CN105111687A - 一种无卤环氧树脂阻燃剂及其制备方法 - Google Patents
一种无卤环氧树脂阻燃剂及其制备方法 Download PDFInfo
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- CN105111687A CN105111687A CN201510550549.2A CN201510550549A CN105111687A CN 105111687 A CN105111687 A CN 105111687A CN 201510550549 A CN201510550549 A CN 201510550549A CN 105111687 A CN105111687 A CN 105111687A
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- 238000002360 preparation method Methods 0.000 title claims abstract description 30
- 239000003063 flame retardant Substances 0.000 title claims abstract description 17
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- 229920000647 polyepoxide Polymers 0.000 title abstract description 19
- 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 title abstract description 9
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 31
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 claims abstract description 16
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims abstract description 15
- CTKINSOISVBQLD-UHFFFAOYSA-N Glycidol Chemical compound OCC1CO1 CTKINSOISVBQLD-UHFFFAOYSA-N 0.000 claims abstract description 10
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- 238000006243 chemical reaction Methods 0.000 claims description 20
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- 239000002904 solvent Substances 0.000 claims description 15
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 12
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 12
- 239000007789 gas Substances 0.000 claims description 11
- 229940059574 pentaerithrityl Drugs 0.000 claims description 11
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 8
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 8
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 8
- -1 pentaerythrite diphosphate ester Chemical class 0.000 claims description 8
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 6
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 claims description 6
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 6
- RLOWWWKZYUNIDI-UHFFFAOYSA-N phosphinic chloride Chemical compound ClP=O RLOWWWKZYUNIDI-UHFFFAOYSA-N 0.000 claims description 5
- 239000000126 substance Substances 0.000 claims description 5
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 claims description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- 230000015572 biosynthetic process Effects 0.000 claims description 4
- 239000000203 mixture Substances 0.000 claims description 4
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- GSNUFIFRDBKVIE-UHFFFAOYSA-N DMF Natural products CC1=CC=C(C)O1 GSNUFIFRDBKVIE-UHFFFAOYSA-N 0.000 claims description 2
- 229910052786 argon Inorganic materials 0.000 claims description 2
- 238000004140 cleaning Methods 0.000 claims description 2
- 239000001177 diphosphate Substances 0.000 claims description 2
- 235000011180 diphosphates Nutrition 0.000 claims description 2
- 239000001307 helium Substances 0.000 claims description 2
- 229910052734 helium Inorganic materials 0.000 claims description 2
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 claims description 2
- 238000010025 steaming Methods 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- 230000000694 effects Effects 0.000 abstract description 5
- 238000004519 manufacturing process Methods 0.000 abstract description 2
- 150000001875 compounds Chemical class 0.000 abstract 3
- KEQXNNJHMWSZHK-UHFFFAOYSA-L 1,3,2,4$l^{2}-dioxathiaplumbetane 2,2-dioxide Chemical compound [Pb+2].[O-]S([O-])(=O)=O KEQXNNJHMWSZHK-UHFFFAOYSA-L 0.000 abstract 1
- 230000009286 beneficial effect Effects 0.000 abstract 1
- 125000003700 epoxy group Chemical group 0.000 abstract 1
- 239000011261 inert gas Substances 0.000 abstract 1
- OXMKRYBQXKJXBT-UHFFFAOYSA-N phosphono dihydrogen phosphate hydrochloride Chemical compound OP(O)(=O)OP(=O)(O)O.Cl OXMKRYBQXKJXBT-UHFFFAOYSA-N 0.000 abstract 1
- 238000002390 rotary evaporation Methods 0.000 abstract 1
- 238000005406 washing Methods 0.000 abstract 1
- 238000010792 warming Methods 0.000 description 7
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 5
- 229910052736 halogen Inorganic materials 0.000 description 5
- 150000002367 halogens Chemical class 0.000 description 5
- 229910052698 phosphorus Inorganic materials 0.000 description 5
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- 238000010189 synthetic method Methods 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 2
- 235000019504 cigarettes Nutrition 0.000 description 2
- 238000002485 combustion reaction Methods 0.000 description 2
- 231100000053 low toxicity Toxicity 0.000 description 2
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- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- DHXVGJBLRPWPCS-UHFFFAOYSA-N Tetrahydropyran Chemical compound C1CCOCC1 DHXVGJBLRPWPCS-UHFFFAOYSA-N 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
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- 150000001649 bromium compounds Chemical class 0.000 description 1
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- 229910052793 cadmium Inorganic materials 0.000 description 1
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- 231100000357 carcinogen Toxicity 0.000 description 1
- 239000003183 carcinogenic agent Substances 0.000 description 1
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- 239000011651 chromium Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical group C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 239000012776 electronic material Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
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- 231100001261 hazardous Toxicity 0.000 description 1
- 239000000383 hazardous chemical Substances 0.000 description 1
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 description 1
- 229910000042 hydrogen bromide Inorganic materials 0.000 description 1
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- 238000009413 insulation Methods 0.000 description 1
- 238000003475 lamination Methods 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 238000004377 microelectronic Methods 0.000 description 1
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- 229920013657 polymer matrix composite Polymers 0.000 description 1
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- DXZMANYCMVCPIM-UHFFFAOYSA-L zinc;diethylphosphinate Chemical compound [Zn+2].CCP([O-])(=O)CC.CCP([O-])(=O)CC DXZMANYCMVCPIM-UHFFFAOYSA-L 0.000 description 1
Abstract
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Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN105440291A (zh) * | 2015-12-04 | 2016-03-30 | 沈阳化工大学 | 一种硼氮磷一体的聚合型阻燃剂及其制备方法 |
CN106117516A (zh) * | 2016-07-13 | 2016-11-16 | 沈阳化工大学 | 一种环氧树脂改性胺类阻燃固化剂及其制备方法 |
CN107353438A (zh) * | 2017-07-20 | 2017-11-17 | 沈阳化工大学 | 一种含磷、氮阻燃剂及其制备方法 |
CN109369957A (zh) * | 2018-11-20 | 2019-02-22 | 华南理工大学 | 一种兼具紫外吸收和阻燃双功能的磷系阻燃剂及制备与应用 |
CN111319332A (zh) * | 2020-04-13 | 2020-06-23 | 安徽松泰包装材料有限公司 | 一种多层复合膜 |
CN112321800A (zh) * | 2020-06-16 | 2021-02-05 | 台州耘智科技有限公司 | 一种阻燃环氧树脂的制备方法 |
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CN1233262A (zh) * | 1996-09-26 | 1999-10-27 | 西门子公司 | 环氧树脂混合物 |
JP2002212403A (ja) * | 2001-01-19 | 2002-07-31 | Teijin Chem Ltd | 難燃性樹脂組成物及びそれからの成形品 |
WO2003006472A1 (en) * | 2001-07-11 | 2003-01-23 | Doobon, Inc. | Method for manufacturing dicyclic phosphorus melamine compounds having superior fire retardancy and fire retardant material using thereof |
CN103304819A (zh) * | 2013-06-25 | 2013-09-18 | 吉林化工学院 | 一种含磷环氧树脂阻燃剂及其制备方法 |
CN104226216A (zh) * | 2014-08-22 | 2014-12-24 | 惠州学院 | 一种反应型阻燃环氧树脂微胶囊及其制备方法 |
CN104788647A (zh) * | 2015-04-02 | 2015-07-22 | 沈阳化工大学 | 一种含磷的环氧树脂胺类固化剂及其制备方法 |
CN104817685A (zh) * | 2015-03-25 | 2015-08-05 | 沈阳化工大学 | 一种含磷、氮反应型环氧树脂阻燃固化剂及其制备方法 |
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2015
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CN1233262A (zh) * | 1996-09-26 | 1999-10-27 | 西门子公司 | 环氧树脂混合物 |
JP2002212403A (ja) * | 2001-01-19 | 2002-07-31 | Teijin Chem Ltd | 難燃性樹脂組成物及びそれからの成形品 |
WO2003006472A1 (en) * | 2001-07-11 | 2003-01-23 | Doobon, Inc. | Method for manufacturing dicyclic phosphorus melamine compounds having superior fire retardancy and fire retardant material using thereof |
CN103304819A (zh) * | 2013-06-25 | 2013-09-18 | 吉林化工学院 | 一种含磷环氧树脂阻燃剂及其制备方法 |
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CN104817685A (zh) * | 2015-03-25 | 2015-08-05 | 沈阳化工大学 | 一种含磷、氮反应型环氧树脂阻燃固化剂及其制备方法 |
CN104788647A (zh) * | 2015-04-02 | 2015-07-22 | 沈阳化工大学 | 一种含磷的环氧树脂胺类固化剂及其制备方法 |
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Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN105440291A (zh) * | 2015-12-04 | 2016-03-30 | 沈阳化工大学 | 一种硼氮磷一体的聚合型阻燃剂及其制备方法 |
CN105440291B (zh) * | 2015-12-04 | 2018-06-19 | 沈阳化工大学 | 一种硼氮磷一体的聚合型阻燃剂及其制备方法 |
CN106117516A (zh) * | 2016-07-13 | 2016-11-16 | 沈阳化工大学 | 一种环氧树脂改性胺类阻燃固化剂及其制备方法 |
CN107353438A (zh) * | 2017-07-20 | 2017-11-17 | 沈阳化工大学 | 一种含磷、氮阻燃剂及其制备方法 |
CN109369957A (zh) * | 2018-11-20 | 2019-02-22 | 华南理工大学 | 一种兼具紫外吸收和阻燃双功能的磷系阻燃剂及制备与应用 |
CN111319332A (zh) * | 2020-04-13 | 2020-06-23 | 安徽松泰包装材料有限公司 | 一种多层复合膜 |
CN112321800A (zh) * | 2020-06-16 | 2021-02-05 | 台州耘智科技有限公司 | 一种阻燃环氧树脂的制备方法 |
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Correction item: Patentee Correct: Shengene Era High tech (Shenzhen) Co., Ltd. False: Shengene Era High Tech (Shenzhen) Co., Ltd. Number: 07-01 Volume: 40 |