JP2520863B2 - 耐熱性に優れた共役ジエンとメチルメタクリレ―トとの熱可塑性弾性ブロック共重合体の製造方法 - Google Patents
耐熱性に優れた共役ジエンとメチルメタクリレ―トとの熱可塑性弾性ブロック共重合体の製造方法Info
- Publication number
- JP2520863B2 JP2520863B2 JP5321278A JP32127893A JP2520863B2 JP 2520863 B2 JP2520863 B2 JP 2520863B2 JP 5321278 A JP5321278 A JP 5321278A JP 32127893 A JP32127893 A JP 32127893A JP 2520863 B2 JP2520863 B2 JP 2520863B2
- Authority
- JP
- Japan
- Prior art keywords
- polymerization
- conjugated diene
- lithium
- copolymer
- methyl methacrylate
- 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 - Fee Related
Links
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 title claims abstract description 23
- 150000001993 dienes Chemical class 0.000 title claims abstract description 19
- 229920001169 thermoplastic Polymers 0.000 title claims abstract description 4
- 239000004416 thermosoftening plastic Substances 0.000 title claims abstract description 4
- 229920001400 block copolymer Polymers 0.000 title description 7
- 238000004519 manufacturing process Methods 0.000 title description 5
- 229920001577 copolymer Polymers 0.000 claims abstract description 28
- 238000000034 method Methods 0.000 claims abstract description 23
- 239000000178 monomer Substances 0.000 claims abstract description 20
- 239000003999 initiator Substances 0.000 claims abstract description 17
- 239000002904 solvent Substances 0.000 claims abstract description 9
- 239000003446 ligand Substances 0.000 claims abstract description 7
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 4
- 150000001340 alkali metals Chemical class 0.000 claims abstract description 4
- 125000000129 anionic group Chemical group 0.000 claims abstract description 4
- 239000004820 Pressure-sensitive adhesive Substances 0.000 claims abstract description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 27
- 229920003229 poly(methyl methacrylate) Polymers 0.000 claims description 22
- 239000004926 polymethyl methacrylate Substances 0.000 claims description 22
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 19
- 238000006116 polymerization reaction Methods 0.000 claims description 18
- 230000009477 glass transition Effects 0.000 claims description 10
- 239000004793 Polystyrene Substances 0.000 claims description 8
- 229920002223 polystyrene Polymers 0.000 claims description 8
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 7
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 claims description 7
- 238000010539 anionic addition polymerization reaction Methods 0.000 claims description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 6
- -1 p-isopropenylphenyl Chemical group 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- QGOZVRUBHUDZFY-UHFFFAOYSA-N lithium;1-(2-methoxyethoxy)ethanolate Chemical compound [Li+].COCCOC(C)[O-] QGOZVRUBHUDZFY-UHFFFAOYSA-N 0.000 claims description 5
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 claims description 4
- WGOPGODQLGJZGL-UHFFFAOYSA-N lithium;butane Chemical compound [Li+].CC[CH-]C WGOPGODQLGJZGL-UHFFFAOYSA-N 0.000 claims description 4
- 239000012454 non-polar solvent Substances 0.000 claims description 4
- PJANXHGTPQOBST-UHFFFAOYSA-N stilbene Chemical group C=1C=CC=CC=1C=CC1=CC=CC=C1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 claims description 4
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 claims description 3
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 3
- QHHUCCOZVUZUSR-UHFFFAOYSA-N C=1C=CC=CC=1C([Na])C1=CC=CC=C1 Chemical compound C=1C=CC=CC=1C([Na])C1=CC=CC=C1 QHHUCCOZVUZUSR-UHFFFAOYSA-N 0.000 claims description 2
- IRDQNLLVRXMERV-UHFFFAOYSA-N CCCC[Na] Chemical compound CCCC[Na] IRDQNLLVRXMERV-UHFFFAOYSA-N 0.000 claims description 2
- 150000001335 aliphatic alkanes Chemical class 0.000 claims description 2
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 2
- 125000002947 alkylene group Chemical group 0.000 claims description 2
- 239000007795 chemical reaction product Substances 0.000 claims description 2
- YCJDNDZTXMGKLM-UHFFFAOYSA-N lithium;1-methoxyethanolate Chemical compound [Li+].COC(C)[O-] YCJDNDZTXMGKLM-UHFFFAOYSA-N 0.000 claims description 2
- UUQLCJCZFWUWHH-UHFFFAOYSA-N lithium;1-phenylhexylbenzene Chemical compound [Li+].C=1C=CC=CC=1[C-](CCCCC)C1=CC=CC=C1 UUQLCJCZFWUWHH-UHFFFAOYSA-N 0.000 claims description 2
- XWRJSDBMRJIGSK-UHFFFAOYSA-N lithium;phenylmethylbenzene Chemical compound [Li+].C=1C=CC=CC=1[CH-]C1=CC=CC=C1 XWRJSDBMRJIGSK-UHFFFAOYSA-N 0.000 claims description 2
- 239000004417 polycarbonate Substances 0.000 claims description 2
- 229920000515 polycarbonate Polymers 0.000 claims description 2
- 239000004800 polyvinyl chloride Substances 0.000 claims description 2
- 229920000915 polyvinyl chloride Polymers 0.000 claims description 2
- IRAPFUAOCHNONS-UHFFFAOYSA-N potassium;phenylmethylbenzene Chemical compound [K+].C=1C=CC=CC=1[CH-]C1=CC=CC=C1 IRAPFUAOCHNONS-UHFFFAOYSA-N 0.000 claims description 2
- 239000012429 reaction media Substances 0.000 claims description 2
- SXRLRTAOSJEJCG-UHFFFAOYSA-N C=1C=CC=CC=1C(C=1C=CC=CC=1)([Li])CCC([Li])(C=1C=CC=CC=1)C1=CC=CC=C1 Chemical group C=1C=CC=CC=1C(C=1C=CC=CC=1)([Li])CCC([Li])(C=1C=CC=CC=1)C1=CC=CC=C1 SXRLRTAOSJEJCG-UHFFFAOYSA-N 0.000 claims 1
- 229920000642 polymer Polymers 0.000 abstract description 8
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 229920001971 elastomer Polymers 0.000 abstract 1
- 239000000806 elastomer Substances 0.000 abstract 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 21
- 239000005062 Polybutadiene Substances 0.000 description 7
- 229920002857 polybutadiene Polymers 0.000 description 7
- 239000011541 reaction mixture Substances 0.000 description 5
- HIACAHMKXQESOV-UHFFFAOYSA-N 1,2-bis(prop-1-en-2-yl)benzene Chemical compound CC(=C)C1=CC=CC=C1C(C)=C HIACAHMKXQESOV-UHFFFAOYSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 229920002725 thermoplastic elastomer Polymers 0.000 description 4
- 230000002378 acidificating effect Effects 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- 229920000359 diblock copolymer Polymers 0.000 description 3
- 125000004185 ester group Chemical group 0.000 description 3
- 229910052744 lithium Inorganic materials 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 229920000428 triblock copolymer Polymers 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- 229920002554 vinyl polymer Polymers 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical group [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 150000001450 anions Chemical class 0.000 description 2
- 230000001588 bifunctional effect Effects 0.000 description 2
- 230000000977 initiatory effect Effects 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 238000007086 side reaction Methods 0.000 description 2
- SDJHPPZKZZWAKF-UHFFFAOYSA-N 2,3-dimethylbuta-1,3-diene Chemical compound CC(=C)C(C)=C SDJHPPZKZZWAKF-UHFFFAOYSA-N 0.000 description 1
- 229920008712 Copo Polymers 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical group [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 230000006750 UV protection Effects 0.000 description 1
- BZEZSORUWZUMNU-UHFFFAOYSA-N [Li]CCCC[Li] Chemical compound [Li]CCCC[Li] BZEZSORUWZUMNU-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical class C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- CJSBUWDGPXGFGA-UHFFFAOYSA-N dimethyl-butadiene Natural products CC(C)=CC=C CJSBUWDGPXGFGA-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- URMHJZVLKKDTOJ-UHFFFAOYSA-N lithium;(3-methyl-1-phenylpentyl)benzene Chemical compound [Li+].C=1C=CC=CC=1[C-](CC(C)CC)C1=CC=CC=C1 URMHJZVLKKDTOJ-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 229910052700 potassium Chemical group 0.000 description 1
- 239000011591 potassium Chemical group 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 239000012744 reinforcing agent Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Chemical group 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 description 1
- JLTRXTDYQLMHGR-UHFFFAOYSA-N trimethylaluminium Chemical compound C[Al](C)C JLTRXTDYQLMHGR-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- 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
- C08F297/00—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L53/00—Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
-
- C—CHEMISTRY; METALLURGY
- 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
- C08F297/00—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer
- C08F297/02—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer using a catalyst of the anionic type
- C08F297/026—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer using a catalyst of the anionic type polymerising acrylic acid, methacrylic acid or derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J153/00—Adhesives based on block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Inorganic Chemistry (AREA)
- Graft Or Block Polymers (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR9214318 | 1992-11-27 | ||
| FR9214318A FR2698630B1 (fr) | 1992-11-27 | 1992-11-27 | Procédé de préparation de copolymères séquences élastomères thermoplastiques dérivés de diènes conjugués et de méthacrylate de méthyle, à tenue à la chaleur améliorée et produits obtenus. |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH06206952A JPH06206952A (ja) | 1994-07-26 |
| JP2520863B2 true JP2520863B2 (ja) | 1996-07-31 |
Family
ID=9435994
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP5321278A Expired - Fee Related JP2520863B2 (ja) | 1992-11-27 | 1993-11-26 | 耐熱性に優れた共役ジエンとメチルメタクリレ―トとの熱可塑性弾性ブロック共重合体の製造方法 |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US5476904A (cg-RX-API-DMAC7.html) |
| EP (1) | EP0599671B1 (cg-RX-API-DMAC7.html) |
| JP (1) | JP2520863B2 (cg-RX-API-DMAC7.html) |
| KR (1) | KR0133492B1 (cg-RX-API-DMAC7.html) |
| CN (1) | CN1049666C (cg-RX-API-DMAC7.html) |
| AT (1) | ATE131501T1 (cg-RX-API-DMAC7.html) |
| AU (1) | AU5193893A (cg-RX-API-DMAC7.html) |
| CA (1) | CA2110080C (cg-RX-API-DMAC7.html) |
| DE (1) | DE69301022T2 (cg-RX-API-DMAC7.html) |
| ES (1) | ES2080598T3 (cg-RX-API-DMAC7.html) |
| FR (1) | FR2698630B1 (cg-RX-API-DMAC7.html) |
| MX (1) | MX9307450A (cg-RX-API-DMAC7.html) |
| TW (1) | TW269695B (cg-RX-API-DMAC7.html) |
Families Citing this family (39)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2729669A1 (fr) * | 1995-01-20 | 1996-07-26 | Atochem Elf Sa | Procede de preparation de polymeres de (meth) acrylates d'alkyle par polymerisation anionique |
| FR2762604B1 (fr) * | 1997-04-10 | 2001-01-05 | Atochem Elf Sa | Procede et systeme d'amorcage pour la (co)polymerisation anionique de monomeres (meth)acryliques, vinylaromatiques et/ou dieniques |
| US6734256B1 (en) * | 1998-12-29 | 2004-05-11 | 3M Innovative Properties Company | Block copolymer hot-melt processable adhesives, methods of their preparation, and articles therefrom |
| DE69833800T3 (de) * | 1998-12-29 | 2013-08-22 | Minnesota Mining And Mfg. Co. | Schmelzklebstoffe aus blockcopolymeren, verfahren zu ihrer herstellung und gegenstände daraus |
| FR2809741B1 (fr) * | 2000-05-31 | 2002-08-16 | Atofina | Materiaux thermodurs a tenue au choc amelioree |
| JP4554836B2 (ja) * | 2001-02-27 | 2010-09-29 | 株式会社クラレ | ゴム組成物 |
| FR2824834B1 (fr) * | 2001-05-18 | 2005-05-13 | Rhodia Elect & Catalysis | Procede de preparation de copolymeres blocs, copolymeres blocs ainsi obtenus et utilisation comme agents compatibilisants |
| JP2003082167A (ja) * | 2001-09-17 | 2003-03-19 | Kuraray Co Ltd | ゴム組成物 |
| JP4659303B2 (ja) * | 2001-09-18 | 2011-03-30 | 株式会社クラレ | ジエン系ゴム組成物 |
| EP1565528A1 (fr) * | 2002-10-21 | 2005-08-24 | Arkema | Compositions thermoplastiques ductiles et transparentes comprenant une matrice amorphe et un copolymere a blocs |
| JP3887004B2 (ja) | 2003-05-30 | 2007-02-28 | 日本曹達株式会社 | 重合体の製造方法 |
| CN1312197C (zh) * | 2004-07-15 | 2007-04-25 | 复旦大学 | 改性软硬多嵌段共轭聚合物及其制备方法 |
| CN1315888C (zh) * | 2004-09-24 | 2007-05-16 | 奇美实业股份有限公司 | 以甲基丙烯酸甲酯为主成分的聚合物 |
| US9392799B2 (en) | 2011-02-17 | 2016-07-19 | Purecircle Sdn Bhd | Glucosyl stevia composition |
| US9107436B2 (en) | 2011-02-17 | 2015-08-18 | Purecircle Sdn Bhd | Glucosylated steviol glycoside as a flavor modifier |
| US8257948B1 (en) | 2011-02-17 | 2012-09-04 | Purecircle Usa | Method of preparing alpha-glucosyl Stevia composition |
| US8318459B2 (en) | 2011-02-17 | 2012-11-27 | Purecircle Usa | Glucosyl stevia composition |
| US9386797B2 (en) | 2011-02-17 | 2016-07-12 | Purecircle Sdn Bhd | Glucosyl stevia composition |
| CN101516991B (zh) * | 2006-09-15 | 2011-12-07 | 可乐丽股份有限公司 | 甲基丙烯酸树脂组合物、树脂改性剂和成型体 |
| BRPI0720155A2 (pt) * | 2006-12-07 | 2014-02-04 | 3M Innovative Properties Co | Blendas de copolímero de bloco e adevisos acrílicos. |
| US8417312B2 (en) | 2007-10-25 | 2013-04-09 | Dexcom, Inc. | Systems and methods for processing sensor data |
| JP5186416B2 (ja) * | 2008-02-28 | 2013-04-17 | 株式会社クラレ | 表示窓保護板 |
| JP5186415B2 (ja) * | 2008-02-28 | 2013-04-17 | 株式会社クラレ | メタクリル系樹脂フィルム |
| JP5227847B2 (ja) * | 2008-02-29 | 2013-07-03 | 株式会社クラレ | メタクリル系樹脂組成物 |
| JP5317768B2 (ja) * | 2008-03-03 | 2013-10-16 | 株式会社クラレ | メタクリル系重合体組成物 |
| JP5237858B2 (ja) * | 2008-03-04 | 2013-07-17 | 株式会社クラレ | メタクリル系樹脂用改質剤 |
| US10696706B2 (en) | 2010-03-12 | 2020-06-30 | Purecircle Usa Inc. | Methods of preparing steviol glycosides and uses of the same |
| EP2544538B1 (en) | 2010-03-12 | 2022-06-15 | PureCircle USA Inc. | High-purity steviol glycosides |
| IT1402007B1 (it) * | 2010-10-06 | 2013-08-28 | Polimeri Europa Spa | Procedimento per la preparazione di polimeri dienici o copolimeri statistici vinilarene-diene |
| MX346137B (es) | 2010-12-13 | 2017-03-08 | Purecircle Usa Inc | Rebaudiosido d altamente soluble. |
| US9510611B2 (en) | 2010-12-13 | 2016-12-06 | Purecircle Sdn Bhd | Stevia composition to improve sweetness and flavor profile |
| US10362797B2 (en) | 2011-02-10 | 2019-07-30 | Purecircle Sdn Bhd | Stevia composition |
| US9474296B2 (en) | 2011-02-17 | 2016-10-25 | Purecircle Sdn Bhd | Glucosyl stevia composition |
| CN103974628B (zh) | 2012-05-22 | 2019-04-05 | 谱赛科有限责任公司 | 高纯度的甜菊醇糖苷 |
| WO2014002506A1 (ja) * | 2012-06-29 | 2014-01-03 | 株式会社クラレ | （メタ）アクリル樹脂組成物、その製造方法および光学部材 |
| FR3029921B1 (fr) * | 2014-12-16 | 2018-06-29 | Arkema France | Procede de controle de la synthese d'un copolymere a blocs contenant au moins un bloc apolaire et au moins un bloc polaire et utilisation d'un tel copolymere a blocs dans des applications de nano-lithographie par auto-assemblage direct. |
| US12084538B2 (en) | 2017-07-14 | 2024-09-10 | Lg Chem, Ltd. | Method for producing polymer |
| CN110540610B (zh) * | 2018-05-28 | 2021-08-20 | 浙江省化工研究院有限公司 | 一种（甲基）丙烯酸酯类聚合物及其制备方法 |
| CN112480292A (zh) * | 2020-11-30 | 2021-03-12 | 沈阳化工研究院有限公司 | 一种丙烯酸烷基酯类极性单体阴离子聚合制备高分子聚合物的方法 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB138069A (en) * | 1919-01-11 | 1920-09-02 | Erwin Walter | Improvements in or relating to plaiting machines |
| GB138073A (en) * | 1920-01-17 | 1921-07-18 | George Macnair | Improvements in multiple pulley hoisting gears |
| DE1227235B (de) * | 1962-10-08 | 1966-10-20 | Ceskoslovenska Akademie Ved | Verfahren zur Herstellung von Polymeren oder Copolymeren durch anionische Polymerisation |
| US3285894A (en) * | 1963-10-11 | 1966-11-15 | Ceskoslovenska Akademie Ved | Polymerization initiators comprising alkali metal alcoholates |
| US3439064A (en) * | 1965-01-11 | 1969-04-15 | Exxon Research Engineering Co | Laminating varnish consisting of low viscosity,curable block copolymer |
| FR2387255A1 (fr) * | 1977-04-15 | 1978-11-10 | Anvar | Procede de preparation de copolymeres trisequences ou en etoile |
| FR2514011A1 (fr) * | 1981-10-02 | 1983-04-08 | Philippe Teyssie | Copolymeres sequences derives de dienes conjugues ou d'hydrocarbures aromatiques vinyl-substitues et d'esters acryliques et procede pour leur fabrication |
| ES2071053T3 (es) * | 1989-06-05 | 1995-06-16 | Atochem Elf Sa | Procedimiento y sistema de iniciacion de la polimerizacion anionica de monomeros acrilicos. |
-
1992
- 1992-11-27 FR FR9214318A patent/FR2698630B1/fr not_active Expired - Fee Related
-
1993
- 1993-10-01 EP EP93402418A patent/EP0599671B1/fr not_active Expired - Lifetime
- 1993-10-01 ES ES93402418T patent/ES2080598T3/es not_active Expired - Lifetime
- 1993-10-01 DE DE69301022T patent/DE69301022T2/de not_active Expired - Fee Related
- 1993-10-01 AT AT93402418T patent/ATE131501T1/de not_active IP Right Cessation
- 1993-11-26 CA CA002110080A patent/CA2110080C/fr not_active Expired - Fee Related
- 1993-11-26 JP JP5321278A patent/JP2520863B2/ja not_active Expired - Fee Related
- 1993-11-26 AU AU51938/93A patent/AU5193893A/en not_active Abandoned
- 1993-11-26 MX MX9307450A patent/MX9307450A/es unknown
- 1993-11-26 KR KR1019930025372A patent/KR0133492B1/ko not_active Expired - Fee Related
- 1993-11-27 CN CN93120665A patent/CN1049666C/zh not_active Expired - Fee Related
- 1993-11-29 US US08/158,395 patent/US5476904A/en not_active Expired - Fee Related
-
1994
- 1994-02-03 TW TW083100901A patent/TW269695B/zh active
Also Published As
| Publication number | Publication date |
|---|---|
| CA2110080C (fr) | 2000-02-15 |
| DE69301022T2 (de) | 1996-09-05 |
| MX9307450A (es) | 1994-08-31 |
| DE69301022D1 (de) | 1996-01-25 |
| AU5193893A (en) | 1994-06-09 |
| CN1049666C (zh) | 2000-02-23 |
| ATE131501T1 (de) | 1995-12-15 |
| TW269695B (cg-RX-API-DMAC7.html) | 1996-02-01 |
| FR2698630A1 (fr) | 1994-06-03 |
| CN1089957A (zh) | 1994-07-27 |
| JPH06206952A (ja) | 1994-07-26 |
| KR940011511A (ko) | 1994-06-21 |
| EP0599671B1 (fr) | 1995-12-13 |
| FR2698630B1 (fr) | 1995-01-06 |
| CA2110080A1 (fr) | 1994-05-28 |
| US5476904A (en) | 1995-12-19 |
| ES2080598T3 (es) | 1996-02-01 |
| EP0599671A1 (fr) | 1994-06-01 |
| KR0133492B1 (ko) | 1998-04-21 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2520863B2 (ja) | 耐熱性に優れた共役ジエンとメチルメタクリレ―トとの熱可塑性弾性ブロック共重合体の製造方法 | |
| US5514753A (en) | Process for preparing a block copolymer | |
| JP4057735B2 (ja) | アクリル系ブロック共重合体の製造方法 | |
| US6329480B1 (en) | Preparation process of acrylic acid ester polymer | |
| JP2604344B2 (ja) | （メタ）アクリルモノマーのアニオン重合開始系 | |
| JP2544606B2 (ja) | オレフイン系ベンゾシクロブテンポリマ−及びその製法 | |
| JP2598886B2 (ja) | アクリル系ポリマーの製法 | |
| US5756585A (en) | Star-shaped copolymers and process for their manufacture | |
| JP3431284B2 (ja) | ブロック共重合体の製造方法 | |
| US4681919A (en) | Polymerizable, optically active polymer and process for preparing polymerizable polymer | |
| US5837778A (en) | Multifunctional initiator for obtaining star-shaped polymers by an anionic route, process for its manufacture and corresponding star-shaped polymers, process for their manufacture and their applications | |
| CN115989246A (zh) | 包含具有含硼官能团的改性聚合物的聚合物组合物及其制造方法 | |
| US5166274A (en) | Block polymers containing methacrylic acid and derivatives thereof | |
| US4399260A (en) | Increasing the reactivity of coupling of block polymers | |
| JP2002515520A (ja) | 被保護機能性開始剤を用いる陰イオン性高分子二機能性及び多機能性ポリマーの製造プロセス | |
| EP0192424B1 (en) | Process for producing thermoplastic elastomeric block copolymers | |
| US3673166A (en) | 1,2-dialkoxybenzenes as ramdomizer for copolymerizations | |
| JPH0822881B2 (ja) | 共役ジエン系重合体類の製造方法 | |
| JPH0260925A (ja) | ブロック−グラフト共重合体およびその製造方法 | |
| JPH01172413A (ja) | 耐衝撃性スチレン系樹脂及びその製造方法 | |
| JPH0132258B2 (cg-RX-API-DMAC7.html) | ||
| Kawaguchi et al. | Organocuprates initiated anionic living polymerization of tert-butyl methacrylate | |
| JPH0892377A (ja) | 末端にジフェニルエチレン単位を有する重合体、それを製造するために利用するシラン化合物および該重合体からブロック、グラフトまたは星型重合体を製造する方法 | |
| JPH10152539A (ja) | 環状共役ジエン系ブロック共重合体の製造方法 | |
| JPH10152538A (ja) | 環状共役ジエン系重合体の製造方法 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 19960312 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| LAPS | Cancellation because of no payment of annual fees |