CN101307074B - 一种双甘膦的制备方法 - Google Patents
一种双甘膦的制备方法 Download PDFInfo
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- CN101307074B CN101307074B CN2008100168948A CN200810016894A CN101307074B CN 101307074 B CN101307074 B CN 101307074B CN 2008100168948 A CN2008100168948 A CN 2008100168948A CN 200810016894 A CN200810016894 A CN 200810016894A CN 101307074 B CN101307074 B CN 101307074B
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- metal salt
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- 238000004519 manufacturing process Methods 0.000 title abstract description 3
- AZIHIQIVLANVKD-UHFFFAOYSA-N N-(phosphonomethyl)iminodiacetic acid Chemical compound OC(=O)CN(CC(O)=O)CP(O)(O)=O AZIHIQIVLANVKD-UHFFFAOYSA-N 0.000 title abstract 7
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims abstract description 18
- 238000002360 preparation method Methods 0.000 claims abstract description 18
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims abstract description 16
- NBZBKCUXIYYUSX-UHFFFAOYSA-N iminodiacetic acid Chemical compound OC(=O)CNCC(O)=O NBZBKCUXIYYUSX-UHFFFAOYSA-N 0.000 claims abstract description 15
- 239000006227 byproduct Substances 0.000 claims abstract description 13
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 claims abstract description 11
- 150000001241 acetals Chemical class 0.000 claims abstract description 11
- -1 alkali metal salt Chemical class 0.000 claims abstract description 11
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 10
- 238000006243 chemical reaction Methods 0.000 claims abstract description 10
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 8
- 239000007787 solid Substances 0.000 claims abstract description 8
- 229930040373 Paraformaldehyde Natural products 0.000 claims abstract description 7
- 238000001816 cooling Methods 0.000 claims abstract description 7
- 229920002866 paraformaldehyde Polymers 0.000 claims abstract description 7
- 238000003756 stirring Methods 0.000 claims abstract description 7
- 238000005406 washing Methods 0.000 claims abstract description 4
- 238000012691 depolymerization reaction Methods 0.000 claims abstract description 3
- 150000002373 hemiacetals Chemical class 0.000 claims abstract description 3
- 239000000047 product Substances 0.000 claims abstract description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 15
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical group CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 12
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 claims description 9
- 238000009413 insulation Methods 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 8
- CZHYKKAKFWLGJO-UHFFFAOYSA-N dimethyl phosphite Chemical group COP([O-])OC CZHYKKAKFWLGJO-UHFFFAOYSA-N 0.000 claims description 5
- 238000002425 crystallisation Methods 0.000 claims description 4
- 239000012452 mother liquor Substances 0.000 claims description 4
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- LXCYSACZTOKNNS-UHFFFAOYSA-N diethoxy(oxo)phosphanium Chemical compound CCO[P+](=O)OCC LXCYSACZTOKNNS-UHFFFAOYSA-N 0.000 claims description 3
- 238000001556 precipitation Methods 0.000 claims description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 2
- 239000002585 base Substances 0.000 claims description 2
- 238000001914 filtration Methods 0.000 claims description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 claims description 2
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 claims description 2
- 239000012970 tertiary amine catalyst Substances 0.000 claims description 2
- 239000002994 raw material Substances 0.000 abstract description 9
- 239000003960 organic solvent Substances 0.000 abstract description 4
- 238000007086 side reaction Methods 0.000 abstract description 4
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 abstract description 3
- 150000001298 alcohols Chemical class 0.000 abstract description 2
- 230000007613 environmental effect Effects 0.000 abstract description 2
- 239000003513 alkali Substances 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 238000001035 drying Methods 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 10
- 239000000843 powder Substances 0.000 description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- XDDAORKBJWWYJS-UHFFFAOYSA-N glyphosate Chemical compound OC(=O)CNCP(O)(O)=O XDDAORKBJWWYJS-UHFFFAOYSA-N 0.000 description 6
- 239000005562 Glyphosate Substances 0.000 description 5
- NKDDWNXOKDWJAK-UHFFFAOYSA-N dimethoxymethane Chemical compound COCOC NKDDWNXOKDWJAK-UHFFFAOYSA-N 0.000 description 5
- 239000000706 filtrate Substances 0.000 description 5
- 229940097068 glyphosate Drugs 0.000 description 5
- 229940050176 methyl chloride Drugs 0.000 description 5
- 238000011084 recovery Methods 0.000 description 5
- 238000001238 wet grinding Methods 0.000 description 5
- 239000007788 liquid Substances 0.000 description 4
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 230000008025 crystallization Effects 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- LELOWRISYMNNSU-UHFFFAOYSA-N hydrogen cyanide Chemical compound N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 description 2
- 235000011121 sodium hydroxide Nutrition 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000010792 warming Methods 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 239000004471 Glycine Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- 238000009313 farming Methods 0.000 description 1
- 238000010413 gardening Methods 0.000 description 1
- 244000037671 genetically modified crops Species 0.000 description 1
- 230000002363 herbicidal effect Effects 0.000 description 1
- 239000004009 herbicide Substances 0.000 description 1
- 244000144980 herd Species 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 230000003211 malignant effect Effects 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 229910000073 phosphorus hydride Inorganic materials 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
- 238000004065 wastewater treatment Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Abstract
Description
Claims (6)
Priority Applications (1)
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CN2008100168948A CN101307074B (zh) | 2008-06-24 | 2008-06-24 | 一种双甘膦的制备方法 |
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CN2008100168948A CN101307074B (zh) | 2008-06-24 | 2008-06-24 | 一种双甘膦的制备方法 |
Publications (2)
Publication Number | Publication Date |
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CN101307074A CN101307074A (zh) | 2008-11-19 |
CN101307074B true CN101307074B (zh) | 2011-08-10 |
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CN2008100168948A Active CN101307074B (zh) | 2008-06-24 | 2008-06-24 | 一种双甘膦的制备方法 |
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Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BRPI1012917A2 (pt) | 2009-05-28 | 2017-06-27 | Straitmark Holding Ag | método para a afabricação de ácidos fosfonalquil iminodiacéticos |
CN101648969B (zh) * | 2009-09-14 | 2012-03-14 | 安徽国星生物化学有限公司 | 一种制备双甘膦的方法 |
JP5687280B2 (ja) | 2009-10-27 | 2015-03-18 | ストレイトマーク・ホールディング・アーゲー | ホスホノアルキルイミノ二酢酸の製造のための方法 |
JP6100255B2 (ja) * | 2011-07-20 | 2017-03-22 | アンガス ケミカル カンパニー | 三級アミノアルコール化合物を製造するためのプロセス |
CN105906492A (zh) * | 2016-04-27 | 2016-08-31 | 四川省乐山市福华通达农药科技有限公司 | 一种由甲醇制备半缩醛甲醇溶液的方法 |
US10072032B2 (en) * | 2016-09-19 | 2018-09-11 | Afton Chemical Corporation | AminoBisPhosphonate antiwear additives |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20020148786A1 (en) * | 2001-04-13 | 2002-10-17 | Phillips Scott G. | Removal and recovery of chloride from phosphonomethyliminodiacetic acid process brine |
CN1458157A (zh) * | 2003-05-14 | 2003-11-26 | 浙江新安化工集团股份有限公司 | 双甘膦制备新工艺 |
CN1721422A (zh) * | 2004-07-15 | 2006-01-18 | 四川贝尔实业有限责任公司 | 双甘膦的制备方法 |
-
2008
- 2008-06-24 CN CN2008100168948A patent/CN101307074B/zh active Active
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20020148786A1 (en) * | 2001-04-13 | 2002-10-17 | Phillips Scott G. | Removal and recovery of chloride from phosphonomethyliminodiacetic acid process brine |
CN1458157A (zh) * | 2003-05-14 | 2003-11-26 | 浙江新安化工集团股份有限公司 | 双甘膦制备新工艺 |
CN1721422A (zh) * | 2004-07-15 | 2006-01-18 | 四川贝尔实业有限责任公司 | 双甘膦的制备方法 |
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CN101307074A (zh) | 2008-11-19 |
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Address after: Haiyuan Binhai Economic Development Zone, Shandong province Weifang city 262737 Street No. 600 Patentee after: Shandong Weifang Rainbow Chemical Co., Ltd. Address before: 250101 Shandong city of Ji'nan province high tech Zone (Lixia District Shunhua Road No. 750) hi tech innovation service center room A-303 Patentee before: Shandong Weifang Rainbow Chemical Co., Ltd. Address after: Haiyuan Binhai Economic Development Zone, Shandong province Weifang city 262737 Street No. 600 Patentee after: Shandong Weifang Rainbow Chemical Co., Ltd. Address before: 250101 Shandong city of Ji'nan province high tech Zone (Lixia District Shunhua Road No. 750) hi tech innovation service center room A-303 Patentee before: Shandong Weifang Rainbow Chemical Co., Ltd. |
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Address after: No. 03001, chlor alkali Road, Weifang Coastal Economic Development Zone, Shandong, Shandong Patentee after: Shandong Weifang Rainbow Chemical Co.,Ltd. Address before: Haiyuan Binhai Economic Development Zone, Shandong province Weifang city 262737 Street No. 600 Patentee before: Shandong Weifang Rainbow Chemical Co.,Ltd. |