JP2010538134A5 - - Google Patents
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- JP2010538134A5 JP2010538134A5 JP2010523473A JP2010523473A JP2010538134A5 JP 2010538134 A5 JP2010538134 A5 JP 2010538134A5 JP 2010523473 A JP2010523473 A JP 2010523473A JP 2010523473 A JP2010523473 A JP 2010523473A JP 2010538134 A5 JP2010538134 A5 JP 2010538134A5
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- JP
- Japan
- Prior art keywords
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- general formula
- unsubstituted
- formula
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- 229910018286 SbF 6 Inorganic materials 0.000 claims description 69
- 150000001875 compounds Chemical class 0.000 claims description 27
- -1 hexafluoroantimonate Chemical compound 0.000 claims description 27
- 125000003118 aryl group Chemical group 0.000 claims description 22
- 150000001450 anions Chemical class 0.000 claims description 18
- 238000002360 preparation method Methods 0.000 claims description 17
- 125000004400 (C1-C12) alkyl group Chemical group 0.000 claims description 16
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 16
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 16
- 239000003999 initiator Substances 0.000 claims description 13
- XWJBRBSPAODJER-UHFFFAOYSA-N 1,7-octadiene Chemical compound C=CCCCCC=C XWJBRBSPAODJER-UHFFFAOYSA-N 0.000 claims description 12
- 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 description 12
- 150000001768 cations Chemical class 0.000 claims description 12
- 239000003063 flame retardant Substances 0.000 claims description 12
- 125000003342 alkenyl group Chemical group 0.000 claims description 10
- QGHDLJAZIIFENW-UHFFFAOYSA-N 4-[1,1,1,3,3,3-hexafluoro-2-(4-hydroxy-3-prop-2-enylphenyl)propan-2-yl]-2-prop-2-enylphenol Chemical group C1=C(CC=C)C(O)=CC=C1C(C(F)(F)F)(C(F)(F)F)C1=CC=C(O)C(CC=C)=C1 QGHDLJAZIIFENW-UHFFFAOYSA-N 0.000 claims description 8
- 125000000304 alkynyl group Chemical group 0.000 claims description 8
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 claims description 8
- 150000003839 salts Chemical class 0.000 claims description 8
- VFTFKUDGYRBSAL-UHFFFAOYSA-N 15-crown-5 Chemical compound C1COCCOCCOCCOCCO1 VFTFKUDGYRBSAL-UHFFFAOYSA-N 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 6
- IZUPBVBPLAPZRR-UHFFFAOYSA-N pentachloro-phenol Natural products OC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl IZUPBVBPLAPZRR-UHFFFAOYSA-N 0.000 claims description 6
- 229920005989 resin Polymers 0.000 claims description 6
- 239000011347 resin Substances 0.000 claims description 6
- 239000003822 epoxy resin Substances 0.000 claims description 5
- 229920000647 polyepoxide Polymers 0.000 claims description 5
- LWNGJAHMBMVCJR-UHFFFAOYSA-N (2,3,4,5,6-pentafluorophenoxy)boronic acid Chemical compound OB(O)OC1=C(F)C(F)=C(F)C(F)=C1F LWNGJAHMBMVCJR-UHFFFAOYSA-N 0.000 claims description 4
- VYXHVRARDIDEHS-UHFFFAOYSA-N 1,5-cyclooctadiene Chemical compound C1CC=CCCC=C1 VYXHVRARDIDEHS-UHFFFAOYSA-N 0.000 claims description 4
- 239000004912 1,5-cyclooctadiene Substances 0.000 claims description 4
- 229910017008 AsF 6 Inorganic materials 0.000 claims description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 4
- HFKJQIJFRMRSKM-UHFFFAOYSA-N [3,5-bis(trifluoromethyl)phenoxy]boronic acid Chemical compound OB(O)OC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 HFKJQIJFRMRSKM-UHFFFAOYSA-N 0.000 claims description 4
- 125000004450 alkenylene group Chemical group 0.000 claims description 4
- 125000002947 alkylene group Chemical group 0.000 claims description 4
- 125000000732 arylene group Chemical group 0.000 claims description 4
- 125000002993 cycloalkylene group Chemical group 0.000 claims description 4
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 claims description 4
- LTYMSROWYAPPGB-UHFFFAOYSA-N diphenyl sulfide Chemical compound C=1C=CC=CC=1SC1=CC=CC=C1 LTYMSROWYAPPGB-UHFFFAOYSA-N 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- 150000004761 hexafluorosilicates Chemical class 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 4
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 4
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 4
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 4
- ITMCEJHCFYSIIV-UHFFFAOYSA-M triflate Chemical compound [O-]S(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-M 0.000 claims description 4
- 229920001187 thermosetting polymer Polymers 0.000 claims description 3
- ZOLLIQAKMYWTBR-FFWAUJBHSA-N (1e,5e,9e)-cyclododeca-1,5,9-triene Chemical compound C/1C\C=C\CC\C=C\CC\C=C\1 ZOLLIQAKMYWTBR-FFWAUJBHSA-N 0.000 claims description 2
- RRKODOZNUZCUBN-CCAGOZQPSA-N (1z,3z)-cycloocta-1,3-diene Chemical compound C1CC\C=C/C=C\C1 RRKODOZNUZCUBN-CCAGOZQPSA-N 0.000 claims description 2
- YYGNTYWPHWGJRM-UHFFFAOYSA-N (6E,10E,14E,18E)-2,6,10,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaene Chemical compound CC(C)=CCCC(C)=CCCC(C)=CCCC=C(C)CCC=C(C)CCC=C(C)C YYGNTYWPHWGJRM-UHFFFAOYSA-N 0.000 claims description 2
- ILPBINAXDRFYPL-HWKANZROSA-N (E)-2-octene Chemical compound CCCCC\C=C\C ILPBINAXDRFYPL-HWKANZROSA-N 0.000 claims description 2
- PRBHEGAFLDMLAL-UHFFFAOYSA-N 1,5-Hexadiene Natural products CC=CCC=C PRBHEGAFLDMLAL-UHFFFAOYSA-N 0.000 claims description 2
- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 claims description 2
- XEZNGIUYQVAUSS-UHFFFAOYSA-N 18-crown-6 Chemical compound C1COCCOCCOCCOCCOCCO1 XEZNGIUYQVAUSS-UHFFFAOYSA-N 0.000 claims description 2
- STMDPCBYJCIZOD-UHFFFAOYSA-N 2-(2,4-dinitroanilino)-4-methylpentanoic acid Chemical compound CC(C)CC(C(O)=O)NC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O STMDPCBYJCIZOD-UHFFFAOYSA-N 0.000 claims description 2
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 claims description 2
- 125000000041 C6-C10 aryl group Chemical group 0.000 claims description 2
- BHEOSNUKNHRBNM-UHFFFAOYSA-N Tetramethylsqualene Natural products CC(=C)C(C)CCC(=C)C(C)CCC(C)=CCCC=C(C)CCC(C)C(=C)CCC(C)C(C)=C BHEOSNUKNHRBNM-UHFFFAOYSA-N 0.000 claims description 2
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- 125000002252 acyl group Chemical group 0.000 claims description 2
- 229940000489 arsenate Drugs 0.000 claims description 2
- FYGUSUBEMUKACF-UHFFFAOYSA-N bicyclo[2.2.1]hept-2-ene-5-carboxylic acid Chemical compound C1C2C(C(=O)O)CC1C=C2 FYGUSUBEMUKACF-UHFFFAOYSA-N 0.000 claims description 2
- 125000003262 carboxylic acid ester group Chemical group [H]C([H])([*:2])OC(=O)C([H])([H])[*:1] 0.000 claims description 2
- 125000002843 carboxylic acid group Chemical group 0.000 claims description 2
- ZOLLIQAKMYWTBR-RYMQXAEESA-N cyclododecatriene Chemical compound C/1C\C=C\CC\C=C/CC\C=C\1 ZOLLIQAKMYWTBR-RYMQXAEESA-N 0.000 claims description 2
- HYPABJGVBDSCIT-UPHRSURJSA-N cyclododecene Chemical compound C1CCCCC\C=C/CCCC1 HYPABJGVBDSCIT-UPHRSURJSA-N 0.000 claims description 2
- CHVJITGCYZJHLR-UHFFFAOYSA-N cyclohepta-1,3,5-triene Chemical compound C1C=CC=CC=C1 CHVJITGCYZJHLR-UHFFFAOYSA-N 0.000 claims description 2
- MGNZXYYWBUKAII-UHFFFAOYSA-N cyclohexa-1,3-diene Chemical compound C1CC=CC=C1 MGNZXYYWBUKAII-UHFFFAOYSA-N 0.000 claims description 2
- KDUIUFJBNGTBMD-VXMYFEMYSA-N cyclooctatetraene Chemical compound C1=C\C=C/C=C\C=C1 KDUIUFJBNGTBMD-VXMYFEMYSA-N 0.000 claims description 2
- URYYVOIYTNXXBN-UPHRSURJSA-N cyclooctene Chemical compound C1CCC\C=C/CC1 URYYVOIYTNXXBN-UPHRSURJSA-N 0.000 claims description 2
- 239000004913 cyclooctene Substances 0.000 claims description 2
- NLDGJRWPPOSWLC-UHFFFAOYSA-N deca-1,9-diene Chemical compound C=CCCCCCCC=C NLDGJRWPPOSWLC-UHFFFAOYSA-N 0.000 claims description 2
- 125000005520 diaryliodonium group Chemical group 0.000 claims description 2
- PRAKJMSDJKAYCZ-UHFFFAOYSA-N dodecahydrosqualene Natural products CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 claims description 2
- 238000009472 formulation Methods 0.000 claims description 2
- PYGSKMBEVAICCR-UHFFFAOYSA-N hexa-1,5-diene Chemical compound C=CCCC=C PYGSKMBEVAICCR-UHFFFAOYSA-N 0.000 claims description 2
- 239000003446 ligand Substances 0.000 claims description 2
- 239000002184 metal Substances 0.000 claims description 2
- SJYNFBVQFBRSIB-UHFFFAOYSA-N norbornadiene Chemical compound C1=CC2C=CC1C2 SJYNFBVQFBRSIB-UHFFFAOYSA-N 0.000 claims description 2
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 2
- KHUXNRRPPZOJPT-UHFFFAOYSA-N phenoxy radical Chemical compound O=C1C=C[CH]C=C1 KHUXNRRPPZOJPT-UHFFFAOYSA-N 0.000 claims description 2
- HXITXNWTGFUOAU-UHFFFAOYSA-N phenylboronic acid Chemical class OB(O)C1=CC=CC=C1 HXITXNWTGFUOAU-UHFFFAOYSA-N 0.000 claims description 2
- 239000004334 sorbic acid Substances 0.000 claims description 2
- 229940031439 squalene Drugs 0.000 claims description 2
- TUHBEKDERLKLEC-UHFFFAOYSA-N squalene Natural products CC(=CCCC(=CCCC(=CCCC=C(/C)CCC=C(/C)CC=C(C)C)C)C)C TUHBEKDERLKLEC-UHFFFAOYSA-N 0.000 claims description 2
- 229940071182 stannate Drugs 0.000 claims description 2
- 238000001029 thermal curing Methods 0.000 claims description 2
- 125000005409 triarylsulfonium group Chemical group 0.000 claims description 2
- 229940075582 sorbic acid Drugs 0.000 claims 1
- 235000010199 sorbic acid Nutrition 0.000 claims 1
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- 239000002131 composite material Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000007789 sealing Methods 0.000 description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 229910052787 antimony Inorganic materials 0.000 description 1
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000001723 curing Methods 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102007041988A DE102007041988A1 (de) | 2007-09-05 | 2007-09-05 | Flammhemmende Additive |
| PCT/EP2008/061105 WO2009030604A2 (de) | 2007-09-05 | 2008-08-26 | Flammhemmende additive |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2010538134A JP2010538134A (ja) | 2010-12-09 |
| JP2010538134A5 true JP2010538134A5 (enExample) | 2011-10-13 |
Family
ID=40110948
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010523473A Pending JP2010538134A (ja) | 2007-09-05 | 2008-08-26 | 難燃性添加剤 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US20100160476A1 (enExample) |
| EP (1) | EP2185643B1 (enExample) |
| JP (1) | JP2010538134A (enExample) |
| KR (1) | KR20100049635A (enExample) |
| CN (1) | CN102015869A (enExample) |
| AT (1) | ATE543865T1 (enExample) |
| DE (1) | DE102007041988A1 (enExample) |
| WO (1) | WO2009030604A2 (enExample) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102009001855A1 (de) | 2009-03-25 | 2010-09-30 | Henkel Ag & Co. Kgaa | Verfahren zur Herstellung eines faserhaltigen Verbundwerkstoffs |
| US20110039467A1 (en) * | 2009-08-11 | 2011-02-17 | H&C Chemical | Ionic liquid flame retardants |
| US9412921B2 (en) | 2012-11-20 | 2016-08-09 | Industrial Technology Research Institute | Module structure |
| CA2912291A1 (en) * | 2014-12-01 | 2016-06-01 | Dow Global Technologies Llc | Sorbic acid ester composition |
| CN104530794A (zh) * | 2014-12-23 | 2015-04-22 | 姜云华 | 非膨胀型乳胶防火涂料 |
| EP3150649A1 (en) * | 2015-09-29 | 2017-04-05 | Henkel AG & Co. KGaA | Co-initator system for resin compositions |
| CN105273324A (zh) * | 2015-11-24 | 2016-01-27 | 宁夏润龙包装新材料股份有限公司 | 一种用于高灼热丝的阻燃剂及其制备方法 |
| CN108084666A (zh) * | 2016-11-21 | 2018-05-29 | 江苏宇之源新能源科技有限公司 | 一种改进的五金电器的面板材料 |
| US11794506B2 (en) | 2019-08-27 | 2023-10-24 | Hewlett-Packard Development Company, L.P. | Coating composition and printable medium |
| CN119674089A (zh) * | 2024-12-04 | 2025-03-21 | 江苏正力新能电池技术股份有限公司 | 一种复合集流体及其制备方法和应用 |
Family Cites Families (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3309425A (en) | 1963-07-30 | 1967-03-14 | American Cyanamid Co | Thermoplastic resins containing phosphonium salts as flame-retardant agents |
| GB1512982A (en) * | 1974-05-02 | 1978-06-01 | Gen Electric | Salts |
| US4279717A (en) * | 1979-08-03 | 1981-07-21 | General Electric Company | Ultraviolet curable epoxy silicone coating compositions |
| JPS61213217A (ja) * | 1985-03-19 | 1986-09-22 | Nippon Soda Co Ltd | 封着用光硬化性組成物 |
| GB8702055D0 (en) | 1987-01-30 | 1987-03-04 | Albright & Wilson | Wood treatment process |
| US4812144A (en) | 1987-07-07 | 1989-03-14 | Burlington Industries, Inc. | Flame-resistant nylon/cotton fabric and process for production thereof |
| JP2757938B2 (ja) * | 1987-09-14 | 1998-05-25 | 日東電工株式会社 | 半導体装置 |
| GB9222190D0 (en) | 1992-10-22 | 1992-12-02 | Albright & Wilson | Flame retardant and water resistant treatment of fabrics |
| EP0742261B1 (en) | 1995-04-10 | 2000-08-02 | Shin-Etsu Chemical Co., Ltd. | Semiconductor encapsulating epoxy resin compositions suitable for semiconductor encapsulation, their manufacture and use, semiconductor devices encapsulated therewith |
| US5877229A (en) | 1995-07-26 | 1999-03-02 | Lockheed Martin Energy Systems, Inc. | High energy electron beam curing of epoxy resin systems incorporating cationic photoinitiators |
| JP2000169557A (ja) * | 1998-12-03 | 2000-06-20 | Toshiba Chem Corp | エポキシ樹脂組成物および半導体封止装置 |
| US6030553A (en) * | 1999-04-01 | 2000-02-29 | Industrial Technology Research Institute | Polymer thick film resistor pastes |
| JP4324820B2 (ja) | 1999-04-07 | 2009-09-02 | 東洋紡績株式会社 | 難燃性および抗菌性に優れるポリエステル系繊維 |
| JP2001288352A (ja) | 2000-04-03 | 2001-10-16 | Teijin Ltd | 難燃性ポリカーボネート組成物および成形物 |
| JP4397575B2 (ja) * | 2002-07-03 | 2010-01-13 | 日亜化学工業株式会社 | 新規ホスホニウム化合物およびそれを含有する熱硬化性樹脂組成物 |
| US7329480B2 (en) * | 2002-08-30 | 2008-02-12 | Toyo Gosei Co., Ltd. | Radiation-sensitive negative-type resist composition for pattern formation method |
| JP4085773B2 (ja) * | 2002-10-23 | 2008-05-14 | 日亜化学工業株式会社 | 熱硬化性樹脂組成物およびそれを硬化して得られる硬化物 |
| JP4288940B2 (ja) * | 2002-12-06 | 2009-07-01 | 日亜化学工業株式会社 | エポキシ樹脂組成物 |
| DE10304344B4 (de) | 2003-02-03 | 2015-09-10 | Basf Se | Flammgeschützte Polyurethane |
| US20040166241A1 (en) * | 2003-02-20 | 2004-08-26 | Henkel Loctite Corporation | Molding compositions containing quaternary organophosphonium salts |
| US6936646B2 (en) * | 2003-04-30 | 2005-08-30 | Henkel Corporation | Flame-retardant molding compositions |
| JP2005054060A (ja) * | 2003-08-04 | 2005-03-03 | Hokko Chem Ind Co Ltd | 熱硬化性エポキシ樹脂用硬化促進剤および高温熱硬化用潜在型エポキシ樹脂組成物 |
| DE102006057142A1 (de) * | 2006-12-01 | 2008-06-05 | Henkel Kgaa | Metallverbindungen als Initiatoren |
-
2007
- 2007-09-05 DE DE102007041988A patent/DE102007041988A1/de not_active Ceased
-
2008
- 2008-08-26 AT AT08787457T patent/ATE543865T1/de active
- 2008-08-26 WO PCT/EP2008/061105 patent/WO2009030604A2/de not_active Ceased
- 2008-08-26 JP JP2010523473A patent/JP2010538134A/ja active Pending
- 2008-08-26 KR KR1020107004912A patent/KR20100049635A/ko not_active Withdrawn
- 2008-08-26 EP EP08787457A patent/EP2185643B1/de not_active Not-in-force
- 2008-08-26 CN CN200880105891XA patent/CN102015869A/zh active Pending
-
2010
- 2010-03-05 US US12/718,035 patent/US20100160476A1/en not_active Abandoned
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