JP2020527619A5 - - Google Patents
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- Publication number
- JP2020527619A5 JP2020527619A5 JP2019572739A JP2019572739A JP2020527619A5 JP 2020527619 A5 JP2020527619 A5 JP 2020527619A5 JP 2019572739 A JP2019572739 A JP 2019572739A JP 2019572739 A JP2019572739 A JP 2019572739A JP 2020527619 A5 JP2020527619 A5 JP 2020527619A5
- Authority
- JP
- Japan
- Prior art keywords
- isocyanate
- sulfur
- reactive
- brominated
- alcohol
- 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
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- 239000000203 mixture Substances 0.000 claims 39
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 35
- 229910052717 sulfur Inorganic materials 0.000 claims 35
- 239000011593 sulfur Substances 0.000 claims 35
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 claims 30
- 150000001875 compounds Chemical class 0.000 claims 20
- 239000003063 flame retardant Substances 0.000 claims 17
- WMKYSVJWQJOFAN-IWQZZHSRSA-N (z)-2,3-dibromoprop-2-en-1-ol Chemical compound OC\C(Br)=C\Br WMKYSVJWQJOFAN-IWQZZHSRSA-N 0.000 claims 16
- 150000004984 aromatic diamines Chemical class 0.000 claims 15
- 238000009472 formulation Methods 0.000 claims 15
- QEJPOEGPNIVDMK-UHFFFAOYSA-N 3-bromo-2,2-bis(bromomethyl)propan-1-ol Chemical compound OCC(CBr)(CBr)CBr QEJPOEGPNIVDMK-UHFFFAOYSA-N 0.000 claims 10
- 125000003118 aryl group Chemical group 0.000 claims 10
- BWGNESOTFCXPMA-UHFFFAOYSA-N Dihydrogen disulfide Chemical compound SS BWGNESOTFCXPMA-UHFFFAOYSA-N 0.000 claims 8
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical class O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 claims 7
- 229920005830 Polyurethane Foam Polymers 0.000 claims 5
- -1 brominated aromatic diester diol Chemical class 0.000 claims 5
- 239000012802 nanoclay Substances 0.000 claims 5
- 229920005862 polyol Polymers 0.000 claims 5
- 150000003077 polyols Chemical class 0.000 claims 5
- 239000011496 polyurethane foam Substances 0.000 claims 5
- 238000000034 method Methods 0.000 claims 4
- KVMPUXDNESXNOH-UHFFFAOYSA-N tris(1-chloropropan-2-yl) phosphate Chemical compound ClCC(C)OP(=O)(OC(C)CCl)OC(C)CCl KVMPUXDNESXNOH-UHFFFAOYSA-N 0.000 claims 4
- CHUGKEQJSLOLHL-UHFFFAOYSA-N 2,2-Bis(bromomethyl)propane-1,3-diol Chemical compound OCC(CO)(CBr)CBr CHUGKEQJSLOLHL-UHFFFAOYSA-N 0.000 claims 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims 3
- 150000002019 disulfides Chemical class 0.000 claims 3
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 claims 2
- 239000004604 Blowing Agent Substances 0.000 claims 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 2
- REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical compound CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 claims 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 2
- 229910052794 bromium Inorganic materials 0.000 claims 2
- 239000003054 catalyst Substances 0.000 claims 2
- 229920001228 polyisocyanate Polymers 0.000 claims 2
- 239000005056 polyisocyanate Substances 0.000 claims 2
- 239000004094 surface-active agent Substances 0.000 claims 2
- LDTMPQQAWUMPKS-OWOJBTEDSA-N (e)-1-chloro-3,3,3-trifluoroprop-1-ene Chemical compound FC(F)(F)\C=C\Cl LDTMPQQAWUMPKS-OWOJBTEDSA-N 0.000 claims 1
- QRFALSDGOMLVIR-UHFFFAOYSA-N 1,2,3,4-tetrabromobenzene Chemical compound BrC1=CC=C(Br)C(Br)=C1Br QRFALSDGOMLVIR-UHFFFAOYSA-N 0.000 claims 1
- KYNFOMQIXZUKRK-UHFFFAOYSA-N 2,2'-dithiodiethanol Chemical compound OCCSSCCO KYNFOMQIXZUKRK-UHFFFAOYSA-N 0.000 claims 1
- BXGYYDRIMBPOMN-UHFFFAOYSA-N 2-(hydroxymethoxy)ethoxymethanol Chemical compound OCOCCOCO BXGYYDRIMBPOMN-UHFFFAOYSA-N 0.000 claims 1
- TXDBDYPHJXUHEO-UHFFFAOYSA-N 2-methyl-4,6-bis(methylsulfanyl)benzene-1,3-diamine Chemical compound CSC1=CC(SC)=C(N)C(C)=C1N TXDBDYPHJXUHEO-UHFFFAOYSA-N 0.000 claims 1
- AOFIWCXMXPVSAZ-UHFFFAOYSA-N 4-methyl-2,6-bis(methylsulfanyl)benzene-1,3-diamine Chemical compound CSC1=CC(C)=C(N)C(SC)=C1N AOFIWCXMXPVSAZ-UHFFFAOYSA-N 0.000 claims 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- 229910019142 PO4 Inorganic materials 0.000 claims 1
- 239000004721 Polyphenylene oxide Substances 0.000 claims 1
- QHWKHLYUUZGSCW-UHFFFAOYSA-N Tetrabromophthalic anhydride Chemical compound BrC1=C(Br)C(Br)=C2C(=O)OC(=O)C2=C1Br QHWKHLYUUZGSCW-UHFFFAOYSA-N 0.000 claims 1
- 239000007983 Tris buffer Substances 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- 239000004088 foaming agent Substances 0.000 claims 1
- 239000000446 fuel Substances 0.000 claims 1
- 239000012948 isocyanate Substances 0.000 claims 1
- 150000002513 isocyanates Chemical class 0.000 claims 1
- 238000012986 modification Methods 0.000 claims 1
- 230000004048 modification Effects 0.000 claims 1
- MSSNHSVIGIHOJA-UHFFFAOYSA-N pentafluoropropane Chemical compound FC(F)CC(F)(F)F MSSNHSVIGIHOJA-UHFFFAOYSA-N 0.000 claims 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims 1
- 239000010452 phosphate Substances 0.000 claims 1
- 229920005906 polyester polyol Polymers 0.000 claims 1
- 229920000570 polyether Polymers 0.000 claims 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
Applications Claiming Priority (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201762525596P | 2017-06-27 | 2017-06-27 | |
| US62/525,596 | 2017-06-27 | ||
| US201762564522P | 2017-09-28 | 2017-09-28 | |
| US62/564,522 | 2017-09-28 | ||
| US201762608206P | 2017-12-20 | 2017-12-20 | |
| US62/608,206 | 2017-12-20 | ||
| PCT/US2018/039562 WO2019005837A1 (en) | 2017-06-27 | 2018-06-26 | FLAME RETARDED POLYURETHANE FOAM |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2020527619A JP2020527619A (ja) | 2020-09-10 |
| JP2020527619A5 true JP2020527619A5 (https=) | 2021-07-26 |
| JP7157088B2 JP7157088B2 (ja) | 2022-10-19 |
Family
ID=62952400
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2019572739A Active JP7157088B2 (ja) | 2017-06-27 | 2018-06-26 | 難燃性ポリウレタンフォーム |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US11897993B2 (https=) |
| EP (1) | EP3645595A1 (https=) |
| JP (1) | JP7157088B2 (https=) |
| KR (1) | KR102577833B1 (https=) |
| CN (1) | CN110799563B (https=) |
| AU (1) | AU2018290799B2 (https=) |
| CA (1) | CA3066651A1 (https=) |
| IL (1) | IL271614B (https=) |
| MX (2) | MX2019015445A (https=) |
| SG (1) | SG11201912496VA (https=) |
| TW (1) | TWI782048B (https=) |
| WO (1) | WO2019005837A1 (https=) |
Families Citing this family (18)
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| US11970570B2 (en) | 2017-09-28 | 2024-04-30 | Albemarle Corporation | Brominated flame retardant and its application in polyurethane foams |
| WO2020139742A1 (en) | 2018-12-27 | 2020-07-02 | Albemarle Corporation | Brominated flame retardants and polyurethanes containing the same |
| US11087161B2 (en) | 2019-01-25 | 2021-08-10 | Gracenote, Inc. | Methods and systems for determining accuracy of sport-related information extracted from digital video frames |
| US20220267510A1 (en) * | 2019-07-12 | 2022-08-25 | Dow Global Technologies Llc | Polyurethane foam with improved combustion behavior |
| TWI912265B (zh) | 2019-11-18 | 2026-01-21 | 美商亞比馬利股份有限公司 | 電池電解質用阻燃劑 |
| EP4062474A1 (en) * | 2019-11-18 | 2022-09-28 | Albemarle Corporation | Flame retardants for lithium batteries |
| JP2022042419A (ja) * | 2020-09-02 | 2022-03-14 | 積水ソフランウイズ株式会社 | 発泡性ウレタン樹脂組成物及びポリウレタン発泡体 |
| JP7579100B2 (ja) * | 2020-09-29 | 2024-11-07 | 積水化学工業株式会社 | 難燃性ウレタン樹脂組成物 |
| CN112266760B (zh) * | 2020-10-26 | 2021-07-30 | 山东益丰生化环保股份有限公司 | 一种含硫聚氨酯的复合阻燃型胶粘剂的制备方法 |
| JP2022175950A (ja) * | 2021-05-14 | 2022-11-25 | 積水化学工業株式会社 | 発泡性ウレタン樹脂組成物及びポリウレタン発泡体 |
| CN116239745B (zh) * | 2021-12-08 | 2025-07-22 | 江苏长顺高分子材料研究院有限公司 | 硬质聚氨酯材料及其制备方法与应用 |
| US20230406988A1 (en) * | 2022-06-21 | 2023-12-21 | Ford Motor Company | Method for using disulfide reactive chemical on polyurethane foam to improve reprocessability in hot press process with superior recycling rate |
| KR102638208B1 (ko) * | 2023-01-25 | 2024-02-19 | 추강길 | 스프레이용 준불연성 폴리우레탄 폼 조성물 |
| US11927301B1 (en) | 2023-05-23 | 2024-03-12 | Gerald R. Gray | System and method for reinforcing an existing wall structure to support hanging a load from the wall using a solidifiable fire-retardant composition |
| KR102722523B1 (ko) | 2023-11-23 | 2024-10-29 | 주식회사 케미폴리오 | 카다놀 기반 폴리올을 활용한 난연성을 구현하는 무발포제 폴리우레탄 폼 조성물 및 이를 이용한 폴리우레탄 폼 |
| KR102722526B1 (ko) | 2023-11-23 | 2024-10-29 | 주식회사 케미폴리오 | 바이오매스 물질인 카다놀 기반 폴리올 합성 방법과 이 방법에 의해 합성된 폴리올 및 이를 이용한 난연성을 구현하는 무발포제 폴리우레탄 폼 조성물 |
| KR102770748B1 (ko) | 2023-11-23 | 2025-02-21 | 주식회사 케미폴리오 | 친환경 물질인 카다놀 기반 폴리올을 활용하여 난연성을 구현하는 무발포제 폴리우레탄 폼 조성물 및 이를 이용한 폴리우레탄 폼 |
| KR102722522B1 (ko) | 2023-11-23 | 2024-10-29 | 주식회사 케미폴리오 | 카다놀 기반 폴리올을 활용한 난연성을 구현하는 무발포제 폴리우레탄 폼 조성물 및 이를 이용한 폴리우레탄 폼 |
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| JP6942139B2 (ja) * | 2015-11-13 | 2021-09-29 | アイシーエル‐アイピー・アメリカ・インコーポレイテッドＩｃｌ‐Ｉｐ Ａｍｅｒｉｃａ Ｉｎｃ． | ポリウレタンフォームおよびポリイソシアヌレートフォームのための反応性難燃剤 |
| CN105837781A (zh) * | 2016-04-19 | 2016-08-10 | 滁州环球聚氨酯科技有限公司 | 一种高强度聚氨酯复合材料 |
| CN105906779A (zh) * | 2016-04-19 | 2016-08-31 | 滁州环球聚氨酯科技有限公司 | 一种高强阻燃改性聚氨酯复合材料 |
| CN105860505A (zh) * | 2016-04-19 | 2016-08-17 | 滁州环球聚氨酯科技有限公司 | 一种高阻燃改性聚氨酯复合材料的制备方法 |
| CN106380600A (zh) | 2016-09-14 | 2017-02-08 | 郑州峰泰纳米材料有限公司 | 柔性聚酰亚胺泡沫的制备方法 |
| CN106280451A (zh) | 2016-09-14 | 2017-01-04 | 郑州峰泰纳米材料有限公司 | 硬质聚酰亚胺泡沫的制备方法 |
| CN106317873A (zh) | 2016-09-14 | 2017-01-11 | 郑州峰泰纳米材料有限公司 | 高强度聚酰亚胺泡沫的制备方法 |
| WO2018111750A1 (en) * | 2016-12-15 | 2018-06-21 | Dow Global Technologies Llc | Polyurethane product with sulfur-containing polyester polyol |
| WO2019007937A1 (de) * | 2017-07-05 | 2019-01-10 | Basf Se | Schwefelhaltige polyesterpolyole, deren herstellung und verwendung |
| US11970570B2 (en) | 2017-09-28 | 2024-04-30 | Albemarle Corporation | Brominated flame retardant and its application in polyurethane foams |
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2018
- 2018-06-26 AU AU2018290799A patent/AU2018290799B2/en active Active
- 2018-06-26 KR KR1020197038661A patent/KR102577833B1/ko active Active
- 2018-06-26 CN CN201880043612.5A patent/CN110799563B/zh active Active
- 2018-06-26 WO PCT/US2018/039562 patent/WO2019005837A1/en not_active Ceased
- 2018-06-26 MX MX2019015445A patent/MX2019015445A/es unknown
- 2018-06-26 CA CA3066651A patent/CA3066651A1/en active Pending
- 2018-06-26 EP EP18742881.8A patent/EP3645595A1/en active Pending
- 2018-06-26 US US16/625,117 patent/US11897993B2/en active Active
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- 2018-06-26 JP JP2019572739A patent/JP7157088B2/ja active Active
- 2018-06-27 TW TW107122139A patent/TWI782048B/zh active
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