CN103880880A - 一种阻燃剂烯丙基膦酸二乙酯的制备方法 - Google Patents
一种阻燃剂烯丙基膦酸二乙酯的制备方法 Download PDFInfo
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- CN103880880A CN103880880A CN201410150340.2A CN201410150340A CN103880880A CN 103880880 A CN103880880 A CN 103880880A CN 201410150340 A CN201410150340 A CN 201410150340A CN 103880880 A CN103880880 A CN 103880880A
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- allyl group
- diethyl phosphonate
- triethyl
- group diethyl
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- 239000003063 flame retardant Substances 0.000 title claims abstract description 34
- 238000002360 preparation method Methods 0.000 title claims abstract description 18
- 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 17
- YPJHXRAHMUKXAE-UHFFFAOYSA-N 3-diethoxyphosphorylprop-1-ene Chemical compound CCOP(=O)(CC=C)OCC YPJHXRAHMUKXAE-UHFFFAOYSA-N 0.000 title abstract 4
- OWXJKYNZGFSVRC-NSCUHMNNSA-N (e)-1-chloroprop-1-ene Chemical compound C\C=C\Cl OWXJKYNZGFSVRC-NSCUHMNNSA-N 0.000 claims abstract description 28
- 238000006243 chemical reaction Methods 0.000 claims abstract description 22
- 238000004821 distillation Methods 0.000 claims abstract description 15
- 239000007788 liquid Substances 0.000 claims abstract description 11
- 238000002347 injection Methods 0.000 claims abstract description 9
- 239000007924 injection Substances 0.000 claims abstract description 9
- 238000000034 method Methods 0.000 claims abstract description 8
- 239000003960 organic solvent Substances 0.000 claims abstract description 7
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 5
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 32
- LXCYSACZTOKNNS-UHFFFAOYSA-N diethoxy(oxo)phosphanium Chemical compound CCO[P+](=O)OCC LXCYSACZTOKNNS-UHFFFAOYSA-N 0.000 claims description 32
- BDZBKCUKTQZUTL-UHFFFAOYSA-N triethyl phosphite Chemical compound CCOP(OCC)OCC BDZBKCUKTQZUTL-UHFFFAOYSA-N 0.000 claims description 17
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 14
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinyl group Chemical group C1(O)=CC(O)=CC=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 claims description 14
- HRYZWHHZPQKTII-UHFFFAOYSA-N chloroethane Chemical compound CCCl HRYZWHHZPQKTII-UHFFFAOYSA-N 0.000 claims description 10
- 229910052799 carbon Inorganic materials 0.000 claims description 9
- 229910052757 nitrogen Inorganic materials 0.000 claims description 9
- 238000009413 insulation Methods 0.000 claims description 7
- 238000011084 recovery Methods 0.000 claims description 7
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-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
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical group COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 claims description 3
- 229910021591 Copper(I) chloride Inorganic materials 0.000 claims description 2
- MHABMANUFPZXEB-UHFFFAOYSA-N O-demethyl-aloesaponarin I Natural products O=C1C2=CC=CC(O)=C2C(=O)C2=C1C=C(O)C(C(O)=O)=C2C MHABMANUFPZXEB-UHFFFAOYSA-N 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- OXBLHERUFWYNTN-UHFFFAOYSA-M copper(I) chloride Chemical compound [Cu]Cl OXBLHERUFWYNTN-UHFFFAOYSA-M 0.000 claims description 2
- 238000011161 development Methods 0.000 abstract description 6
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 abstract description 4
- 239000002904 solvent Substances 0.000 abstract description 4
- 239000003054 catalyst Substances 0.000 abstract description 3
- 238000011031 large-scale manufacturing process Methods 0.000 abstract description 3
- 230000000630 rising effect Effects 0.000 abstract description 3
- DQWPFSLDHJDLRL-UHFFFAOYSA-N triethyl phosphate Chemical compound CCOP(=O)(OCC)OCC DQWPFSLDHJDLRL-UHFFFAOYSA-N 0.000 abstract 2
- 239000003112 inhibitor Substances 0.000 abstract 1
- 238000000746 purification Methods 0.000 abstract 1
- 238000000926 separation method Methods 0.000 abstract 1
- 238000009835 boiling Methods 0.000 description 17
- 239000000463 material Substances 0.000 description 12
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 8
- 229920006305 unsaturated polyester Polymers 0.000 description 6
- 229910052739 hydrogen Inorganic materials 0.000 description 5
- 239000001257 hydrogen Substances 0.000 description 5
- HZVOZRGWRWCICA-UHFFFAOYSA-N methanediyl Chemical compound [CH2] HZVOZRGWRWCICA-UHFFFAOYSA-N 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- 229910052760 oxygen Inorganic materials 0.000 description 4
- 239000001301 oxygen Substances 0.000 description 4
- 229910000073 phosphorus hydride Inorganic materials 0.000 description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- VONWDASPFIQPDY-UHFFFAOYSA-N dimethyl methylphosphonate Chemical compound COP(C)(=O)OC VONWDASPFIQPDY-UHFFFAOYSA-N 0.000 description 3
- 239000011152 fibreglass Substances 0.000 description 3
- 229920000098 polyolefin Polymers 0.000 description 3
- 230000035484 reaction time Effects 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 238000013508 migration Methods 0.000 description 2
- 230000005012 migration Effects 0.000 description 2
- 229910052698 phosphorus Inorganic materials 0.000 description 2
- 239000011574 phosphorus Substances 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- UICXTANXZJJIBC-UHFFFAOYSA-N 1-(1-hydroperoxycyclohexyl)peroxycyclohexan-1-ol Chemical compound C1CCCCC1(O)OOC1(OO)CCCCC1 UICXTANXZJJIBC-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical group [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000009841 combustion method Methods 0.000 description 1
- 230000002860 competitive effect Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000011491 glass wool Substances 0.000 description 1
- 230000002045 lasting effect Effects 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- GEMHFKXPOCTAIP-UHFFFAOYSA-N n,n-dimethyl-n'-phenylcarbamimidoyl chloride Chemical compound CN(C)C(Cl)=NC1=CC=CC=C1 GEMHFKXPOCTAIP-UHFFFAOYSA-N 0.000 description 1
- 238000005457 optimization Methods 0.000 description 1
- 238000013001 point bending Methods 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 230000007096 poisonous effect Effects 0.000 description 1
- 229920003217 poly(methylsilsesquioxane) Polymers 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 230000001568 sexual effect Effects 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
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Abstract
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CN201410150340.2A CN103880880B (zh) | 2014-04-16 | 2014-04-16 | 一种阻燃剂烯丙基膦酸二乙酯的制备方法 |
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CN201410150340.2A CN103880880B (zh) | 2014-04-16 | 2014-04-16 | 一种阻燃剂烯丙基膦酸二乙酯的制备方法 |
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CN103880880A true CN103880880A (zh) | 2014-06-25 |
CN103880880B CN103880880B (zh) | 2016-07-06 |
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Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN109457473A (zh) * | 2018-10-18 | 2019-03-12 | 江苏华东纺织产品检测有限公司 | 一种羊毛织物的接枝阻燃改性方法 |
CN117626468A (zh) * | 2024-01-26 | 2024-03-01 | 扬州富威尔复合材料有限公司 | 一种废旧涤棉分离回收制备再生纤维的方法 |
Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2614874A1 (de) * | 1976-04-06 | 1977-10-27 | Bayer Ag | Verfahren zur herstellung von 2,3- dihydroxypropanphosphonaten |
US4548763A (en) * | 1983-12-05 | 1985-10-22 | Allied Corporation | Preparation of vinylphosphonate diesters |
US4633005A (en) * | 1984-07-02 | 1986-12-30 | Allied Corporation | Method for the preparation of allyl phosphonate diesters |
US5142084A (en) * | 1991-10-11 | 1992-08-25 | Carter Charles G | Preparation of allylphosphonic acid |
CN102386441A (zh) * | 2011-10-21 | 2012-03-21 | 厦门大学 | 双功能型锂电池电解液添加剂及其制备方法 |
CN102702256A (zh) * | 2012-05-25 | 2012-10-03 | 武汉理工大学 | 一种无卤阻燃剂甲基膦酸二甲酯的制备方法 |
CN103102369A (zh) * | 2013-02-06 | 2013-05-15 | 扬州晨化科技集团有限公司 | 一种乙基膦酸二乙酯的生产方法 |
-
2014
- 2014-04-16 CN CN201410150340.2A patent/CN103880880B/zh active Active
Patent Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2614874A1 (de) * | 1976-04-06 | 1977-10-27 | Bayer Ag | Verfahren zur herstellung von 2,3- dihydroxypropanphosphonaten |
US4548763A (en) * | 1983-12-05 | 1985-10-22 | Allied Corporation | Preparation of vinylphosphonate diesters |
US4633005A (en) * | 1984-07-02 | 1986-12-30 | Allied Corporation | Method for the preparation of allyl phosphonate diesters |
US5142084A (en) * | 1991-10-11 | 1992-08-25 | Carter Charles G | Preparation of allylphosphonic acid |
CN102386441A (zh) * | 2011-10-21 | 2012-03-21 | 厦门大学 | 双功能型锂电池电解液添加剂及其制备方法 |
CN102702256A (zh) * | 2012-05-25 | 2012-10-03 | 武汉理工大学 | 一种无卤阻燃剂甲基膦酸二甲酯的制备方法 |
CN103102369A (zh) * | 2013-02-06 | 2013-05-15 | 扬州晨化科技集团有限公司 | 一种乙基膦酸二乙酯的生产方法 |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN109457473A (zh) * | 2018-10-18 | 2019-03-12 | 江苏华东纺织产品检测有限公司 | 一种羊毛织物的接枝阻燃改性方法 |
CN117626468A (zh) * | 2024-01-26 | 2024-03-01 | 扬州富威尔复合材料有限公司 | 一种废旧涤棉分离回收制备再生纤维的方法 |
CN117626468B (zh) * | 2024-01-26 | 2024-04-16 | 扬州富威尔复合材料有限公司 | 一种废旧涤棉分离回收制备再生纤维的方法 |
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Effective date of registration: 20210105 Address after: 257000 Wanda harbor city, No. 25-1, Gangcheng Road, Dongying Port Economic Development Zone, Dongying City, Shandong Province Patentee after: Shandong Xingqiang Chemical Industry Technology Research Institute Co.,Ltd. Address before: 215131 Room 610, Yuanhe Building, 959 Jiayuan Road, Xiangcheng District, Suzhou City, Jiangsu Province Patentee before: XIANGCHENG RESEARCH INSTITUTE SUZHOU University OF SCIENCE AND TECHNOLOGY |
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Effective date of registration: 20231030 Address after: Room 707, No. 15 Gangcheng Road, Dongying Port Economic Development Zone, Dongying City, Shandong Province, 257237 Patentee after: Shandong Industry Research Institute Zhongke High-end Chemical Industry Technology Research Institute Co.,Ltd. Address before: 257000 Wanda harbor city, No. 25-1, Gangcheng Road, Dongying Port Economic Development Zone, Dongying City, Shandong Province Patentee before: Shandong Xingqiang Chemical Industry Technology Research Institute Co.,Ltd. |