CN105111687B - 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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- CN105111687B CN105111687B CN201510550549.2A CN201510550549A CN105111687B CN 105111687 B CN105111687 B CN 105111687B CN 201510550549 A CN201510550549 A CN 201510550549A CN 105111687 B CN105111687 B CN 105111687B
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- 238000002360 preparation method Methods 0.000 title claims abstract description 23
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- 239000003795 chemical substances by application Substances 0.000 claims abstract description 25
- 238000006243 chemical reaction Methods 0.000 claims abstract description 22
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims abstract description 18
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 claims abstract description 18
- 229910019213 POCl3 Inorganic materials 0.000 claims abstract description 10
- CTKINSOISVBQLD-UHFFFAOYSA-N Glycidol Chemical compound OCC1CO1 CTKINSOISVBQLD-UHFFFAOYSA-N 0.000 claims abstract description 9
- 239000007788 liquid Substances 0.000 claims abstract description 9
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- 238000000034 method Methods 0.000 claims abstract description 6
- 239000011261 inert gas Substances 0.000 claims abstract description 4
- 239000001177 diphosphate Substances 0.000 claims abstract description 3
- 235000011180 diphosphates Nutrition 0.000 claims abstract description 3
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- -1 pentaerythrite diphosphate ester Chemical class 0.000 claims abstract description 3
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- NJLHHACGWKAWKL-UHFFFAOYSA-N ClP(Cl)=O Chemical compound ClP(Cl)=O NJLHHACGWKAWKL-UHFFFAOYSA-N 0.000 claims abstract 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 18
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 15
- 239000002904 solvent Substances 0.000 claims description 15
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 8
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- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 8
- 239000007789 gas Substances 0.000 claims description 8
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 7
- 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
- 230000015572 biosynthetic process Effects 0.000 claims description 5
- 238000001035 drying Methods 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
- 239000000203 mixture Substances 0.000 claims description 4
- 229910052757 nitrogen Inorganic materials 0.000 claims description 4
- 230000035484 reaction time Effects 0.000 claims description 4
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 claims description 3
- 229910052786 argon Inorganic materials 0.000 claims description 2
- 238000004140 cleaning Methods 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
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- GSNUFIFRDBKVIE-UHFFFAOYSA-N DMF Natural products CC1=CC=C(C)O1 GSNUFIFRDBKVIE-UHFFFAOYSA-N 0.000 claims 1
- 230000008676 import Effects 0.000 claims 1
- 239000003822 epoxy resin Substances 0.000 abstract description 16
- 229920000647 polyepoxide Polymers 0.000 abstract description 16
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- 150000002924 oxiranes Chemical group 0.000 abstract description 2
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- 230000007613 environmental effect Effects 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 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 group 0.000 description 5
- 239000011159 matrix material Substances 0.000 description 5
- 239000011574 phosphorus Substances 0.000 description 5
- 229910052698 phosphorus Inorganic materials 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 238000013019 agitation Methods 0.000 description 4
- 238000010790 dilution Methods 0.000 description 4
- 239000012895 dilution Substances 0.000 description 4
- VURFVHCLMJOLKN-UHFFFAOYSA-N diphosphane Chemical compound PP VURFVHCLMJOLKN-UHFFFAOYSA-N 0.000 description 4
- 238000010189 synthetic method Methods 0.000 description 3
- 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 description 2
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 2
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- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 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
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 description 1
- 231100000357 carcinogen Toxicity 0.000 description 1
- 239000003183 carcinogenic agent Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- XFDJMIHUAHSGKG-UHFFFAOYSA-N chlorethoxyfos Chemical compound CCOP(=S)(OCC)OC(Cl)C(Cl)(Cl)Cl XFDJMIHUAHSGKG-UHFFFAOYSA-N 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- MVPPADPHJFYWMZ-IDEBNGHGSA-N chlorobenzene Chemical group Cl[13C]1=[13CH][13CH]=[13CH][13CH]=[13CH]1 MVPPADPHJFYWMZ-IDEBNGHGSA-N 0.000 description 1
- 150000008422 chlorobenzenes Chemical class 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
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- 238000000576 coating method Methods 0.000 description 1
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- 239000012776 electronic material Substances 0.000 description 1
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- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- 238000010438 heat treatment Methods 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
- 239000011810 insulating material Substances 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- 238000007726 management method Methods 0.000 description 1
- 238000004519 manufacturing process 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
- 150000002825 nitriles Chemical class 0.000 description 1
- 229910017464 nitrogen compound Inorganic materials 0.000 description 1
- 150000002830 nitrogen compounds Chemical class 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 125000001476 phosphono group Chemical group [H]OP(*)(=O)O[H] 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 230000007096 poisonous effect Effects 0.000 description 1
- 229920013657 polymer matrix composite Polymers 0.000 description 1
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- 231100000331 toxic Toxicity 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
Landscapes
- Fireproofing Substances (AREA)
- Compositions Of Macromolecular Compounds (AREA)
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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 |
Citations (5)
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CN1233262A (zh) * | 1996-09-26 | 1999-10-27 | 西门子公司 | 环氧树脂混合物 |
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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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 |
KR20030005934A (ko) * | 2001-07-11 | 2003-01-23 | 주식회사 두본 | 난연성이 우수한 디사이클릭 포스포러스-멜라민 화합물의제조방법 및 이를 이용하는 고분자 난연제 |
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CN1233262A (zh) * | 1996-09-26 | 1999-10-27 | 西门子公司 | 环氧树脂混合物 |
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 |
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 |
Non-Patent Citations (1)
Title |
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"Flame Retardant Epoxy Resins";Thompson, C. M. et al.;《NASA Technical Reports Server》;20040101;第1-13页 * |
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