CN1751986A - Method of preparing solid hydroxylamine hydrochloride - Google Patents
Method of preparing solid hydroxylamine hydrochloride Download PDFInfo
- Publication number
- CN1751986A CN1751986A CN 200510060291 CN200510060291A CN1751986A CN 1751986 A CN1751986 A CN 1751986A CN 200510060291 CN200510060291 CN 200510060291 CN 200510060291 A CN200510060291 A CN 200510060291A CN 1751986 A CN1751986 A CN 1751986A
- Authority
- CN
- China
- Prior art keywords
- reaction
- extraction
- hydroxylamine hydrochloride
- organic phase
- preparing solid
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- WTDHULULXKLSOZ-UHFFFAOYSA-N Hydroxylamine hydrochloride Chemical compound Cl.ON WTDHULULXKLSOZ-UHFFFAOYSA-N 0.000 title claims abstract description 65
- 239000007787 solid Substances 0.000 title claims abstract description 28
- 238000000034 method Methods 0.000 title claims description 19
- 238000006243 chemical reaction Methods 0.000 claims abstract description 56
- 239000012074 organic phase Substances 0.000 claims abstract description 38
- 235000011114 ammonium hydroxide Nutrition 0.000 claims abstract description 20
- 239000008139 complexing agent Substances 0.000 claims abstract description 19
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims abstract description 17
- -1 deluent Substances 0.000 claims abstract description 14
- 238000001704 evaporation Methods 0.000 claims abstract description 9
- 238000000605 extraction Methods 0.000 claims description 59
- ZNBNBTIDJSKEAM-UHFFFAOYSA-N 4-[7-hydroxy-2-[5-[5-[6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-3-methyloxolan-2-yl]-5-methyloxolan-2-yl]-2,8-dimethyl-1,10-dioxaspiro[4.5]decan-9-yl]-2-methyl-3-propanoyloxypentanoic acid Chemical compound C1C(O)C(C)C(C(C)C(OC(=O)CC)C(C)C(O)=O)OC11OC(C)(C2OC(C)(CC2)C2C(CC(O2)C2C(CC(C)C(O)(CO)O2)C)C)CC1 ZNBNBTIDJSKEAM-UHFFFAOYSA-N 0.000 claims description 26
- 229910000378 hydroxylammonium sulfate Inorganic materials 0.000 claims description 26
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 26
- 229930195733 hydrocarbon Natural products 0.000 claims description 21
- 239000004215 Carbon black (E152) Substances 0.000 claims description 18
- 238000006386 neutralization reaction Methods 0.000 claims description 18
- 239000002994 raw material Substances 0.000 claims description 16
- 239000002253 acid Substances 0.000 claims description 13
- 150000002430 hydrocarbons Chemical class 0.000 claims description 13
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 12
- 125000004432 carbon atom Chemical group C* 0.000 claims description 12
- 238000002425 crystallisation Methods 0.000 claims description 11
- 230000008025 crystallization Effects 0.000 claims description 11
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 claims description 10
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 9
- 125000000217 alkyl group Chemical group 0.000 claims description 9
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 9
- 229920000642 polymer Polymers 0.000 claims description 9
- 230000007935 neutral effect Effects 0.000 claims description 8
- 230000008020 evaporation Effects 0.000 claims description 7
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 6
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 6
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 claims description 6
- 239000003350 kerosene Substances 0.000 claims description 6
- 229910052698 phosphorus Inorganic materials 0.000 claims description 4
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 3
- 150000001336 alkenes Chemical class 0.000 claims description 3
- 125000003342 alkenyl group Chemical group 0.000 claims description 3
- 239000011574 phosphorus Substances 0.000 claims description 3
- 125000003473 lipid group Chemical group 0.000 claims description 2
- 125000000896 monocarboxylic acid group Chemical group 0.000 claims 1
- 239000007864 aqueous solution Substances 0.000 abstract description 10
- 238000004519 manufacturing process Methods 0.000 abstract description 4
- 230000003472 neutralizing effect Effects 0.000 abstract description 3
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 abstract 2
- NXPHCVPFHOVZBC-UHFFFAOYSA-N hydroxylamine;sulfuric acid Chemical compound ON.OS(O)(=O)=O NXPHCVPFHOVZBC-UHFFFAOYSA-N 0.000 abstract 2
- 239000007791 liquid phase Substances 0.000 abstract 2
- 239000006184 cosolvent Substances 0.000 abstract 1
- 230000001105 regulatory effect Effects 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 36
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 17
- 239000000047 product Substances 0.000 description 14
- 239000003795 chemical substances by application Substances 0.000 description 13
- ZMBHCYHQLYEYDV-UHFFFAOYSA-N trioctylphosphine oxide Chemical compound CCCCCCCCP(=O)(CCCCCCCC)CCCCCCCC ZMBHCYHQLYEYDV-UHFFFAOYSA-N 0.000 description 13
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 8
- 229910021529 ammonia Inorganic materials 0.000 description 8
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- SEGLCEQVOFDUPX-UHFFFAOYSA-N di-(2-ethylhexyl)phosphoric acid Chemical compound CCCCC(CC)COP(O)(=O)OCC(CC)CCCC SEGLCEQVOFDUPX-UHFFFAOYSA-N 0.000 description 6
- VGYYSIDKAKXZEE-UHFFFAOYSA-L hydroxylammonium sulfate Chemical compound O[NH3+].O[NH3+].[O-]S([O-])(=O)=O VGYYSIDKAKXZEE-UHFFFAOYSA-L 0.000 description 5
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 4
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 4
- 235000011130 ammonium sulphate Nutrition 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 4
- 150000002632 lipids Chemical class 0.000 description 4
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 4
- PXAJQJMDEXJWFB-UHFFFAOYSA-N acetone oxime Chemical compound CC(C)=NO PXAJQJMDEXJWFB-UHFFFAOYSA-N 0.000 description 2
- 239000008346 aqueous phase Substances 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical group OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 238000010306 acid treatment Methods 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 235000009508 confectionery Nutrition 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000010574 gas phase reaction Methods 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- JZMJDSHXVKJFKW-UHFFFAOYSA-M methyl sulfate(1-) Chemical compound COS([O-])(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-M 0.000 description 1
- 239000012022 methylating agents Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000003345 natural gas Substances 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-N phosphoric acid Substances OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- FDRCDNZGSXJAFP-UHFFFAOYSA-M sodium chloroacetate Chemical compound [Na+].[O-]C(=O)CCl FDRCDNZGSXJAFP-UHFFFAOYSA-M 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
Claims (8)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CNB2005100602914A CN1330563C (en) | 2005-08-04 | 2005-08-04 | Method of preparing solid hydroxylamine hydrochloride |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CNB2005100602914A CN1330563C (en) | 2005-08-04 | 2005-08-04 | Method of preparing solid hydroxylamine hydrochloride |
Publications (2)
Publication Number | Publication Date |
---|---|
CN1751986A true CN1751986A (en) | 2006-03-29 |
CN1330563C CN1330563C (en) | 2007-08-08 |
Family
ID=36679002
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CNB2005100602914A Expired - Fee Related CN1330563C (en) | 2005-08-04 | 2005-08-04 | Method of preparing solid hydroxylamine hydrochloride |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN1330563C (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN104192816A (en) * | 2014-08-26 | 2014-12-10 | 衢州巨化锦纶有限责任公司 | Preparation method of high-purity solid hydroxylamine sulphate |
CN105540559A (en) * | 2016-01-28 | 2016-05-04 | 苏州市吴赣药业有限公司 | Method for improving quality of oxammonium hydrochloride and raising yield of oxammonium hydrochloride |
CN106946235A (en) * | 2017-03-23 | 2017-07-14 | 北京凯瑞英科技有限公司 | A kind of method that phase-transfer synthesis hydroxylamine hydrochloride is passed through by nitromethane and hydrochloric acid |
CN109179350A (en) * | 2018-10-22 | 2019-01-11 | 江苏长青农化股份有限公司 | A kind of synthesis technology of hydroxylamine hydrochloride |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2824537B2 (en) * | 1990-05-14 | 1998-11-11 | 東亞合成株式会社 | Method for producing hydroxylamine |
FR2697009B1 (en) * | 1992-10-19 | 1995-01-27 | Sgn Soc Gen Tech Nouvelle | Process for the continuous conversion of a hydroxylamine salt to another hydroxylamine salt. |
JP3554924B2 (en) * | 2000-08-30 | 2004-08-18 | 東レ・ファインケミカル株式会社 | Method for producing free hydroxylamine aqueous solution |
CN1169711C (en) * | 2002-12-11 | 2004-10-06 | 中国石油化工股份有限公司巴陵分公司 | Method for prepn. of high concentration hydroxymaline in the prodn. process of hexanolactam |
EP1663862A2 (en) * | 2003-08-13 | 2006-06-07 | Showa Denko K.K. | Process for producing hydroxylamine |
US7396519B2 (en) * | 2004-01-26 | 2008-07-08 | San Fu Chemical Company, Ltd. | Preparation of a high purity and high concentration hydroxylamine free base |
-
2005
- 2005-08-04 CN CNB2005100602914A patent/CN1330563C/en not_active Expired - Fee Related
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN104192816A (en) * | 2014-08-26 | 2014-12-10 | 衢州巨化锦纶有限责任公司 | Preparation method of high-purity solid hydroxylamine sulphate |
CN104192816B (en) * | 2014-08-26 | 2016-04-13 | 衢州巨化锦纶有限责任公司 | A kind of preparation method of high-purity solid oxammonium sulfate |
CN105540559A (en) * | 2016-01-28 | 2016-05-04 | 苏州市吴赣药业有限公司 | Method for improving quality of oxammonium hydrochloride and raising yield of oxammonium hydrochloride |
CN106946235A (en) * | 2017-03-23 | 2017-07-14 | 北京凯瑞英科技有限公司 | A kind of method that phase-transfer synthesis hydroxylamine hydrochloride is passed through by nitromethane and hydrochloric acid |
CN106946235B (en) * | 2017-03-23 | 2019-03-22 | 北京凯瑞英科技有限公司 | A method of phase-transfer synthesis hydroxylamine hydrochloride is passed through by nitromethane and hydrochloric acid |
CN109179350A (en) * | 2018-10-22 | 2019-01-11 | 江苏长青农化股份有限公司 | A kind of synthesis technology of hydroxylamine hydrochloride |
Also Published As
Publication number | Publication date |
---|---|
CN1330563C (en) | 2007-08-08 |
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Legal Events
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C06 | Publication | ||
PB01 | Publication | ||
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
C14 | Grant of patent or utility model | ||
GR01 | Patent grant | ||
ASS | Succession or assignment of patent right |
Owner name: QUZHOU JUHUA POLYAMIDE FIBER LLC Free format text: FORMER OWNER: JUHUA GROUP CORP. Effective date: 20131010 |
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C41 | Transfer of patent application or patent right or utility model | ||
TR01 | Transfer of patent right |
Effective date of registration: 20131010 Address after: 310027 Hangzhou, Zhejiang Province, Zhejiang Road, No. 38 Patentee after: Zhejiang University Patentee after: QUZHOU JUHUA POLYAMIDE FIBRE LLC Address before: 310027 Hangzhou, Zhejiang Province, Zhejiang Road, No. 38 Patentee before: Zhejiang University Patentee before: Juhua Group Corp. |
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CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20070808 Termination date: 20170804 |
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CF01 | Termination of patent right due to non-payment of annual fee |