JP2023126332A5 - - Google Patents
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- Publication number
- JP2023126332A5 JP2023126332A5 JP2023112741A JP2023112741A JP2023126332A5 JP 2023126332 A5 JP2023126332 A5 JP 2023126332A5 JP 2023112741 A JP2023112741 A JP 2023112741A JP 2023112741 A JP2023112741 A JP 2023112741A JP 2023126332 A5 JP2023126332 A5 JP 2023126332A5
- Authority
- JP
- Japan
- Prior art keywords
- group
- caprolactone
- glycol
- polyol
- acid
- 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
- 229920000515 polycarbonate Polymers 0.000 claims 24
- 239000004417 polycarbonate Substances 0.000 claims 24
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims 21
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims 21
- 229920005862 polyol Polymers 0.000 claims 21
- 150000003077 polyols Chemical class 0.000 claims 21
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical group OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims 16
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 16
- 229920005906 polyester polyol Polymers 0.000 claims 16
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims 15
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims 12
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims 12
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 claims 8
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Chemical group OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 claims 8
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical group OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 claims 8
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical group CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 claims 8
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims 8
- 150000002009 diols Chemical class 0.000 claims 8
- JDBCCUBGERLOBZ-UHFFFAOYSA-N epsilon-palmitolactone Natural products CCCCCCCCCCC1CCCCC(=O)O1 JDBCCUBGERLOBZ-UHFFFAOYSA-N 0.000 claims 8
- JBFHTYHTHYHCDJ-UHFFFAOYSA-N gamma-caprolactone Chemical compound CCC1CCC(=O)O1 JBFHTYHTHYHCDJ-UHFFFAOYSA-N 0.000 claims 8
- 235000011187 glycerol Nutrition 0.000 claims 8
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical group OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims 8
- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical compound OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 claims 8
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 claims 8
- 239000000600 sorbitol Chemical group 0.000 claims 8
- 150000005846 sugar alcohols Polymers 0.000 claims 8
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 claims 7
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 claims 7
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 claims 7
- YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 claims 7
- 235000013772 propylene glycol Nutrition 0.000 claims 7
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 claims 6
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims 6
- 238000006243 chemical reaction Methods 0.000 claims 5
- 150000002736 metal compounds Chemical class 0.000 claims 5
- 238000005809 transesterification reaction Methods 0.000 claims 5
- IYBOGQYZTIIPNI-UHFFFAOYSA-N 2-methylhexano-6-lactone Chemical compound CC1CCCCOC1=O IYBOGQYZTIIPNI-UHFFFAOYSA-N 0.000 claims 4
- FYGFQAJDFJYPLK-UHFFFAOYSA-N 3-butyloxiran-2-one Chemical compound CCCCC1OC1=O FYGFQAJDFJYPLK-UHFFFAOYSA-N 0.000 claims 4
- QTWLQDVFHKLZRA-UHFFFAOYSA-N 4-ethyloxetan-2-one Chemical compound CCC1CC(=O)O1 QTWLQDVFHKLZRA-UHFFFAOYSA-N 0.000 claims 4
- CHXLFXLPKLZALY-UHFFFAOYSA-N 4-methyloxepan-2-one Chemical compound CC1CCCOC(=O)C1 CHXLFXLPKLZALY-UHFFFAOYSA-N 0.000 claims 4
- VLGDSNWNOFYURG-UHFFFAOYSA-N 4-propyloxetan-2-one Chemical compound CCCC1CC(=O)O1 VLGDSNWNOFYURG-UHFFFAOYSA-N 0.000 claims 4
- VNXMFQWTDCWMDQ-UHFFFAOYSA-N 5-methyloxepan-2-one Chemical compound CC1CCOC(=O)CC1 VNXMFQWTDCWMDQ-UHFFFAOYSA-N 0.000 claims 4
- AZFRDTPVZYJHGZ-UHFFFAOYSA-N 7-ethyloxepan-2-one Chemical compound CCC1CCCCC(=O)O1 AZFRDTPVZYJHGZ-UHFFFAOYSA-N 0.000 claims 4
- RZTOWFMDBDPERY-UHFFFAOYSA-N Delta-Hexanolactone Chemical compound CC1CCCC(=O)O1 RZTOWFMDBDPERY-UHFFFAOYSA-N 0.000 claims 4
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims 4
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 claims 4
- 239000000654 additive Substances 0.000 claims 4
- 230000000996 additive effect Effects 0.000 claims 4
- 235000011037 adipic acid Nutrition 0.000 claims 4
- 239000001361 adipic acid Substances 0.000 claims 4
- 150000001298 alcohols Chemical class 0.000 claims 4
- GSCLMSFRWBPUSK-UHFFFAOYSA-N beta-Butyrolactone Chemical compound CC1CC(=O)O1 GSCLMSFRWBPUSK-UHFFFAOYSA-N 0.000 claims 4
- VEZXCJBBBCKRPI-UHFFFAOYSA-N beta-propiolactone Chemical compound O=C1CCO1 VEZXCJBBBCKRPI-UHFFFAOYSA-N 0.000 claims 4
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 claims 4
- 150000001991 dicarboxylic acids Chemical class 0.000 claims 4
- IPBFYZQJXZJBFQ-UHFFFAOYSA-N gamma-octalactone Chemical compound CCCCC1CCC(=O)O1 IPBFYZQJXZJBFQ-UHFFFAOYSA-N 0.000 claims 4
- GAEKPEKOJKCEMS-UHFFFAOYSA-N gamma-valerolactone Chemical compound CC1CCC(=O)O1 GAEKPEKOJKCEMS-UHFFFAOYSA-N 0.000 claims 4
- 150000002596 lactones Chemical class 0.000 claims 4
- 239000007788 liquid Substances 0.000 claims 4
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims 4
- 239000011976 maleic acid Substances 0.000 claims 4
- 150000007524 organic acids Chemical class 0.000 claims 4
- 235000005985 organic acids Nutrition 0.000 claims 4
- 235000006408 oxalic acid Nutrition 0.000 claims 4
- 229920000642 polymer Polymers 0.000 claims 4
- 229960000380 propiolactone Drugs 0.000 claims 4
- 238000007142 ring opening reaction Methods 0.000 claims 4
- 235000002906 tartaric acid Nutrition 0.000 claims 4
- 239000011975 tartaric acid Substances 0.000 claims 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims 4
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 claims 4
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 claims 3
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims 3
- ALVZNPYWJMLXKV-UHFFFAOYSA-N 1,9-Nonanediol Chemical compound OCCCCCCCCCO ALVZNPYWJMLXKV-UHFFFAOYSA-N 0.000 claims 3
- DSKYSDCYIODJPC-UHFFFAOYSA-N 2-butyl-2-ethylpropane-1,3-diol Chemical compound CCCCC(CC)(CO)CO DSKYSDCYIODJPC-UHFFFAOYSA-N 0.000 claims 3
- SXFJDZNJHVPHPH-UHFFFAOYSA-N 3-methylpentane-1,5-diol Chemical compound OCCC(C)CCO SXFJDZNJHVPHPH-UHFFFAOYSA-N 0.000 claims 3
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims 3
- UWIULCYKVGIOPW-UHFFFAOYSA-N Glycolone Natural products CCOC1=C(CC=CC)C(=O)N(C)c2c(O)cccc12 UWIULCYKVGIOPW-UHFFFAOYSA-N 0.000 claims 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound 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 claims 3
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims 3
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims 3
- ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 claims 3
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims 3
- 150000001266 acyl halides Chemical class 0.000 claims 3
- 229910052788 barium Inorganic materials 0.000 claims 3
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 claims 3
- BMRWNKZVCUKKSR-UHFFFAOYSA-N butane-1,2-diol Chemical compound CCC(O)CO BMRWNKZVCUKKSR-UHFFFAOYSA-N 0.000 claims 3
- 229910052791 calcium Inorganic materials 0.000 claims 3
- 239000011575 calcium Substances 0.000 claims 3
- 150000004649 carbonic acid derivatives Chemical class 0.000 claims 3
- 150000002148 esters Chemical class 0.000 claims 3
- 150000002334 glycols Chemical class 0.000 claims 3
- 229910052744 lithium Inorganic materials 0.000 claims 3
- 229910052749 magnesium Inorganic materials 0.000 claims 3
- 239000011777 magnesium Substances 0.000 claims 3
- 150000007522 mineralic acids Chemical class 0.000 claims 3
- OEIJHBUUFURJLI-UHFFFAOYSA-N octane-1,8-diol Chemical compound OCCCCCCCCO OEIJHBUUFURJLI-UHFFFAOYSA-N 0.000 claims 3
- 150000002902 organometallic compounds Chemical class 0.000 claims 3
- 229920000166 polytrimethylene carbonate Polymers 0.000 claims 3
- 229920005749 polyurethane resin Polymers 0.000 claims 3
- 229910052700 potassium Inorganic materials 0.000 claims 3
- 239000011591 potassium Substances 0.000 claims 3
- 229910052708 sodium Inorganic materials 0.000 claims 3
- 239000011734 sodium Substances 0.000 claims 3
- 239000002253 acid Substances 0.000 claims 2
- 150000007513 acids Chemical class 0.000 claims 2
- 229910052792 caesium Inorganic materials 0.000 claims 2
- TVFDJXOCXUVLDH-UHFFFAOYSA-N caesium atom Chemical compound [Cs] TVFDJXOCXUVLDH-UHFFFAOYSA-N 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 229910052751 metal Inorganic materials 0.000 claims 2
- 239000002184 metal Substances 0.000 claims 2
- 150000002739 metals Chemical class 0.000 claims 2
- 230000000737 periodic effect Effects 0.000 claims 2
- 229910052701 rubidium Inorganic materials 0.000 claims 2
- IGLNJRXAVVLDKE-UHFFFAOYSA-N rubidium atom Chemical compound [Rb] IGLNJRXAVVLDKE-UHFFFAOYSA-N 0.000 claims 2
- 229910052712 strontium Inorganic materials 0.000 claims 2
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 claims 2
- 239000005995 Aluminium silicate Substances 0.000 claims 1
- 239000000853 adhesive Substances 0.000 claims 1
- 230000001070 adhesive effect Effects 0.000 claims 1
- 235000012211 aluminium silicate Nutrition 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 239000008199 coating composition Substances 0.000 claims 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 229920001228 polyisocyanate Polymers 0.000 claims 1
- 239000005056 polyisocyanate Substances 0.000 claims 1
- 230000000007 visual effect Effects 0.000 claims 1
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2023112741A JP7571823B2 (ja) | 2019-01-11 | 2023-07-10 | ポリカーボネートポリオール及びその製造方法 |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2019003189A JP7326743B2 (ja) | 2019-01-11 | 2019-01-11 | ポリカーボネートポリオール及びその製造方法 |
| JP2023112741A JP7571823B2 (ja) | 2019-01-11 | 2023-07-10 | ポリカーボネートポリオール及びその製造方法 |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2019003189A Division JP7326743B2 (ja) | 2019-01-11 | 2019-01-11 | ポリカーボネートポリオール及びその製造方法 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2023126332A JP2023126332A (ja) | 2023-09-07 |
| JP2023126332A5 true JP2023126332A5 (https=) | 2023-09-15 |
| JP7571823B2 JP7571823B2 (ja) | 2024-10-23 |
Family
ID=71521021
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2019003189A Active JP7326743B2 (ja) | 2019-01-11 | 2019-01-11 | ポリカーボネートポリオール及びその製造方法 |
| JP2023112741A Active JP7571823B2 (ja) | 2019-01-11 | 2023-07-10 | ポリカーボネートポリオール及びその製造方法 |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2019003189A Active JP7326743B2 (ja) | 2019-01-11 | 2019-01-11 | ポリカーボネートポリオール及びその製造方法 |
Country Status (2)
| Country | Link |
|---|---|
| JP (2) | JP7326743B2 (https=) |
| WO (1) | WO2020145352A1 (https=) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP7167446B2 (ja) * | 2018-02-02 | 2022-11-09 | 東ソー株式会社 | 水性ポリウレタン樹脂組成物、該組成物を用いた人工皮革、皮革用表面処理剤 |
| JP2021133198A (ja) * | 2020-02-28 | 2021-09-13 | 株式会社三洋物産 | 遊技機 |
| JP2021133200A (ja) * | 2020-02-28 | 2021-09-13 | 株式会社三洋物産 | 遊技機 |
| JP2021133199A (ja) * | 2020-02-28 | 2021-09-13 | 株式会社三洋物産 | 遊技機 |
| JP2022012089A (ja) * | 2020-06-30 | 2022-01-17 | 株式会社三洋物産 | 遊技機 |
| JP2022012088A (ja) * | 2020-06-30 | 2022-01-17 | 株式会社三洋物産 | 遊技機 |
| JP2022012090A (ja) * | 2020-06-30 | 2022-01-17 | 株式会社三洋物産 | 遊技機 |
| CN112063352B (zh) * | 2020-09-08 | 2023-04-11 | 湖北回天新材料(宜城)有限公司 | 低气味无溶剂型双组分聚氨酯胶粘剂及其制备方法和应用 |
| JP7625914B2 (ja) * | 2021-03-17 | 2025-02-04 | 東ソー株式会社 | 反応硬化性ポリウレタン樹脂形成性組成物、該樹脂形成性組成物を用いた成形体、及びコーティング剤 |
| US20250304741A1 (en) * | 2022-04-15 | 2025-10-02 | Tosoh Corporation | Compound, method for producing same, composition, urethane resin, aqueous urethane resin dispersion, and coating agent |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4267120A (en) * | 1979-12-14 | 1981-05-12 | Texaco Development Corp. | Polyester polycarbonates |
| JP2007277507A (ja) * | 2006-03-15 | 2007-10-25 | Nippon Polyurethane Ind Co Ltd | ポリカーボネートポリオール及びその製造方法 |
| US20110123473A1 (en) * | 2009-11-26 | 2011-05-26 | Basf Se | Use of highly-branched polycarbonates in cosmetic and dermatological formulations |
| JP6135264B2 (ja) * | 2013-04-10 | 2017-05-31 | 三菱化学株式会社 | 熱安定性に優れたポリカーボネートジオールの製造方法 |
| KR101446443B1 (ko) | 2013-08-13 | 2014-10-07 | 아주대학교산학협력단 | 지방족 폴리카보네이트 및 이의 방향족 폴리에스터 공중합체로 구성된 매크로-폴리올 |
| JP6848381B2 (ja) | 2016-11-16 | 2021-03-24 | 東ソー株式会社 | 活性エネルギー線硬化型樹脂組成物 |
| WO2018117219A1 (ja) * | 2016-12-22 | 2018-06-28 | 三菱ケミカル株式会社 | ポリカーボネートポリオール及びポリウレタン |
| JP7459453B2 (ja) * | 2017-08-10 | 2024-04-02 | 三菱ケミカル株式会社 | ポリカーボネートポリオールの製造方法 |
-
2019
- 2019-01-11 JP JP2019003189A patent/JP7326743B2/ja active Active
-
2020
- 2020-01-09 WO PCT/JP2020/000487 patent/WO2020145352A1/ja not_active Ceased
-
2023
- 2023-07-10 JP JP2023112741A patent/JP7571823B2/ja active Active
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