TWI624486B - 透明疏水性熱塑性聚胺甲酸酯及其批次製程 - Google Patents
透明疏水性熱塑性聚胺甲酸酯及其批次製程 Download PDFInfo
- Publication number
- TWI624486B TWI624486B TW103103741A TW103103741A TWI624486B TW I624486 B TWI624486 B TW I624486B TW 103103741 A TW103103741 A TW 103103741A TW 103103741 A TW103103741 A TW 103103741A TW I624486 B TWI624486 B TW I624486B
- Authority
- TW
- Taiwan
- Prior art keywords
- chain extender
- reaction
- mixture
- batch process
- thermoplastic polyurethane
- Prior art date
Links
- 229920002803 thermoplastic polyurethane Polymers 0.000 title claims abstract description 92
- 239000004433 Thermoplastic polyurethane Substances 0.000 title claims abstract description 90
- 230000002209 hydrophobic effect Effects 0.000 title claims abstract description 41
- 238000010923 batch production Methods 0.000 title claims abstract description 22
- 239000004970 Chain extender Substances 0.000 claims abstract description 93
- 239000000203 mixture Substances 0.000 claims abstract description 55
- 238000006243 chemical reaction Methods 0.000 claims abstract description 51
- 229920005862 polyol Polymers 0.000 claims abstract description 38
- 150000003077 polyols Chemical class 0.000 claims abstract description 37
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 25
- 239000000194 fatty acid Substances 0.000 claims abstract description 25
- 229930195729 fatty acid Natural products 0.000 claims abstract description 25
- 150000004665 fatty acids Chemical class 0.000 claims abstract description 24
- 125000005442 diisocyanate group Chemical group 0.000 claims abstract description 20
- 150000002009 diols Chemical group 0.000 claims abstract description 19
- DSKYSDCYIODJPC-UHFFFAOYSA-N 2-butyl-2-ethylpropane-1,3-diol Chemical compound CCCCC(CC)(CO)CO DSKYSDCYIODJPC-UHFFFAOYSA-N 0.000 claims abstract description 18
- GHLKSLMMWAKNBM-UHFFFAOYSA-N dodecane-1,12-diol Chemical compound OCCCCCCCCCCCCO GHLKSLMMWAKNBM-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000000539 dimer Substances 0.000 claims abstract description 9
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 claims abstract description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 24
- 229920000642 polymer Polymers 0.000 claims description 23
- 239000003054 catalyst Substances 0.000 claims description 12
- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 claims description 11
- 239000011541 reaction mixture Substances 0.000 claims description 11
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical group C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 claims description 10
- 239000007788 liquid Substances 0.000 claims description 10
- 229920005906 polyester polyol Polymers 0.000 claims description 8
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 6
- 238000010438 heat treatment Methods 0.000 claims description 3
- 239000007795 chemical reaction product Substances 0.000 claims description 2
- 239000008240 homogeneous mixture Substances 0.000 claims description 2
- 229920006352 transparent thermoplastic Polymers 0.000 claims 2
- ORLQHILJRHBSAY-UHFFFAOYSA-N [1-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1(CO)CCCCC1 ORLQHILJRHBSAY-UHFFFAOYSA-N 0.000 claims 1
- 125000003158 alcohol group Chemical group 0.000 claims 1
- 238000000034 method Methods 0.000 abstract description 15
- 239000000376 reactant Substances 0.000 description 18
- 239000008188 pellet Substances 0.000 description 9
- 238000004519 manufacturing process Methods 0.000 description 8
- 239000008187 granular material Substances 0.000 description 7
- 239000012948 isocyanate Substances 0.000 description 7
- 239000002253 acid Substances 0.000 description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 6
- -1 isocyanate compound Chemical class 0.000 description 6
- 239000000155 melt Substances 0.000 description 6
- 150000002513 isocyanates Chemical class 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 150000002148 esters Chemical class 0.000 description 4
- 230000005484 gravity Effects 0.000 description 4
- 238000002844 melting Methods 0.000 description 4
- 230000008018 melting Effects 0.000 description 4
- 230000000704 physical effect Effects 0.000 description 4
- 239000004698 Polyethylene Substances 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 229920000728 polyester Polymers 0.000 description 3
- 229920000570 polyether Polymers 0.000 description 3
- 229920000573 polyethylene Polymers 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- RTTZISZSHSCFRH-UHFFFAOYSA-N 1,3-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC(CN=C=O)=C1 RTTZISZSHSCFRH-UHFFFAOYSA-N 0.000 description 2
- 239000005059 1,4-Cyclohexyldiisocyanate Substances 0.000 description 2
- 239000004721 Polyphenylene oxide Substances 0.000 description 2
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 150000007942 carboxylates Chemical class 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 239000012975 dibutyltin dilaurate Substances 0.000 description 2
- 238000001125 extrusion Methods 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- 230000000977 initiatory effect Effects 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 2
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 2
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 description 1
- SBJCUZQNHOLYMD-UHFFFAOYSA-N 1,5-Naphthalene diisocyanate Chemical compound C1=CC=C2C(N=C=O)=CC=CC2=C1N=C=O SBJCUZQNHOLYMD-UHFFFAOYSA-N 0.000 description 1
- JRQLZCFSWYQHPI-UHFFFAOYSA-N 4,5-dichloro-2-cyclohexyl-1,2-thiazol-3-one Chemical compound O=C1C(Cl)=C(Cl)SN1C1CCCCC1 JRQLZCFSWYQHPI-UHFFFAOYSA-N 0.000 description 1
- VPHXTRRKDQOUBQ-UHFFFAOYSA-L C(C)(=O)OCC(=O)[O-].[Mg+2].C(C)(=O)OCC(=O)[O-] Chemical compound C(C)(=O)OCC(=O)[O-].[Mg+2].C(C)(=O)OCC(=O)[O-] VPHXTRRKDQOUBQ-UHFFFAOYSA-L 0.000 description 1
- 241000167880 Hirundinidae Species 0.000 description 1
- 239000005058 Isophorone diisocyanate Substances 0.000 description 1
- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 229920005830 Polyurethane Foam Polymers 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 210000001124 body fluid Anatomy 0.000 description 1
- 239000010839 body fluid Substances 0.000 description 1
- 210000000988 bone and bone Anatomy 0.000 description 1
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 1
- 230000001413 cellular effect Effects 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- KORSJDCBLAPZEQ-UHFFFAOYSA-N dicyclohexylmethane-4,4'-diisocyanate Chemical compound C1CC(N=C=O)CCC1CC1CCC(N=C=O)CC1 KORSJDCBLAPZEQ-UHFFFAOYSA-N 0.000 description 1
- 230000000447 dimerizing effect Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- 229920001477 hydrophilic polymer Polymers 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- LZKLAOYSENRNKR-LNTINUHCSA-N iron;(z)-4-oxoniumylidenepent-2-en-2-olate Chemical compound [Fe].C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O LZKLAOYSENRNKR-LNTINUHCSA-N 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 1
- VQPKAMAVKYTPLB-UHFFFAOYSA-N lead;octanoic acid Chemical compound [Pb].CCCCCCCC(O)=O VQPKAMAVKYTPLB-UHFFFAOYSA-N 0.000 description 1
- 235000020778 linoleic acid Nutrition 0.000 description 1
- OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 description 1
- 238000010128 melt processing Methods 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- OOCYPIXCHKROMD-UHFFFAOYSA-M phenyl(propanoyloxy)mercury Chemical compound CCC(=O)O[Hg]C1=CC=CC=C1 OOCYPIXCHKROMD-UHFFFAOYSA-M 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 239000011496 polyurethane foam Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000007493 shaping process Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000012970 tertiary amine catalyst Substances 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 238000005303 weighing Methods 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6603—Compounds of groups C08G18/42, C08G18/48, or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38
- C08G18/6607—Compounds of groups C08G18/42, C08G18/48, or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6633—Compounds of group C08G18/42
- C08G18/6637—Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38
- C08G18/664—Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29B—PREPARATION OR PRETREATMENT OF THE MATERIAL TO BE SHAPED; MAKING GRANULES OR PREFORMS; RECOVERY OF PLASTICS OR OTHER CONSTITUENTS OF WASTE MATERIAL CONTAINING PLASTICS
- B29B9/00—Making granules
- B29B9/02—Making granules by dividing preformed material
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4236—Polycondensates having carboxylic or carbonic ester groups in the main chain containing only aliphatic groups
- C08G18/4238—Polycondensates having carboxylic or carbonic ester groups in the main chain containing only aliphatic groups derived from dicarboxylic acids and dialcohols
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
- C08G18/7657—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings
- C08G18/7664—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups
- C08G18/7671—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups containing only one alkylene bisphenyl group
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)
- Mechanical Engineering (AREA)
- Polyurethanes Or Polyureas (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201361760352P | 2013-02-04 | 2013-02-04 | |
| US61/760,352 | 2013-02-04 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| TW201434871A TW201434871A (zh) | 2014-09-16 |
| TWI624486B true TWI624486B (zh) | 2018-05-21 |
Family
ID=50114589
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW103103741A TWI624486B (zh) | 2013-02-04 | 2014-02-05 | 透明疏水性熱塑性聚胺甲酸酯及其批次製程 |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US20150368392A1 (enExample) |
| EP (1) | EP2951224B1 (enExample) |
| JP (1) | JP6363105B2 (enExample) |
| KR (1) | KR102171723B1 (enExample) |
| CN (1) | CN104955860B (enExample) |
| AU (1) | AU2014212059B2 (enExample) |
| BR (1) | BR112015018472B1 (enExample) |
| CA (1) | CA2899226C (enExample) |
| CR (1) | CR20150398A (enExample) |
| ES (1) | ES2630713T3 (enExample) |
| MX (1) | MX380882B (enExample) |
| MY (1) | MY169924A (enExample) |
| SG (1) | SG11201505805SA (enExample) |
| TW (1) | TWI624486B (enExample) |
| WO (1) | WO2014121174A1 (enExample) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI568792B (zh) * | 2015-12-17 | 2017-02-01 | 財團法人工業技術研究院 | 用於電容去離子電極的黏結劑與其形成方法 |
| CN111269381B (zh) * | 2018-12-05 | 2022-04-22 | 万华化学集团股份有限公司 | 一种用于颜色浓缩物载体的热塑性聚氨酯 |
| CN113302220A (zh) | 2018-12-21 | 2021-08-24 | 陶氏环球技术有限责任公司 | 双组分无溶剂粘着剂组合物 |
| WO2020225651A1 (en) * | 2019-05-03 | 2020-11-12 | 3M Innovative Properties Company | Thermoplastic polyurethane film and dental appliances formed therefrom |
| KR102509426B1 (ko) * | 2019-12-13 | 2023-03-13 | 주식회사 아이센스 | 비혼합형 양친매성 열가소성 폴리우레탄, 이의 제조방법 및 이를 포함하는 삽입형 의료장치 |
| MX2023012326A (es) | 2021-04-19 | 2023-10-30 | Bay Mat Llc | Composiciones de poliuretano que tienen retencion de fuerza y resistencia a la humedad mejoradas. |
| CN113980217A (zh) * | 2021-10-22 | 2022-01-28 | 东莞市米儿塑胶原料有限公司 | 一种透明tpu的制备方法 |
| CN114751828B (zh) * | 2022-04-20 | 2023-08-29 | 江苏恒力化纤股份有限公司 | 羟基封端油酸酯、环保型疏水聚氨酯及其制备方法和应用 |
| CN115197391B (zh) * | 2022-08-15 | 2023-10-31 | 河北邦泰氨纶科技有限公司 | 一种纤维级聚氨酯切片及其制备方法和应用 |
| CN116217882A (zh) * | 2022-12-07 | 2023-06-06 | 山东一诺威聚氨酯股份有限公司 | 隐形车衣高强度低雾度tpu及其制备方法 |
| WO2025191134A1 (en) | 2024-03-14 | 2025-09-18 | Analog Devices International Unlimited Company | Chloride sensor |
| CN119143963B (zh) * | 2024-11-18 | 2025-01-24 | 山东一诺威聚氨酯股份有限公司 | 一种兼具导热和自清洁的tpu材料及其制备方法与应用 |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101321796A (zh) * | 2005-12-09 | 2008-12-10 | 陶氏环球技术公司 | 使用助增链剂的低雾度热塑性聚氨酯 |
| TW200936693A (en) * | 2008-01-24 | 2009-09-01 | Lubrizol Advanced Mat Inc | Soft thermoplastic elastomer composition |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3930523A1 (de) * | 1989-09-13 | 1991-03-21 | Bayer Ag | Polyurethanelastomere mit geringer haerte |
| JPH06211959A (ja) * | 1993-01-18 | 1994-08-02 | Toagosei Chem Ind Co Ltd | ポリウレタン用組成物 |
| CN101652399B (zh) * | 2007-03-29 | 2013-02-20 | 路博润高级材料公司 | 使用包括1,3-和1,4-环己烷二甲醇的扩链剂混合物的低雾度热塑性聚氨酯 |
| US8802770B2 (en) | 2008-01-24 | 2014-08-12 | Lubrizol Advanced Materials, Inc. | Hydrophobic thermoplastic polyurethane |
| CN102112310B (zh) * | 2008-08-06 | 2014-03-05 | 路博润高级材料公司 | 由热塑性嵌段共聚物制得的薄膜及制品 |
| US8273845B2 (en) * | 2008-09-02 | 2012-09-25 | Lubrizol Advanced Materials, Inc. | Soft thermoplastic elastomer composition |
| JP5350315B2 (ja) * | 2010-05-11 | 2013-11-27 | 三井化学株式会社 | ポリウレタンエラストマーおよび成形品 |
-
2014
- 2014-02-03 US US14/765,657 patent/US20150368392A1/en not_active Abandoned
- 2014-02-03 CN CN201480006465.6A patent/CN104955860B/zh active Active
- 2014-02-03 WO PCT/US2014/014373 patent/WO2014121174A1/en not_active Ceased
- 2014-02-03 EP EP14705001.7A patent/EP2951224B1/en active Active
- 2014-02-03 ES ES14705001.7T patent/ES2630713T3/es active Active
- 2014-02-03 JP JP2015556196A patent/JP6363105B2/ja active Active
- 2014-02-03 MY MYPI2015702400A patent/MY169924A/en unknown
- 2014-02-03 MX MX2015009830A patent/MX380882B/es unknown
- 2014-02-03 SG SG11201505805SA patent/SG11201505805SA/en unknown
- 2014-02-03 CA CA2899226A patent/CA2899226C/en active Active
- 2014-02-03 AU AU2014212059A patent/AU2014212059B2/en not_active Ceased
- 2014-02-03 BR BR112015018472-3A patent/BR112015018472B1/pt active IP Right Grant
- 2014-02-03 KR KR1020157023721A patent/KR102171723B1/ko not_active Expired - Fee Related
- 2014-02-05 TW TW103103741A patent/TWI624486B/zh not_active IP Right Cessation
-
2015
- 2015-07-31 CR CR20150398A patent/CR20150398A/es unknown
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101321796A (zh) * | 2005-12-09 | 2008-12-10 | 陶氏环球技术公司 | 使用助增链剂的低雾度热塑性聚氨酯 |
| TW200936693A (en) * | 2008-01-24 | 2009-09-01 | Lubrizol Advanced Mat Inc | Soft thermoplastic elastomer composition |
Also Published As
| Publication number | Publication date |
|---|---|
| KR102171723B1 (ko) | 2020-10-29 |
| JP6363105B2 (ja) | 2018-07-25 |
| EP2951224A1 (en) | 2015-12-09 |
| CN104955860B (zh) | 2018-09-21 |
| BR112015018472B1 (pt) | 2020-12-22 |
| MX2015009830A (es) | 2015-10-05 |
| MX380882B (es) | 2025-03-12 |
| TW201434871A (zh) | 2014-09-16 |
| CA2899226C (en) | 2020-08-25 |
| ES2630713T3 (es) | 2017-08-23 |
| EP2951224B1 (en) | 2017-04-05 |
| AU2014212059B2 (en) | 2017-02-16 |
| KR20150115866A (ko) | 2015-10-14 |
| MY169924A (en) | 2019-06-17 |
| WO2014121174A1 (en) | 2014-08-07 |
| CA2899226A1 (en) | 2014-08-07 |
| US20150368392A1 (en) | 2015-12-24 |
| CR20150398A (es) | 2015-10-07 |
| JP2016505090A (ja) | 2016-02-18 |
| CN104955860A (zh) | 2015-09-30 |
| AU2014212059A1 (en) | 2015-08-13 |
| BR112015018472A2 (pt) | 2017-07-18 |
| SG11201505805SA (en) | 2015-08-28 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| TWI624486B (zh) | 透明疏水性熱塑性聚胺甲酸酯及其批次製程 | |
| JP6338809B1 (ja) | 発泡用熱可塑性ポリウレタン樹脂およびその製造方法、ならびに、成形品 | |
| EP0131714B1 (en) | Polyurethane plastics with improved impact resistance | |
| US8859692B2 (en) | Process for reacting thermoplastic polyurethanes with compounds having isocyanate groups | |
| EP3004198B1 (en) | Soft thermoplastic polyurethane elastomers and process for their preparation | |
| US6538075B1 (en) | Thermoplastic polyurethane | |
| JPWO2008026513A1 (ja) | 反応性ホットメルト組成物及びそれを用いた成形品 | |
| TW200911863A (en) | Process for the preparation of thermoplastic polyurethanes based on 1,5-naphthalene-diisocyanate | |
| JP2021524530A (ja) | ガラス繊維強化tpu | |
| US3523101A (en) | Thermoplastic polycaprolactone polyurethanes | |
| JP2000248171A (ja) | 非硬質(nonrigid)の熱可塑性成型組成物 | |
| KR20170128455A (ko) | 핫-멜트 접착제용 결정질 열가소성 폴리우레탄 조성물 | |
| US3528948A (en) | Thermoplastic polyurethanes | |
| CN116635204A (zh) | 热塑性聚氨酯、包含其的树脂组合物以及由其获得的模塑制品 | |
| JP3865075B2 (ja) | 熱可塑性ポリウレタン樹脂製キーパッド及びその成形方法 | |
| CN112876648B (zh) | 软质热塑性聚氨酯弹性体及其制备方法 | |
| CN101314633A (zh) | 基于1,5-萘-二异氰酸酯的热塑性聚氨酯的制备方法 | |
| JP3899064B2 (ja) | 熱可塑性ポリウレタン、その製造方法および製造装置 | |
| JPS608358A (ja) | ポリマ−ブレンド | |
| JPH09302065A (ja) | ポリウレタンフォームの製造方法 | |
| CN120137579A (zh) | 一种聚氨酯胶粘剂及其制备方法 | |
| JPH0160507B2 (enExample) | ||
| CN119119420A (zh) | 一种形变易恢复的tpu及其制备方法和应用 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM4A | Annulment or lapse of patent due to non-payment of fees |