JP2011505466A - トリメチレンカーボネートおよびポリ（トリメチレンエーテル）グリコールを含むコポリマー - Google Patents
トリメチレンカーボネートおよびポリ（トリメチレンエーテル）グリコールを含むコポリマー Download PDFInfo
- Publication number
- JP2011505466A JP2011505466A JP2010536124A JP2010536124A JP2011505466A JP 2011505466 A JP2011505466 A JP 2011505466A JP 2010536124 A JP2010536124 A JP 2010536124A JP 2010536124 A JP2010536124 A JP 2010536124A JP 2011505466 A JP2011505466 A JP 2011505466A
- Authority
- JP
- Japan
- Prior art keywords
- trimethylene
- poly
- composition
- copolymer
- carbonate
- 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.)
- Abandoned
Links
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 title claims abstract description 60
- YFHICDDUDORKJB-UHFFFAOYSA-N trimethylene carbonate Chemical compound O=C1OCCCO1 YFHICDDUDORKJB-UHFFFAOYSA-N 0.000 title claims abstract description 34
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 title claims abstract description 24
- 229920001577 copolymer Polymers 0.000 title claims abstract description 20
- 229920000163 poly(trimethylene ether) Polymers 0.000 title claims abstract description 20
- 239000000314 lubricant Substances 0.000 claims abstract description 5
- 229920000166 polytrimethylene carbonate Polymers 0.000 claims description 42
- 239000000203 mixture Substances 0.000 claims description 28
- 229920000642 polymer Polymers 0.000 claims description 20
- 238000000034 method Methods 0.000 claims description 18
- 125000001424 substituent group Chemical group 0.000 claims description 15
- -1 polytrimethylene carbonate Polymers 0.000 claims description 13
- 229910052799 carbon Inorganic materials 0.000 claims description 12
- 125000004122 cyclic group Chemical group 0.000 claims description 9
- AHHWIHXENZJRFG-UHFFFAOYSA-N oxetane Chemical group C1COC1 AHHWIHXENZJRFG-UHFFFAOYSA-N 0.000 claims description 9
- 239000002253 acid Substances 0.000 claims description 8
- 125000003118 aryl group Chemical group 0.000 claims description 7
- 229920001400 block copolymer Polymers 0.000 claims description 7
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 125000006737 (C6-C20) arylalkyl group Chemical group 0.000 claims description 4
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 claims description 4
- 239000000178 monomer Substances 0.000 claims description 4
- KZWJWYFPLXRYIL-UHFFFAOYSA-N 1,1,2,2-tetrafluoroethanesulfonic acid Chemical compound OS(=O)(=O)C(F)(F)C(F)F KZWJWYFPLXRYIL-UHFFFAOYSA-N 0.000 claims description 3
- KSNKQSPJFRQSEI-UHFFFAOYSA-N 3,3,3-trifluoropropanoic acid Chemical compound OC(=O)CC(F)(F)F KSNKQSPJFRQSEI-UHFFFAOYSA-N 0.000 claims description 2
- 239000000047 product Substances 0.000 claims description 2
- 229920002725 thermoplastic elastomer Polymers 0.000 claims description 2
- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 claims description 2
- 239000012467 final product Substances 0.000 claims 2
- 239000011248 coating agent Substances 0.000 claims 1
- 229910052500 inorganic mineral Inorganic materials 0.000 claims 1
- 239000011707 mineral Substances 0.000 claims 1
- 238000000576 coating method Methods 0.000 abstract description 5
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 60
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 43
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 39
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 31
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 31
- 238000006243 chemical reaction Methods 0.000 description 27
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 20
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 16
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 12
- 239000000376 reactant Substances 0.000 description 10
- 239000000463 material Substances 0.000 description 9
- 239000002904 solvent Substances 0.000 description 9
- 150000002009 diols Chemical class 0.000 description 8
- 229920001971 elastomer Polymers 0.000 description 8
- 229910052757 nitrogen Inorganic materials 0.000 description 8
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 7
- 229920001519 homopolymer Polymers 0.000 description 7
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 7
- 239000011541 reaction mixture Substances 0.000 description 7
- 238000003756 stirring Methods 0.000 description 7
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 6
- 229910000029 sodium carbonate Inorganic materials 0.000 description 6
- 239000006228 supernatant Substances 0.000 description 6
- 239000007787 solid Substances 0.000 description 5
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 4
- 229920005862 polyol Polymers 0.000 description 4
- 239000007858 starting material Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- OIFBSDVPJOWBCH-UHFFFAOYSA-N Diethyl carbonate Chemical compound CCOC(=O)OCC OIFBSDVPJOWBCH-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 3
- 239000000706 filtrate Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000004417 polycarbonate Substances 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 150000003077 polyols Chemical class 0.000 description 3
- 241001550224 Apha Species 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 2
- PMPVIKIVABFJJI-UHFFFAOYSA-N Cyclobutane Chemical compound C1CCC1 PMPVIKIVABFJJI-UHFFFAOYSA-N 0.000 description 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 description 2
- KLDXJTOLSGUMSJ-JGWLITMVSA-N Isosorbide Chemical compound O[C@@H]1CO[C@@H]2[C@@H](O)CO[C@@H]21 KLDXJTOLSGUMSJ-JGWLITMVSA-N 0.000 description 2
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000004433 Thermoplastic polyurethane Substances 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 238000002306 biochemical method Methods 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- WJTCGQSWYFHTAC-UHFFFAOYSA-N cyclooctane Chemical compound C1CCCCCCC1 WJTCGQSWYFHTAC-UHFFFAOYSA-N 0.000 description 2
- 239000004914 cyclooctane Substances 0.000 description 2
- 229950011148 cyclopropane Drugs 0.000 description 2
- FOTKYAAJKYLFFN-UHFFFAOYSA-N decane-1,10-diol Chemical compound OCCCCCCCCCCO FOTKYAAJKYLFFN-UHFFFAOYSA-N 0.000 description 2
- GHLKSLMMWAKNBM-UHFFFAOYSA-N dodecane-1,12-diol Chemical compound OCCCCCCCCCCCCO GHLKSLMMWAKNBM-UHFFFAOYSA-N 0.000 description 2
- 125000001033 ether group Chemical group 0.000 description 2
- 238000004817 gas chromatography Methods 0.000 description 2
- 150000002334 glycols Chemical class 0.000 description 2
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 2
- 229960002479 isosorbide Drugs 0.000 description 2
- OEIJHBUUFURJLI-UHFFFAOYSA-N octane-1,8-diol Chemical compound OCCCCCCCCO OEIJHBUUFURJLI-UHFFFAOYSA-N 0.000 description 2
- 229920000515 polycarbonate Polymers 0.000 description 2
- 238000006068 polycondensation reaction Methods 0.000 description 2
- 229920002803 thermoplastic polyurethane Polymers 0.000 description 2
- ROZAMBDRZCZIJG-UHFFFAOYSA-N 1,1,2,2,3,3-hexafluoropentane-1,5-diol Chemical compound OCCC(F)(F)C(F)(F)C(O)(F)F ROZAMBDRZCZIJG-UHFFFAOYSA-N 0.000 description 1
- UJGHGRGFKZWGMS-UHFFFAOYSA-N 1,3-dioxan-2-one Chemical compound O=C1OCCCO1.O=C1OCCCO1 UJGHGRGFKZWGMS-UHFFFAOYSA-N 0.000 description 1
- ALVZNPYWJMLXKV-UHFFFAOYSA-N 1,9-Nonanediol Chemical compound OCCCCCCCCCO ALVZNPYWJMLXKV-UHFFFAOYSA-N 0.000 description 1
- NHEKBXPLFJSSBZ-UHFFFAOYSA-N 2,2,3,3,4,4,5,5-octafluorohexane-1,6-diol Chemical compound OCC(F)(F)C(F)(F)C(F)(F)C(F)(F)CO NHEKBXPLFJSSBZ-UHFFFAOYSA-N 0.000 description 1
- QHOINBKBMJLHPY-UHFFFAOYSA-N 2-chloroethyl formate Chemical compound ClCCOC=O QHOINBKBMJLHPY-UHFFFAOYSA-N 0.000 description 1
- QWGRWMMWNDWRQN-UHFFFAOYSA-N 2-methylpropane-1,3-diol Chemical compound OCC(C)CO QWGRWMMWNDWRQN-UHFFFAOYSA-N 0.000 description 1
- CUCYNAXISGIFIS-UHFFFAOYSA-N 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10-hexadecafluorododecane-1,12-diol Chemical compound OCCC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)CCO CUCYNAXISGIFIS-UHFFFAOYSA-N 0.000 description 1
- BSKLKCJVOHJWHU-UHFFFAOYSA-N 6-hydroxyhexyl hydrogen carbonate Chemical compound OCCCCCCOC(O)=O BSKLKCJVOHJWHU-UHFFFAOYSA-N 0.000 description 1
- LVZWSLJZHVFIQJ-UHFFFAOYSA-N Cyclopropane Chemical compound C1CC1 LVZWSLJZHVFIQJ-UHFFFAOYSA-N 0.000 description 1
- 102000004882 Lipase Human genes 0.000 description 1
- 108090001060 Lipase Proteins 0.000 description 1
- 239000004367 Lipase Substances 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- DHXVGJBLRPWPCS-UHFFFAOYSA-N Tetrahydropyran Chemical compound C1CCOCC1 DHXVGJBLRPWPCS-UHFFFAOYSA-N 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 description 1
- 238000002835 absorbance Methods 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 239000012620 biological material Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- PMMYEEVYMWASQN-IMJSIDKUSA-N cis-4-Hydroxy-L-proline Chemical compound O[C@@H]1CN[C@H](C(O)=O)C1 PMMYEEVYMWASQN-IMJSIDKUSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- SXCBDZAEHILGLM-UHFFFAOYSA-N heptane-1,7-diol Chemical compound OCCCCCCCO SXCBDZAEHILGLM-UHFFFAOYSA-N 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 235000019421 lipase Nutrition 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920001281 polyalkylene Polymers 0.000 description 1
- 229920001692 polycarbonate urethane Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920003225 polyurethane elastomer Polymers 0.000 description 1
- XRVCFZPJAHWYTB-UHFFFAOYSA-N prenderol Chemical compound CCC(CC)(CO)CO XRVCFZPJAHWYTB-UHFFFAOYSA-N 0.000 description 1
- 229950006800 prenderol Drugs 0.000 description 1
- 230000005180 public health Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- GBXQPDCOMJJCMJ-UHFFFAOYSA-M trimethyl-[6-(trimethylazaniumyl)hexyl]azanium;bromide Chemical compound [Br-].C[N+](C)(C)CCCCCC[N+](C)(C)C GBXQPDCOMJJCMJ-UHFFFAOYSA-M 0.000 description 1
- 239000011345 viscous material Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000011787 zinc oxide 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
- C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
- C08G64/18—Block or graft polymers
- C08G64/183—Block or graft polymers containing polyether sequences
-
- 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
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31511—Of epoxy ether
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyesters Or Polycarbonates (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Lubricants (AREA)
- Polyethers (AREA)
- Paints Or Removers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US99133907P | 2007-11-30 | 2007-11-30 | |
| PCT/US2008/084677 WO2009070578A1 (en) | 2007-11-30 | 2008-11-25 | Copolymers comprising a trimethylene carbonate and poly(trimethylene ether) glycols |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2011505466A true JP2011505466A (ja) | 2011-02-24 |
| JP2011505466A5 JP2011505466A5 (enExample) | 2012-01-19 |
Family
ID=40328355
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010536124A Abandoned JP2011505466A (ja) | 2007-11-30 | 2008-11-25 | トリメチレンカーボネートおよびポリ（トリメチレンエーテル）グリコールを含むコポリマー |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US7790834B2 (enExample) |
| EP (1) | EP2215144B1 (enExample) |
| JP (1) | JP2011505466A (enExample) |
| KR (1) | KR20100099712A (enExample) |
| CN (1) | CN101878248A (enExample) |
| AT (1) | ATE516317T1 (enExample) |
| AU (1) | AU2008329853A1 (enExample) |
| BR (1) | BRPI0817142A2 (enExample) |
| CA (1) | CA2703744A1 (enExample) |
| ES (1) | ES2368303T3 (enExample) |
| MX (1) | MX2010005755A (enExample) |
| TW (1) | TW200932782A (enExample) |
| WO (1) | WO2009070578A1 (enExample) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104119486A (zh) * | 2014-06-27 | 2014-10-29 | 苏州市盛百威包装设备有限公司 | 一种聚碳酸酯复合材料及其制备方法 |
| WO2021075503A1 (ja) * | 2019-10-15 | 2021-04-22 | 旭化成株式会社 | ポリカーボネートジオール組成物 |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2008329778A1 (en) * | 2007-11-30 | 2009-06-04 | E. I. Du Pont De Nemours And Company | Solventless processes for the polymerization of a trimethylene carbonate to a poly(trimethylene glycol carbonate trimethylene glycol ether) diol |
| WO2009070578A1 (en) * | 2007-11-30 | 2009-06-04 | E. I. Du Pont De Nemours And Company | Copolymers comprising a trimethylene carbonate and poly(trimethylene ether) glycols |
| KR101955673B1 (ko) * | 2015-06-08 | 2019-05-30 | 주식회사 엘지화학 | 코폴리카보네이트 및 이의 제조방법 |
| KR101955674B1 (ko) * | 2015-06-08 | 2019-03-07 | 주식회사 엘지화학 | 코폴리카보네이트 및 이의 제조방법 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6428767B1 (en) * | 1995-05-12 | 2002-08-06 | E. I. Du Pont De Nemours And Company | Method for identifying the source of carbon in 1,3-propanediol |
| US6451949B2 (en) * | 2000-02-29 | 2002-09-17 | Shell Oil Company | Method for production of poly (trimethylene carbonate) |
| US6593444B2 (en) * | 2000-02-29 | 2003-07-15 | Shell Oil Company | Thermoplastic polyurethane elastomers (TPUs) prepared with polytrimethylene carbonate soft segment |
| KR20100099713A (ko) * | 2007-11-30 | 2010-09-13 | 이 아이 듀폰 디 네모아 앤드 캄파니 | 폴리(트라이메틸렌 글리콜 카보네이트 트라이메틸렌 글리콜 에테르) 다이올 조성물 및 이의 제조 방법 |
| WO2009070578A1 (en) * | 2007-11-30 | 2009-06-04 | E. I. Du Pont De Nemours And Company | Copolymers comprising a trimethylene carbonate and poly(trimethylene ether) glycols |
-
2008
- 2008-11-25 WO PCT/US2008/084677 patent/WO2009070578A1/en not_active Ceased
- 2008-11-25 KR KR1020107014381A patent/KR20100099712A/ko not_active Withdrawn
- 2008-11-25 EP EP20080854959 patent/EP2215144B1/en not_active Not-in-force
- 2008-11-25 JP JP2010536124A patent/JP2011505466A/ja not_active Abandoned
- 2008-11-25 CN CN200880118296XA patent/CN101878248A/zh active Pending
- 2008-11-25 MX MX2010005755A patent/MX2010005755A/es unknown
- 2008-11-25 US US12/277,616 patent/US7790834B2/en not_active Expired - Fee Related
- 2008-11-25 AU AU2008329853A patent/AU2008329853A1/en not_active Abandoned
- 2008-11-25 ES ES08854959T patent/ES2368303T3/es active Active
- 2008-11-25 AT AT08854959T patent/ATE516317T1/de not_active IP Right Cessation
- 2008-11-25 BR BRPI0817142 patent/BRPI0817142A2/pt not_active IP Right Cessation
- 2008-11-25 CA CA 2703744 patent/CA2703744A1/en not_active Abandoned
- 2008-11-28 TW TW97146523A patent/TW200932782A/zh unknown
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104119486A (zh) * | 2014-06-27 | 2014-10-29 | 苏州市盛百威包装设备有限公司 | 一种聚碳酸酯复合材料及其制备方法 |
| WO2021075503A1 (ja) * | 2019-10-15 | 2021-04-22 | 旭化成株式会社 | ポリカーボネートジオール組成物 |
| JPWO2021075503A1 (enExample) * | 2019-10-15 | 2021-04-22 | ||
| JP7276997B2 (ja) | 2019-10-15 | 2023-05-18 | 旭化成株式会社 | ポリカーボネートジオール組成物 |
Also Published As
| Publication number | Publication date |
|---|---|
| AU2008329853A1 (en) | 2009-06-04 |
| WO2009070578A1 (en) | 2009-06-04 |
| TW200932782A (en) | 2009-08-01 |
| US7790834B2 (en) | 2010-09-07 |
| CA2703744A1 (en) | 2009-06-04 |
| KR20100099712A (ko) | 2010-09-13 |
| ATE516317T1 (de) | 2011-07-15 |
| CN101878248A (zh) | 2010-11-03 |
| MX2010005755A (es) | 2010-06-09 |
| ES2368303T3 (es) | 2011-11-16 |
| EP2215144B1 (en) | 2011-07-13 |
| EP2215144A1 (en) | 2010-08-11 |
| BRPI0817142A2 (pt) | 2015-03-31 |
| US20090143555A1 (en) | 2009-06-04 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US8530616B2 (en) | Precise control of molecular weight and chain shape control in carbon dioxide/epoxide alternating copolymerization and preparation of low molecular weight poly(alkylene carbonate) thereby | |
| EP2552993B1 (en) | Isocyanate-free method for preparing poly(carbonate-urethane) or poly(ester-urethane) | |
| KR20100125239A (ko) | 하이드록시 화합물, 그 제조 방법, 그 하이드록시 화합물을 사용한 프리폴리머 및 폴리우레탄 | |
| EP2215144B1 (en) | Copolymers comprising a trimethylene carbonate and poly(trimethylene ether) glycols | |
| CN105473636B (zh) | 脂肪族聚碳酸酯大分子多元醇和脂肪族聚碳酸酯‑co‑芳香族聚酯大分子多元醇 | |
| JP2005517782A (ja) | ポリ（カーボネート−コ−エステル）コポリマーの製造方法 | |
| JP4560374B2 (ja) | 水酸基末端を有するポリカーボネート／ポリエーテルブロック共重合体 | |
| JP4560373B2 (ja) | 末端に水酸基を有するポリカーボネート／ポリエーテルブロック共重合体 | |
| JP2013108074A (ja) | 環状アルキレン基を有するポリアルキレンカーボネートジオール及びその共重合体並びにそれらの製造方法 | |
| EP2215142B1 (en) | Solventless processes for the polymerization of a trimethylene carbonate to a poly(trimethylene glycol carbonate trimethylene glycol ether) diol | |
| JP2011505469A (ja) | ポリ（トリメチレングリコールカーボネートトリメチレングリコールエーテル）ジオールの組成物およびその製造方法 | |
| JPWO2016002873A1 (ja) | ポリカーボネート、ポリウレタン、エラストマー、ポリカーボネートの製造方法およびポリウレタンの製造方法 | |
| JP2011505467A (ja) | ポリ（トリメチレンカーボネート）グリコールを製造する方法 | |
| KR101666171B1 (ko) | 폴리카보네이트 폴리올 및 이의 제조 방법 | |
| JP2014091787A (ja) | 環状アルキレン基を有するポリアルキレンカーボネートジオール及びその製造方法 | |
| Sweileh et al. | Synthesis and thermal properties of polycarbonates based on bisphenol A by single-phase organic solvent polymerization | |
| EP4581076A1 (en) | Alkylene oxide polymerization using phosphonium catalysts | |
| JPH01252630A (ja) | 変性ポリオキシテトラメチレングリコール及びその製造方法 | |
| US20230106532A1 (en) | Cold-stable nco prepolymers, method for the preparation and use thereof | |
| JP2011505470A (ja) | トリメチレンカーボネートのハイドロタルサイト触媒重合 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20111121 |
|
| A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20111121 |
|
| A762 | Written abandonment of application |
Free format text: JAPANESE INTERMEDIATE CODE: A762 Effective date: 20120727 |