US3607041A - Hydrazine - Google Patents

Hydrazine Download PDF

Info

Publication number
US3607041A
US3607041A US765598A US3607041DA US3607041A US 3607041 A US3607041 A US 3607041A US 765598 A US765598 A US 765598A US 3607041D A US3607041D A US 3607041DA US 3607041 A US3607041 A US 3607041A
Authority
US
United States
Prior art keywords
ketazine
zone
water
hydrolyzing
methylethyl
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.)
Expired - Lifetime
Application number
US765598A
Other languages
English (en)
Inventor
Stephen Robert Mercer Ellis
Brian John Needham
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Fisons Industrial Chemicals Ltd
Original Assignee
Fisons Industrial Chemicals Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Fisons Industrial Chemicals Ltd filed Critical Fisons Industrial Chemicals Ltd
Application granted granted Critical
Publication of US3607041A publication Critical patent/US3607041A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Images

Classifications

    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
    • C01B21/00—Nitrogen; Compounds thereof
    • C01B21/082—Compounds containing nitrogen and non-metals and optionally metals
    • C01B21/16—Hydrazine; Salts thereof

Definitions

  • the present invention relates to a process for preparing hydrazine from ketazines which are miscible with water only to a limited extent.
  • hydrazine by hydrolysis of water-soluble acetone azine in aqueous solution at elevated temperature and ressures, the hydrolysis being conveniently effected on the trays of a fractioning column operated under pressure.
  • ketazines Upon hydrolysis of ketazines, hydrazone and ketone are formed and hydrazine may be obtained by disproportionation of the hydrazone to hydrazine and the azine.
  • the hydrolysis step involves handling a two-phase liquid system where the ketazines are miscible with water only to a limited extent and surprisingly it has been found possible to handle such a twophase liquid system if the residence time of the mixture which is fed to the column is relatively long in a zone in the vicinity of the point of feed of the mixture to the column prepared with the residence times in similar lengths of other parts of the column.
  • the present invention is for a process for preparing hydrazine which comprises feeding a ketazine which is miscible with water only to a limited extent, such as methyl ethyl ketazine, and water to a distillation column operated at an elevated temperature and at a superatmospheric pressure, a zone in the vicinity of the point of feed of the ketazine to the column having plates so designed that the residence time thereof is relatively long compared with the re sidence times of plates or packing equivalent thereto outside this zone in other parts of the column and recovering an aqueous solution of hydrazine as bottoms.
  • the ketazine In the zone in the vicinity of the ketazine feed, the ketazine is hydrolized to hydrazone, the presence of which increases the solubility of the ketazine thereby increasing its rate of hydrolysis. Below this zone hydrazone is disproportionated to azine and hydrazine, the azine being returned to the zone in the vicinity of the ketazine/water feed and hydrazine being recovered from the sump. In the zone above the ketazine/water feed zone unhydrolysed ketazine is condensed and returned to the ketazine/water feed zone and ketone/water is distilled off.
  • the present invention is also for a fractionating column wherein trays in the vicinity of the feed inlet(s) to the column, have a greater residence time than each of the trays or packing equivalent thereto in the remainder of the column.
  • the ketazine is converted to the ketone and hydrazine the ketone being removed as distillate and hydrazine being removed as bottoms.
  • the ketazine and water may be fed to the distillation column at the same point or at different points. If the feeds are at different points the ketazine is preferably fed at a point below that at which the water is fed to the column. 1f the ketazine and water are fed at the same point they may be mixed before feeding. Preferably the feeds are heated before being fed to the column for example to a temperature in the range 60 to 160 C.
  • the zone in the vicinity of the point of feed of the ketazine to the column is equivalent to 2-7 theoretical trays, preferably 3-5 theoretical plates, the zone below the ketazine feed zone is equivalent to 3-15 theoretical plates, preferably 5-10 theoretical plates, and the zone above the ketazine feed zone is equivalent to 3-15 theoretical plates preferably 5-12 theoretical plates.
  • the zone in the vicinity of the point of feed of the ketazine to the column contains 2-6 actual high-residence-type trays having an overall residence time of 3-15 minutes.
  • the zone in the vicinity of the point of feed of ketazine contains two or three highresidence-type trays immediately below the point of feed and one or two highresidence-type trays immediately above the point of feed.
  • Ketazine and water are fed to column 1 through line 4 and ketone and water are removed through line 5. l-lydrazine and water are removed from the sump through line 6.
  • EXAMPLE 1 A column 9 inches in diameter was packed with knitmesh except for the middle section which consisted of three high-residence-type trays. The liquid holdup of each of these high 'high-residence-type trays was approximately 250 cubic inches.
  • the column was operated at a reflux ratio of 4:1 a pressure of pounds per square inch gauge and a sump temperature of 180 C.
  • Methyl ethyl ketone azine (43.5 pounds per hour) and water (1 11 pounds per hour) were heated to C. and fed to the middle plate of the hydrolysis section.
  • Methyl ethyl ketone (44.1 pounds per hour), water (14.9 pounds per hour) and methyl ethyl ketone azine (0.6 pounds per hour) were removed from the top of the column whilst hydrazine (9.80 pounds per hour), water (85.4 pounds per hour) and methyl ethyl ketone (0.11 pounds per hour) were continuously withdrawn from the sump.
  • a process for the preparation of hydrazine by the fractional distillation of a ketazine at an elevated temperature and at a superatmospheric pressure sufficient to hydrolyze the ketazine in a hydrolyzing zone which process comprises;
  • zone in the vicinity of the point of feed of the ketazine is equivalent to about 2-7 theoretical plates and the zones above and below the ketazine feed zone are each equivalent to about 3-15 theoretical plates.
  • zone at the point of feed of the ketazine contains 2-3 high-residence-type trays immediately below the point of feed and 1-2 high-residence-type trays immediately above the point of feed.
  • a process for the preparation of hydrazine by the fractional distillation of methylethyl ketazine in a distillation column in a hydrolyzing zone which process comprises:

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
US765598A 1967-10-12 1968-10-07 Hydrazine Expired - Lifetime US3607041A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB46564/67A GB1211547A (en) 1967-10-12 1967-10-12 Hydrazine

Publications (1)

Publication Number Publication Date
US3607041A true US3607041A (en) 1971-09-21

Family

ID=10441737

Family Applications (1)

Application Number Title Priority Date Filing Date
US765598A Expired - Lifetime US3607041A (en) 1967-10-12 1968-10-07 Hydrazine

Country Status (4)

Country Link
US (1) US3607041A (de)
JP (1) JPS4948640B1 (de)
DE (1) DE1801912A1 (de)
GB (1) GB1211547A (de)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4036936A (en) * 1975-08-15 1977-07-19 Otsuka Kagaku Yakuhin Kabushiki Kaisha Process for preparing hydrazine hydrate
US4724133A (en) * 1975-09-10 1988-02-09 Atochem Preparation of concentrated aqueous solution of hydrazine hydrate
US4725421A (en) * 1975-09-10 1988-02-16 Atochem Process for the preparation of concentrated solutions of hydrazine hydrate
US4963232A (en) * 1987-05-28 1990-10-16 Mitsubishi Gas Chemical Company, Inc. Process for producing a purified hydrazine hydrate
US6375793B1 (en) * 1994-02-07 2002-04-23 Swarovski Optik Kg Method and tower for removing residual monomers
WO2018065997A1 (en) 2016-10-03 2018-04-12 Council Of Scientific & Industrial Research An improved process for production of hydrazine hydrate

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR3096049B1 (fr) 2019-05-16 2021-12-17 Arkema France Procede ameliore de preparation d'hydrate d'hydrazine avec recyclage pyrazoline
FR3096048B1 (fr) 2019-05-16 2021-04-30 Arkema France Procede ameliore de preparation d'hydrate d'hydrazine avec recyclage oxime
FR3130815A1 (fr) 2021-12-21 2023-06-23 Arkema France Procede de preparation d'hydrate d'hydrazine en presence d’un agent anti-mousse

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3151046A (en) * 1959-05-22 1964-09-29 Phillips Petroleum Co Methylethylpyridine-methylvinylpyridine fractionation
US3189411A (en) * 1961-02-08 1965-06-15 Bayer Ag Preparation of hydrazine hydrate

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3151046A (en) * 1959-05-22 1964-09-29 Phillips Petroleum Co Methylethylpyridine-methylvinylpyridine fractionation
US3189411A (en) * 1961-02-08 1965-06-15 Bayer Ag Preparation of hydrazine hydrate

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4036936A (en) * 1975-08-15 1977-07-19 Otsuka Kagaku Yakuhin Kabushiki Kaisha Process for preparing hydrazine hydrate
US4724133A (en) * 1975-09-10 1988-02-09 Atochem Preparation of concentrated aqueous solution of hydrazine hydrate
US4725421A (en) * 1975-09-10 1988-02-16 Atochem Process for the preparation of concentrated solutions of hydrazine hydrate
US4963232A (en) * 1987-05-28 1990-10-16 Mitsubishi Gas Chemical Company, Inc. Process for producing a purified hydrazine hydrate
US6375793B1 (en) * 1994-02-07 2002-04-23 Swarovski Optik Kg Method and tower for removing residual monomers
WO2018065997A1 (en) 2016-10-03 2018-04-12 Council Of Scientific & Industrial Research An improved process for production of hydrazine hydrate

Also Published As

Publication number Publication date
DE1801912A1 (de) 1969-05-14
JPS4948640B1 (de) 1974-12-23
GB1211547A (en) 1970-11-11

Similar Documents

Publication Publication Date Title
US3607041A (en) Hydrazine
EP0664785A1 (de) Verfahren zur reinigung von acetanhydrid
DE1953240C3 (de) Verfahren zur Herstellung von Vinylchlorid
US2615049A (en) Process for producing chloral
GB1228906A (de)
GB1266187A (de)
USRE25393E (en) Reboiler
US3657280A (en) Process for producing a keto polycarboxylic anhydride and recovery thereof by plural stage distillation
GB1140922A (en) Process for continuous production of polyesters
US3912599A (en) Process for the purification of pivalolactone
US2277351A (en) Process for stabilizing rosin and pine oleoresin
US3076042A (en) Process thermal reaction between carbon tetrachloride and propylene
SU432121A1 (de)
US3201460A (en) Manufacture of peracetic acid
US4168273A (en) Method for the preparation of glycidyl 2,2-dinitro-2-fluoroethoxide
GB1446672A (en) Production of 1,4-dioxane
US3047638A (en) Process for preparing nitro compounds of chloro-substituted ethylenes
GB1099962A (en) Process for the manufacture of sorbic acid
US2794837A (en) Chs-c-c
SU322966A1 (ru) Способ разделени углеводородных смесей
US2538722A (en) Diphenyltihophene from styrene
US3686297A (en) {62 ,{62 ,{62 {40 -trichloro-{60 -hydroxy-iso-butyric acid
GB1488967A (en) Process for preparing hydrazine hydrate
GB1007862A (en) 4-methyl-6-isobutenyl-pyrone-(2) and a process for its manufacture
SU106909A1 (ru) Способ одновременного получени гексахлорбутадиена и гексахлорэтана