JP2010507000A - 弾性体、その調製のための方法および使用 - Google Patents
弾性体、その調製のための方法および使用 Download PDFInfo
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- JP2010507000A JP2010507000A JP2009533329A JP2009533329A JP2010507000A JP 2010507000 A JP2010507000 A JP 2010507000A JP 2009533329 A JP2009533329 A JP 2009533329A JP 2009533329 A JP2009533329 A JP 2009533329A JP 2010507000 A JP2010507000 A JP 2010507000A
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- Prior art keywords
- copolymer
- mol
- crystallinity
- molecular weight
- cyclic olefin
- Prior art date
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Links
- 238000000034 method Methods 0.000 title claims description 32
- 238000002360 preparation method Methods 0.000 title description 7
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- 238000007152 ring opening metathesis polymerisation reaction Methods 0.000 claims abstract description 86
- 239000000178 monomer Substances 0.000 claims abstract description 63
- 239000000203 mixture Substances 0.000 claims abstract description 52
- -1 cyclic olefin Chemical class 0.000 claims abstract description 49
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims abstract description 41
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- ZOLLIQAKMYWTBR-RYMQXAEESA-N cyclododecatriene Chemical compound C/1C\C=C\CC\C=C/CC\C=C\1 ZOLLIQAKMYWTBR-RYMQXAEESA-N 0.000 claims description 4
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- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 claims description 4
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- VYXHVRARDIDEHS-UHFFFAOYSA-N 1,5-cyclooctadiene Chemical compound C1CC=CCCC=C1 VYXHVRARDIDEHS-UHFFFAOYSA-N 0.000 claims description 2
- 239000004912 1,5-cyclooctadiene Substances 0.000 claims description 2
- QYCGBAJADAGLLK-UHFFFAOYSA-N 1-(cyclohepten-1-yl)cycloheptene Chemical compound C1CCCCC=C1C1=CCCCCC1 QYCGBAJADAGLLK-UHFFFAOYSA-N 0.000 claims description 2
- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 claims description 2
- YCNYCBYHUAGZIZ-UHFFFAOYSA-N 7-oxabicyclo[2.2.1]hept-2-ene Chemical compound O1C2CCC1C=C2 YCNYCBYHUAGZIZ-UHFFFAOYSA-N 0.000 claims description 2
- YKCNBNDWSATCJL-UHFFFAOYSA-N 7-oxabicyclo[2.2.1]hepta-2,5-diene Chemical compound C1=CC2C=CC1O2 YKCNBNDWSATCJL-UHFFFAOYSA-N 0.000 claims description 2
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- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 claims 1
- 125000000298 cyclopropenyl group Chemical group [H]C1=C([H])C1([H])* 0.000 claims 1
- 229940014800 succinic anhydride Drugs 0.000 claims 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical class [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims 1
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- 238000006243 chemical reaction Methods 0.000 description 17
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 16
- 239000003795 chemical substances by application Substances 0.000 description 15
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 10
- 238000000113 differential scanning calorimetry Methods 0.000 description 10
- 230000008569 process Effects 0.000 description 10
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- 239000004594 Masterbatch (MB) Substances 0.000 description 6
- 239000005062 Polybutadiene Substances 0.000 description 6
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 6
- FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical compound CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 description 6
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- 238000004073 vulcanization Methods 0.000 description 5
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 239000004322 Butylated hydroxytoluene Substances 0.000 description 4
- 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 4
- 239000004971 Cross linker Substances 0.000 description 4
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- 239000006057 Non-nutritive feed additive Substances 0.000 description 4
- 238000005865 alkene metathesis reaction Methods 0.000 description 4
- 239000003963 antioxidant agent Substances 0.000 description 4
- FCDPQMAOJARMTG-UHFFFAOYSA-M benzylidene-[1,3-bis(2,4,6-trimethylphenyl)imidazolidin-2-ylidene]-dichlororuthenium;tricyclohexylphosphanium Chemical compound C1CCCCC1[PH+](C1CCCCC1)C1CCCCC1.CC1=CC(C)=CC(C)=C1N(CCN1C=2C(=CC(C)=CC=2C)C)C1=[Ru](Cl)(Cl)=CC1=CC=CC=C1 FCDPQMAOJARMTG-UHFFFAOYSA-M 0.000 description 4
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- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- 229910000831 Steel Inorganic materials 0.000 description 3
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- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 229910052762 osmium Inorganic materials 0.000 description 3
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- YXIWHUQXZSMYRE-UHFFFAOYSA-N 1,3-benzothiazole-2-thiol Chemical compound C1=CC=C2SC(S)=NC2=C1 YXIWHUQXZSMYRE-UHFFFAOYSA-N 0.000 description 2
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- 230000002950 deficient Effects 0.000 description 1
- 239000008380 degradant Substances 0.000 description 1
- AFZSMODLJJCVPP-UHFFFAOYSA-N dibenzothiazol-2-yl disulfide Chemical compound C1=CC=C2SC(SSC=3SC4=CC=CC=C4N=3)=NC2=C1 AFZSMODLJJCVPP-UHFFFAOYSA-N 0.000 description 1
- 229940117389 dichlorobenzene Drugs 0.000 description 1
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 239000012990 dithiocarbamate Substances 0.000 description 1
- 238000002036 drum drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 229910021485 fumed silica Inorganic materials 0.000 description 1
- 229920001002 functional polymer Polymers 0.000 description 1
- 229910052733 gallium Inorganic materials 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 229920005669 high impact polystyrene Polymers 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 239000004797 high-impact polystyrene Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 150000003949 imides Chemical class 0.000 description 1
- 229910052738 indium Inorganic materials 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 229910001504 inorganic chloride Inorganic materials 0.000 description 1
- 229910052809 inorganic oxide Inorganic materials 0.000 description 1
- 238000003780 insertion Methods 0.000 description 1
- 230000037431 insertion Effects 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 125000003010 ionic group Chemical group 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004811 liquid chromatography Methods 0.000 description 1
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
- 239000000347 magnesium hydroxide Substances 0.000 description 1
- 229910001862 magnesium hydroxide Inorganic materials 0.000 description 1
- HCWCAKKEBCNQJP-UHFFFAOYSA-N magnesium orthosilicate Chemical compound [Mg+2].[Mg+2].[O-][Si]([O-])([O-])[O-] HCWCAKKEBCNQJP-UHFFFAOYSA-N 0.000 description 1
- 239000000391 magnesium silicate Substances 0.000 description 1
- 229910052919 magnesium silicate Inorganic materials 0.000 description 1
- 235000019792 magnesium silicate Nutrition 0.000 description 1
- DWLAVVBOGOXHNH-UHFFFAOYSA-L magnesium;prop-2-enoate Chemical compound [Mg+2].[O-]C(=O)C=C.[O-]C(=O)C=C DWLAVVBOGOXHNH-UHFFFAOYSA-L 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 229910052750 molybdenum Inorganic materials 0.000 description 1
- 239000011733 molybdenum Substances 0.000 description 1
- IUJLOAKJZQBENM-UHFFFAOYSA-N n-(1,3-benzothiazol-2-ylsulfanyl)-2-methylpropan-2-amine Chemical compound C1=CC=C2SC(SNC(C)(C)C)=NC2=C1 IUJLOAKJZQBENM-UHFFFAOYSA-N 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
- 150000001451 organic peroxides Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- PQQKPALAQIIWST-UHFFFAOYSA-N oxomolybdenum Chemical class [Mo]=O PQQKPALAQIIWST-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920001195 polyisoprene Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920000098 polyolefin 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
- 239000011148 porous material Substances 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000003014 reinforcing effect Effects 0.000 description 1
- 239000012260 resinous material Substances 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 238000006798 ring closing metathesis reaction Methods 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 229920002379 silicone rubber Polymers 0.000 description 1
- 239000004945 silicone rubber Substances 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- QAZLUNIWYYOJPC-UHFFFAOYSA-M sulfenamide Chemical compound [Cl-].COC1=C(C)C=[N+]2C3=NC4=CC=C(OC)C=C4N3SCC2=C1C QAZLUNIWYYOJPC-UHFFFAOYSA-M 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 239000005061 synthetic rubber Substances 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 229910052716 thallium Inorganic materials 0.000 description 1
- 230000010512 thermal transition Effects 0.000 description 1
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 1
- 229960002447 thiram Drugs 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- 239000010937 tungsten Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- RNWHGQJWIACOKP-UHFFFAOYSA-N zinc;oxygen(2-) Chemical class [O-2].[Zn+2] RNWHGQJWIACOKP-UHFFFAOYSA-N 0.000 description 1
- 239000004711 α-olefin Substances 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
- C08G61/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G61/02—Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes
- C08G61/04—Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes only aliphatic carbon atoms
- C08G61/06—Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes only aliphatic carbon atoms prepared by ring-opening of carbocyclic compounds
- C08G61/08—Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes only aliphatic carbon atoms prepared by ring-opening of carbocyclic compounds of carbocyclic compounds containing one or more carbon-to-carbon double bonds in the ring
-
- A—HUMAN NECESSITIES
- A63—SPORTS; GAMES; AMUSEMENTS
- A63B—APPARATUS FOR PHYSICAL TRAINING, GYMNASTICS, SWIMMING, CLIMBING, OR FENCING; BALL GAMES; TRAINING EQUIPMENT
- A63B37/00—Solid balls; Rigid hollow balls; Marbles
-
- A—HUMAN NECESSITIES
- A63—SPORTS; GAMES; AMUSEMENTS
- A63B—APPARATUS FOR PHYSICAL TRAINING, GYMNASTICS, SWIMMING, CLIMBING, OR FENCING; BALL GAMES; TRAINING EQUIPMENT
- A63B37/00—Solid balls; Rigid hollow balls; Marbles
- A63B37/0003—Golf balls
-
- A—HUMAN NECESSITIES
- A63—SPORTS; GAMES; AMUSEMENTS
- A63B—APPARATUS FOR PHYSICAL TRAINING, GYMNASTICS, SWIMMING, CLIMBING, OR FENCING; BALL GAMES; TRAINING EQUIPMENT
- A63B37/00—Solid balls; Rigid hollow balls; Marbles
- A63B37/0003—Golf balls
- A63B37/005—Cores
- A63B37/0051—Materials other than polybutadienes; Constructional details
-
- 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
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L65/00—Compositions of macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain; Compositions of derivatives of such polymers
-
- 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
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S525/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S525/919—Ionomer resins, carboxylate salt-containing copolymers
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Physical Education & Sports Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Mechanical Engineering (AREA)
- Materials Engineering (AREA)
- Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
- Tires In General (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Materials For Medical Uses (AREA)
- Laminated Bodies (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
Description
本開示の分野:本開示は、弾性体、弾性体の調製のための方法、および弾性体の使用、特にゴルフボールのコアの生産において、およびゴム調剤物においてのものに関する。
(結晶化度およびガラス転移温度(Tg) )-
環状オレフィンモノマー(単量体)のROMPによって本明細書において生成される共重合体の結晶化度の程度は以下の通りに定まる。環状オレフィンモノマーのROMPによって本明細書において生成される共重合体のガラス転移温度(Tg)は以下の通りに定まる:
Xc=100*A/ΔHf
双方のAおよびΔHfはJ/gの単位においてであり、およびXcは%で表される。
ここに請求されるポリマーについて、シス-1,4-ポリブタジエンのための融合の報告された熱は、パーセント結晶化度の決定のための最適な既知の値である。この値は、170.4J/gである[L. Mandelkern(マンデルケルン)およびR. G. Alamo(アラモ)、"Thermodynamic Quantities Governing Melting(サーモダイナミック・クオンティティーズ・ガバーニング・メルティング)"、J. E. Mark(マーク)での、ed.(編集)、 Physical Properties of Polymers Handbook(フィジカル・プロパティーズ・オブ・ポリマーズ・ハンドブック)(AIP Press(AIPプレス社):Woodbury(ウッドベリー)、NY(米国ニューヨーク州)、1996年)]。
(例1)
(例2)
(例3)
(例4)
Claims (21)
- 少なくとも2つの環状オレフィン単量体を備える弾性共重合体であって、その共重合体は、少なくとも2つの環状オレフィン単量体の開環複分解重合によって調製され、および共重合体は、結晶化度を持たず、−80℃よりも低いガラス転移温度(Tg)、および少なくとも40kg/モルの数平均分子量(Mn)を持つことによって特徴付けられ、各々の特性は本明細書に記載の試験手順によって定まる、弾性共重合体。
- 少なくとも1種の官能基を持つ、請求項1記載の弾性共重合体。
- 少なくとも1種の官能基は、カルボン酸、ニトリル、アミン、アミド、エステル、スルホン酸塩、カルボン酸の金属塩、コハク酸無水物、水酸基、およびその組合せからなる群より選ばれる、請求項2記載の弾性共重合体。
- 少なくとも1種のオレフィン単量体は、シクロプロペン、シクロブテン、ベンゾシクロブテン、シクロペンテン、ジシクロペンタジエン、ノルボルネン、ノルボルナジエン、シクロヘプテン、シクロオクテン、7−オキサノルボルネン、7−オキサノルボルナジエン、シクロデセン、1,3−シクロオクタジエン、1,5−シクロオクタジエン、1,3−シクロヘプタジエン、[2.2.1]ビシクロヘプテン、[2.2.2]ビシクロオクテン、シクロヘキセニルノルボルネン、ノルボルネンジカルボキシ無水物、シクロドデセン、1,5,9−シクロドデカトリエン、およびその混合物からなる群より選ばれる、請求項1記載の弾性共重合体。
- ガラス転移温度(Tg)は−80℃よりも低いものから約−130℃まで及ぶ、請求項1記載の弾性共重合体。
- 数平均分子量(Mn)は少なくとも約40kg/モルから約500kg/モルまで及ぶ、請求項1記載の弾性共重合体。
- 弾性共重合体は、結晶化度を持たず、−80℃よりも低いものから約−130℃まで及ぶガラス転移温度(Tg)を持ち、および少なくとも約40kg/モルから約500kg/モルまで及ぶ数平均分子量(Mn)を持つ、請求項1記載の弾性共重合体。
- 数平均分子量(Mn)は約60kg/モルから約200kg/モルまで及ぶ、請求項1記載の弾性共重合体。
- 請求項1の弾性共重合体を調製するための方法であって、少なくとも2つの環状オレフィン単量体を、開環複分解重合触媒の存在下に、開環複分解重合する工程、および重合を停止する工程を具え、そこでは、少なくとも1種の環状オレフィン単量体は、約15から約85までのモル%の量において存在し、および他の環状オレフィン単量体(群)は約85から約15までのモル%の残りの量において存在する、方法。
- 少なくとも2つの環状オレフィン単量体を備える弾性共重合体を含むゴルフボールのコアであって、その共重合体は、少なくとも2つの環状オレフィン単量体の開環複分解重合によって調製され、および共重合体は、0から約30%までの結晶化度、−80℃よりも低いガラス転移温度(Tg)、および少なくとも40kg/モルの数平均分子量(Mn)を持つことによって特徴付けられ、各々の特性は本明細書に記載の試験手順によって定まる、ゴルフボールのコア。
- 弾性共重合体は、0%の結晶化度、−80℃よりも低いものから約−130℃まで及ぶガラス転移温度(Tg)を持ち、および少なくとも約40kg/モルから約500kg/モルまで及ぶ数平均分子量(Mn)を持つ、請求項10記載のゴルフボールのコア。
- 共重合体は−80℃よりも低いものから約−130℃まで及ぶガラス転移温度(Tg)を持つ、請求項10記載のゴルフボールのコア。
- 共重合体は少なくとも40kg/モルから約500kg/モルまでの数平均分子量を持つ、請求項10記載のゴルフボールのコア。
- 共重合体は0から約20%までの結晶化度を持つ、請求項10記載のゴルフボールのコア。
- 共重合体は0%の結晶化度を持つ、請求項10記載のゴルフボールのコア。
- 共重合体は、0%の結晶化度、−80℃よりも低いものから約−130℃までのガラス転移温度(Tg)、および少なくとも40kg/モルから約200kg/モルまでの数平均分子量(Mn)を持つ、請求項10記載のゴルフボールのコア。
- 少なくとも2つの環状オレフィン単量体を備える弾性合成物を含む、ゴム組成物であって、その共重合体は、少なくとも2つの環状オレフィン単量体の開環複分解重合によって調製され、および共重合体は、0から約30%までの結晶化度、−80℃よりも低いガラス転移温度(Tg)、および少なくとも40kg/モルの数平均分子量(Mn)を持つことによって特徴付けられ、各々の特性は本明細書に記載の試験手順によって定まる、ゴム組成物。
- 弾性共重合体は、0%の結晶化度、−80℃よりも低いものから約−130℃まで及ぶガラス転移温度(Tg)を持ち、および少なくとも約40kg/モルから約500kg/モルまで及ぶ数平均分子量(Mn)を持つ、請求項17記載のゴム組成物。
- 共重合体は0から約20%までの結晶化度を持つ、請求項17記載のゴム組成物。
- 共重合体は0%の結晶化度を持つ、請求項17記載のゴム組成物。
- タイヤの構成要素である、請求項17記載のゴム組成物。
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JP2013144813A (ja) * | 2013-04-30 | 2013-07-25 | Nippon Zeon Co Ltd | シクロペンテン開環重合体組成物 |
JP2015531017A (ja) * | 2012-08-13 | 2015-10-29 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | シクロオレフィン系コポリマーからなるバリア材料を有するゴム材料 |
WO2016158677A1 (ja) * | 2015-03-31 | 2016-10-06 | 日本ゼオン株式会社 | シクロオレフィン開環共重合体およびその製造方法 |
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KR101464675B1 (ko) * | 2006-10-17 | 2014-11-24 | 화이어스톤 폴리머스, 엘엘씨 | 엘라스토머, 그의 제조 방법 및 용도 |
US8790753B2 (en) * | 2011-02-11 | 2014-07-29 | Basf Se | Rubber material with barrier material made of cycloolefin copolymers |
US10435497B2 (en) | 2013-02-26 | 2019-10-08 | Zeon Corporation | Cyclopentene ring-opening copolymer, method for producing same, and rubber composition |
AT514013B1 (de) * | 2013-03-06 | 2017-01-15 | Karall Gerhard Ing | Gummimischungszusammensetzung mit verringerter innerer Reibung |
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JP2015531017A (ja) * | 2012-08-13 | 2015-10-29 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | シクロオレフィン系コポリマーからなるバリア材料を有するゴム材料 |
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ZA200903418B (en) | 2010-03-31 |
US20100324248A1 (en) | 2010-12-23 |
WO2008048536A3 (en) | 2008-06-05 |
ATE509676T1 (de) | 2011-06-15 |
JP5357762B2 (ja) | 2013-12-04 |
JP6345209B2 (ja) | 2018-06-20 |
EP2081653A2 (en) | 2009-07-29 |
EP2081653B1 (en) | 2011-05-18 |
KR20090081391A (ko) | 2009-07-28 |
US8210967B2 (en) | 2012-07-03 |
JP2013237848A (ja) | 2013-11-28 |
KR101464675B1 (ko) | 2014-11-24 |
RU2009118595A (ru) | 2010-11-27 |
WO2008048536A2 (en) | 2008-04-24 |
RU2453566C2 (ru) | 2012-06-20 |
US20120245271A1 (en) | 2012-09-27 |
ES2364863T3 (es) | 2011-09-15 |
MX2009004161A (es) | 2009-05-28 |
US8541527B2 (en) | 2013-09-24 |
JP2017008323A (ja) | 2017-01-12 |
CN101553287A (zh) | 2009-10-07 |
CN101553287B (zh) | 2012-09-26 |
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