚合物汞离子吸附材料及其制备方法 |
| EP3868737A4 (en) * | 2018-10-16 | 2022-10-05 | China Petroleum & Chemical Corporation | PHENOLIC DERIVATIVE, METHOD FOR PREPARATION AND USE |
| CN111057042B (zh) * | 2018-10-16 | 2022-12-13 | 中国石油化工股份有限公司 | 一种酚类衍生物及其制备方法、用途 |
| CN111057041B (zh) * | 2018-10-16 | 2022-12-13 | 中国石油化工股份有限公司 | 一种硫化酚酯类衍生物及其制备方法、用途 |
| CN113493718B (zh) * | 2020-03-18 | 2023-03-10 | 中国石油化工股份有限公司 | 一种船舶用中速筒状活塞式发动机润滑油组合物及其制备方法 |
| CN113430031B (zh) * | 2020-03-23 | 2023-03-10 | 中国石油化工股份有限公司 | 一种润滑脂及其制备方法 |
| KR102399217B1 (ko) * | 2020-07-13 | 2022-05-18 | 금호석유화학 주식회사 | 기능화 가공조제, 그의 제조방법 및 그를 포함하는 고무 조성물 |
| CN113321855B (zh) * | 2021-05-06 | 2022-05-20 | 北京化工大学 | 一种低生热高耐磨白炭黑/橡胶复合材料及其制备方法和应用 |
| KR102584286B1 (ko) * | 2021-09-13 | 2023-10-05 | 금호석유화학 주식회사 | 타이어 트레드용 고무 조성물 및 그 제조방법 |
| WO2025202882A1 (en) * | 2024-03-29 | 2025-10-02 | Tata Chemicals Limited | A novel coupling agent and a process for preparing it |
| WO2025202879A1 (en) * | 2024-03-29 | 2025-10-02 | Tata Chemicals Limited | A cardanol based coupling agent and a process for preparing it |
| CN119463313B (zh) * | 2024-10-12 | 2025-09-02 | 山东华盛橡胶有限公司 | 一种高抗湿滑、低噪音的电动汽车轮胎及其制备方法 |
| CN119775642B (zh) * | 2024-12-26 | 2025-08-08 | 扬州泽创鞋业有限公司 | 一种超耐磨防滑橡胶鞋底材料及其制备方法 |
| CN120535836A (zh) * | 2025-07-04 | 2025-08-26 | 东莞市烨晟塑料有限公司 | 一种pvc用耐热钙锌稳定剂及其制备方法 |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH1087882A (ja) * | 1996-08-26 | 1998-04-07 | Goodyear Tire & Rubber Co:The | アミノベンジルアミンを含むゴムコンパウンド |
| JP2006509900A (ja) * | 2002-12-13 | 2006-03-23 | インドスペク ケミカル コーポレーション | ゴム配合用フェノール修飾レゾルシノール樹脂 |
| JP2008231271A (ja) * | 2007-03-20 | 2008-10-02 | Toyo Tire & Rubber Co Ltd | ゴム組成物及び空気入りタイヤ |
| JP2010053282A (ja) * | 2008-08-29 | 2010-03-11 | Sumitomo Rubber Ind Ltd | ゴム組成物およびそれを用いた空気入りタイヤ |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP3175016B2 (ja) | 1991-10-08 | 2001-06-11 | 横浜ゴム株式会社 | 高硬度ゴム組成物 |
| KR0179712B1 (ko) * | 1995-12-29 | 1999-05-15 | 홍건희 | 타이어 비드 필러용 고무 조성물 |
| KR100237253B1 (ko) * | 1997-07-29 | 2000-01-15 | 홍건희 | 타이어 트레드용 고무 조성물 |
| DE10004427A1 (de) * | 2000-02-02 | 2001-10-04 | Martin Stielau | Verfahren zur Herstellung von Polyurethan |
| KR20030062174A (ko) * | 2002-01-16 | 2003-07-23 | 엘지전선 주식회사 | 고내구성 고무조성물 |
| KR100964308B1 (ko) * | 2008-04-25 | 2010-06-16 | 금호타이어 주식회사 | 타이어 고무조성물 |
-
2014
- 2014-04-08 KR KR1020140041658A patent/KR101577651B1/ko active Active
- 2014-04-15 RU RU2014143726A patent/RU2014143726A/ru unknown
- 2014-04-15 WO PCT/KR2014/003236 patent/WO2015005568A1/ko not_active Ceased
- 2014-04-15 CN CN201480000565.8A patent/CN104520369A/zh active Pending
- 2014-04-15 JP JP2015526489A patent/JP2015527348A/ja active Pending
- 2014-04-15 IN IN5833DEN2014 patent/IN2014DN05833A/en unknown
- 2014-04-15 US US14/369,799 patent/US20160130421A1/en not_active Abandoned
- 2014-04-15 EP EP14729571.1A patent/EP3020756A4/en not_active Withdrawn
- 2014-07-09 TW TW103123555A patent/TW201502187A/zh unknown
-
2015
- 2015-12-08 KR KR1020150173975A patent/KR20150143398A/ko not_active Ceased
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH1087882A (ja) * | 1996-08-26 | 1998-04-07 | Goodyear Tire & Rubber Co:The | アミノベンジルアミンを含むゴムコンパウンド |
| JP2006509900A (ja) * | 2002-12-13 | 2006-03-23 | インドスペク ケミカル コーポレーション | ゴム配合用フェノール修飾レゾルシノール樹脂 |
| JP2008231271A (ja) * | 2007-03-20 | 2008-10-02 | Toyo Tire & Rubber Co Ltd | ゴム組成物及び空気入りタイヤ |
| JP2010053282A (ja) * | 2008-08-29 | 2010-03-11 | Sumitomo Rubber Ind Ltd | ゴム組成物およびそれを用いた空気入りタイヤ |
Non-Patent Citations (1)
| Title |
|---|
| KHAOKHUM, LEERAWAN: "Cardanol polysulfide as a vulcanizing agent for natural rubber", JOURNAL OF SCIENTIFIC RESEARCH OF CHULALONGKORN UNIVERSITY (2005), 30(1),23-40, JPN6015039398, ISSN: 0003165141 * |
Also Published As
| Publication number | Publication date |
|---|---|
| KR101577651B1 (ko) | 2015-12-17 |
| US20160130421A1 (en) | 2016-05-12 |
| CN104520369A (zh) | 2015-04-15 |
| IN2014DN05833A (enExample) | 2015-05-15 |
| KR20150007930A (ko) | 2015-01-21 |
| WO2015005568A1 (ko) | 2015-01-15 |
| EP3020756A1 (en) | 2016-05-18 |
| KR20150143398A (ko) | 2015-12-23 |
| TW201502187A (zh) | 2015-01-16 |
| RU2014143726A (ru) | 2016-08-10 |
| EP3020756A4 (en) | 2017-04-12 |
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