JP2018508611A5 - - Google Patents
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- Publication number
- JP2018508611A5 JP2018508611A5 JP2017537303A JP2017537303A JP2018508611A5 JP 2018508611 A5 JP2018508611 A5 JP 2018508611A5 JP 2017537303 A JP2017537303 A JP 2017537303A JP 2017537303 A JP2017537303 A JP 2017537303A JP 2018508611 A5 JP2018508611 A5 JP 2018508611A5
- Authority
- JP
- Japan
- Prior art keywords
- glycol
- polyol
- acid
- oil
- lignin
- 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.)
- Granted
Links
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims 18
- 229920005862 polyol Polymers 0.000 claims 15
- 150000003077 polyols Chemical class 0.000 claims 15
- 239000000203 mixture Substances 0.000 claims 11
- -1 polyethylene terephthalate Polymers 0.000 claims 10
- 150000004665 fatty acids Chemical class 0.000 claims 9
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims 8
- 229920005610 lignin Polymers 0.000 claims 8
- 239000000463 material Substances 0.000 claims 8
- 229920000728 polyester Polymers 0.000 claims 8
- 229920001169 thermoplastic Polymers 0.000 claims 8
- 239000004416 thermosoftening plastic Substances 0.000 claims 8
- 230000002209 hydrophobic effect Effects 0.000 claims 7
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical group OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims 6
- 239000004359 castor oil Substances 0.000 claims 6
- 235000019438 castor oil Nutrition 0.000 claims 6
- 235000014113 dietary fatty acids Nutrition 0.000 claims 6
- 229930195729 fatty acid Natural products 0.000 claims 6
- 239000000194 fatty acid Substances 0.000 claims 6
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims 6
- 229920005906 polyester polyol Polymers 0.000 claims 6
- 229920006395 saturated elastomer Polymers 0.000 claims 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 5
- 238000000034 method Methods 0.000 claims 5
- 239000001648 tannin Substances 0.000 claims 5
- 229920001864 tannin Polymers 0.000 claims 5
- 235000018553 tannin Nutrition 0.000 claims 5
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical group OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims 4
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims 3
- JOLVYUIAMRUBRK-UHFFFAOYSA-N 11',12',14',15'-Tetradehydro(Z,Z-)-3-(8-Pentadecenyl)phenol Natural products OC1=CC=CC(CCCCCCCC=CCC=CCC=C)=C1 JOLVYUIAMRUBRK-UHFFFAOYSA-N 0.000 claims 3
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims 3
- YLKVIMNNMLKUGJ-UHFFFAOYSA-N 3-Delta8-pentadecenylphenol Natural products CCCCCCC=CCCCCCCCC1=CC=CC(O)=C1 YLKVIMNNMLKUGJ-UHFFFAOYSA-N 0.000 claims 3
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims 3
- JOLVYUIAMRUBRK-UTOQUPLUSA-N Cardanol Chemical compound OC1=CC=CC(CCCCCCC\C=C/C\C=C/CC=C)=C1 JOLVYUIAMRUBRK-UTOQUPLUSA-N 0.000 claims 3
- FAYVLNWNMNHXGA-UHFFFAOYSA-N Cardanoldiene Natural products CCCC=CCC=CCCCCCCCC1=CC=CC(O)=C1 FAYVLNWNMNHXGA-UHFFFAOYSA-N 0.000 claims 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical class OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 3
- 239000005642 Oleic acid Substances 0.000 claims 3
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims 3
- 235000019484 Rapeseed oil Nutrition 0.000 claims 3
- 235000019486 Sunflower oil Nutrition 0.000 claims 3
- PTFIPECGHSYQNR-UHFFFAOYSA-N cardanol Natural products CCCCCCCCCCCCCCCC1=CC=CC(O)=C1 PTFIPECGHSYQNR-UHFFFAOYSA-N 0.000 claims 3
- 239000008162 cooking oil Substances 0.000 claims 3
- 229920001577 copolymer Polymers 0.000 claims 3
- 235000005687 corn oil Nutrition 0.000 claims 3
- 239000002285 corn oil Substances 0.000 claims 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims 3
- 150000002009 diols Chemical class 0.000 claims 3
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims 3
- 238000004519 manufacturing process Methods 0.000 claims 3
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims 3
- 239000000047 product Substances 0.000 claims 3
- WBHHMMIMDMUBKC-XLNAKTSKSA-N ricinelaidic acid Chemical compound CCCCCC[C@@H](O)C\C=C\CCCCCCCC(O)=O WBHHMMIMDMUBKC-XLNAKTSKSA-N 0.000 claims 3
- 229960003656 ricinoleic acid Drugs 0.000 claims 3
- FEUQNCSVHBHROZ-UHFFFAOYSA-N ricinoleic acid Natural products CCCCCCC(O[Si](C)(C)C)CC=CCCCCCCCC(=O)OC FEUQNCSVHBHROZ-UHFFFAOYSA-N 0.000 claims 3
- 239000003549 soybean oil Substances 0.000 claims 3
- 235000012424 soybean oil Nutrition 0.000 claims 3
- 239000002600 sunflower oil Substances 0.000 claims 3
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 claims 3
- 239000002383 tung oil Substances 0.000 claims 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 claims 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims 2
- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical group OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 claims 2
- 125000001931 aliphatic group Chemical group 0.000 claims 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims 2
- BOLQJTPHPSDZHR-UHFFFAOYSA-N dihydroferulic acid Chemical compound COC1=CC(CCC(O)=O)=CC=C1O BOLQJTPHPSDZHR-UHFFFAOYSA-N 0.000 claims 2
- 150000002191 fatty alcohols Chemical class 0.000 claims 2
- 239000008204 material by function Substances 0.000 claims 2
- 229920000139 polyethylene terephthalate Polymers 0.000 claims 2
- 239000005020 polyethylene terephthalate Substances 0.000 claims 2
- 239000011347 resin Substances 0.000 claims 2
- 229920005989 resin Polymers 0.000 claims 2
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 claims 1
- 229940058015 1,3-butylene glycol Drugs 0.000 claims 1
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 claims 1
- FQXGHZNSUOHCLO-UHFFFAOYSA-N 2,2,4,4-tetramethyl-1,3-cyclobutanediol Chemical compound CC1(C)C(O)C(C)(C)C1O FQXGHZNSUOHCLO-UHFFFAOYSA-N 0.000 claims 1
- LCZVSXRMYJUNFX-UHFFFAOYSA-N 2-[2-(2-hydroxypropoxy)propoxy]propan-1-ol Chemical compound CC(O)COC(C)COC(C)CO LCZVSXRMYJUNFX-UHFFFAOYSA-N 0.000 claims 1
- QWGRWMMWNDWRQN-UHFFFAOYSA-N 2-methylpropane-1,3-diol Chemical compound OCC(C)CO QWGRWMMWNDWRQN-UHFFFAOYSA-N 0.000 claims 1
- SXFJDZNJHVPHPH-UHFFFAOYSA-N 3-methylpentane-1,5-diol Chemical compound OCCC(C)CCO SXFJDZNJHVPHPH-UHFFFAOYSA-N 0.000 claims 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 claims 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 claims 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims 1
- UWHCKJMYHZGTIT-UHFFFAOYSA-N Tetraethylene glycol, Natural products OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 claims 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 claims 1
- LUSFFPXRDZKBMF-UHFFFAOYSA-N [3-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCCC(CO)C1 LUSFFPXRDZKBMF-UHFFFAOYSA-N 0.000 claims 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims 1
- 239000003513 alkali Substances 0.000 claims 1
- 229920001400 block copolymer Polymers 0.000 claims 1
- BMRWNKZVCUKKSR-UHFFFAOYSA-N butane-1,2-diol Chemical compound CCC(O)CO BMRWNKZVCUKKSR-UHFFFAOYSA-N 0.000 claims 1
- 235000019437 butane-1,3-diol Nutrition 0.000 claims 1
- 239000007795 chemical reaction product Substances 0.000 claims 1
- 239000011248 coating agent Substances 0.000 claims 1
- 238000000576 coating method Methods 0.000 claims 1
- 150000001991 dicarboxylic acids Chemical class 0.000 claims 1
- 239000000539 dimer Substances 0.000 claims 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 claims 1
- 125000003827 glycol group Chemical group 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 claims 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 claims 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 claims 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical class OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 claims 1
- 239000005014 poly(hydroxyalkanoate) Substances 0.000 claims 1
- 229920001707 polybutylene terephthalate Polymers 0.000 claims 1
- 229920001223 polyethylene glycol Polymers 0.000 claims 1
- 229920000903 polyhydroxyalkanoate Polymers 0.000 claims 1
- 229920000642 polymer Polymers 0.000 claims 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 claims 1
- 229920002215 polytrimethylene terephthalate Polymers 0.000 claims 1
- 229920002635 polyurethane Polymers 0.000 claims 1
- 239000004814 polyurethane Substances 0.000 claims 1
- 229920005604 random copolymer Polymers 0.000 claims 1
- 239000000600 sorbitol Substances 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 239000012974 tin catalyst Substances 0.000 claims 1
- 229910052719 titanium Inorganic materials 0.000 claims 1
- 239000010936 titanium Substances 0.000 claims 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201562106148P | 2015-01-21 | 2015-01-21 | |
| US62/106,148 | 2015-01-21 | ||
| PCT/US2016/013549 WO2016118411A1 (en) | 2015-01-21 | 2016-01-15 | High recycle content polyols from thermoplastic polyesters and lignin or tannin |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2018508611A JP2018508611A (ja) | 2018-03-29 |
| JP2018508611A5 true JP2018508611A5 (https=) | 2019-01-31 |
| JP6655086B2 JP6655086B2 (ja) | 2020-02-26 |
Family
ID=55299767
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2017537303A Expired - Fee Related JP6655086B2 (ja) | 2015-01-21 | 2016-01-15 | 熱可塑性ポリエステル、及び、リグニン又はタンニンからの高リサイクル含量であるポリオール |
Country Status (7)
| Country | Link |
|---|---|
| US (3) | US9481760B2 (https=) |
| EP (1) | EP3259299B1 (https=) |
| JP (1) | JP6655086B2 (https=) |
| KR (1) | KR20170113565A (https=) |
| CN (1) | CN107207713A (https=) |
| BR (1) | BR112017015646A2 (https=) |
| WO (1) | WO2016118411A1 (https=) |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20170113565A (ko) | 2015-01-21 | 2017-10-12 | 레지네이트 머티리얼스 그룹, 아이엔씨. | 열가소성 폴리에스테르 및 리그닌 또는 탄닌 유래의 고 재활용 함량의 폴리올 |
| BR112017016060A2 (pt) | 2015-01-30 | 2018-04-03 | Resinate Mat Group Inc | processo integrado para o tratamento de reciclos de pet e ptt |
| WO2017058504A1 (en) * | 2015-10-02 | 2017-04-06 | Resinate Materials Group, Inc. | High performance coatings |
| WO2017127224A1 (en) * | 2016-01-21 | 2017-07-27 | Invista North America S.A R.L. | Improved aromatic polyester polyol compositions |
| JP6631928B2 (ja) * | 2016-05-27 | 2020-01-15 | 国立研究開発法人物質・材料研究機構 | タンニン酸誘導体を含むフィルム組成物、そのフィルム組成物の製造方法 |
| CN107987257B (zh) * | 2016-10-27 | 2020-01-31 | 万华化学集团股份有限公司 | 一种聚酯多元醇的制备方法 |
| CN107987265B (zh) * | 2016-10-27 | 2020-04-10 | 万华化学集团股份有限公司 | 一种聚酯多元醇的连续制备方法 |
| BR112019017106A2 (pt) | 2017-02-16 | 2020-04-28 | Sweetwater Energy, Inc. | formação de zona de alta pressão para pré-tratamento |
| BR112019017672A2 (pt) | 2017-03-03 | 2020-03-31 | Resinate Materials Group, Inc. | Polióis poliésteres curáveis por energia, sustentáveis e seus revestimentos ou espumas rígidas |
| EP3409727A1 (en) | 2017-05-29 | 2018-12-05 | Annikki GmbH | Method for the preparation of a lignin prepolymer |
| WO2019086716A1 (en) * | 2017-11-06 | 2019-05-09 | Besthealth4U, Unipessoal Lda | Adhesion materials and methods of manufacture |
| TWI652306B (zh) | 2017-11-28 | 2019-03-01 | 遠東新世紀股份有限公司 | Heat shrinkable polyester film |
| CN107987262B (zh) * | 2017-12-15 | 2019-05-03 | 东北林业大学 | 一种含木质素的液态聚酯多元醇及利用其制备的环保型聚氨酯胶黏剂 |
| US11434331B2 (en) * | 2018-11-01 | 2022-09-06 | Organic Chemical, LLC | Lignin hybrid polymers obtained from the reaction of lignin and compatible polymer precursors, and starting compositions for forming lignin hybrid polymers |
| CN110183615B (zh) * | 2019-07-02 | 2021-05-28 | 东北林业大学 | 一种含木质素的环境友好型聚氨酯弹性体 |
| AU2020412611A1 (en) | 2019-12-22 | 2022-07-14 | Apalta Patents OÜ | Methods of making specialized lignin and lignin products from biomass |
| JP2023521429A (ja) * | 2020-04-13 | 2023-05-24 | イーストマン ケミカル カンパニー | 湿った細粒を含む様々な供給源からの廃棄プラスチックのケミカルリサイクル |
| CN111945462B (zh) * | 2020-07-21 | 2022-07-26 | 华南理工大学 | 一种木质素/单宁复合聚氨酯涂层及其制备方法 |
| WO2022086983A1 (en) * | 2020-10-19 | 2022-04-28 | Sweetwater Energy, Inc. | Method of preparation for a lignin polyol composition |
| CN114479021B (zh) * | 2020-10-26 | 2025-03-04 | 中国石油化工股份有限公司 | 一种高性能聚羟基脂肪酸酯及其制备方法和其应用 |
| CN112250845B (zh) * | 2020-11-06 | 2022-02-22 | 中国科学院长春应用化学研究所 | 一种聚酯多元醇及其制备方法 |
| MX2023006127A (es) * | 2020-12-03 | 2023-06-02 | Huntsman Int Llc | Una composicion de espuma de poliuretano que comprende un compuesto de poliol de poliester aromatico y productos fabricados a partir del mismo. |
| CN113667081B (zh) * | 2021-07-21 | 2022-05-20 | 南京工业大学 | 一种木质素基聚氨酯扩链剂及其制备方法与应用 |
| CN113527611B (zh) * | 2021-07-29 | 2023-03-21 | 华南理工大学 | 一种聚氨酯分散液及其制备方法和应用 |
| KR20240087678A (ko) * | 2021-10-12 | 2024-06-19 | 디아이씨 가부시끼가이샤 | 적층체, 및, 합성 피혁 |
| KR20230070095A (ko) | 2021-11-12 | 2023-05-22 | 단국대학교 산학협력단 | 바이오매스 리그닌을 포함하는 폴리에스테르 수지 조성물 및 이를 이용하여 제조된 생분해성 수지 발포체 |
| TW202348664A (zh) * | 2022-04-11 | 2023-12-16 | 德商巴斯夫歐洲公司 | 基於木質素之ｔｐｕ組成物、其製備方法及其用途 |
| CN115386063B (zh) * | 2022-09-19 | 2024-02-27 | 广东拓普合成科技股份有限公司 | 一种木质素基水性聚氨酯及其制备方法 |
| KR102503151B1 (ko) * | 2022-09-22 | 2023-02-23 | 박시효 | 리놀렌산 및 탄닌을 포함하는 기능성 필름 |
| PL249325B1 (pl) * | 2023-04-27 | 2026-03-23 | Politechnika Krakowska Im Tadeusza Kosciuszki | Sposób chemolizy sztywnej biopianki PUR |
| CN119331231B (zh) * | 2024-12-20 | 2025-05-16 | 山东产研中科高端化工产业技术研究院有限公司 | 磷氮协同阻燃聚酯多元醇及其制备方法 |
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-
2016
- 2016-01-15 KR KR1020177021835A patent/KR20170113565A/ko not_active Withdrawn
- 2016-01-15 CN CN201680006162.3A patent/CN107207713A/zh active Pending
- 2016-01-15 WO PCT/US2016/013549 patent/WO2016118411A1/en not_active Ceased
- 2016-01-15 EP EP16702851.3A patent/EP3259299B1/en not_active Not-in-force
- 2016-01-15 JP JP2017537303A patent/JP6655086B2/ja not_active Expired - Fee Related
- 2016-01-15 BR BR112017015646A patent/BR112017015646A2/pt not_active Application Discontinuation
- 2016-03-24 US US15/079,349 patent/US9481760B2/en active Active
- 2016-09-15 US US15/266,247 patent/US9751978B2/en active Active
-
2017
- 2017-07-31 US US15/663,881 patent/US9988489B2/en active Active
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