GB1560893A - Method for drying water-wet methyl chloride - Google Patents
Method for drying water-wet methyl chloride Download PDFInfo
- Publication number
- GB1560893A GB1560893A GB517779A GB517779A GB1560893A GB 1560893 A GB1560893 A GB 1560893A GB 517779 A GB517779 A GB 517779A GB 517779 A GB517779 A GB 517779A GB 1560893 A GB1560893 A GB 1560893A
- Authority
- GB
- United Kingdom
- Prior art keywords
- water
- methyl chloride
- chloride
- wet
- psig
- 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
Links
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 title claims description 48
- 229940050176 methyl chloride Drugs 0.000 title claims description 24
- 238000000034 method Methods 0.000 title claims description 23
- 238000001035 drying Methods 0.000 title claims description 9
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 26
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 18
- 229910000041 hydrogen chloride Inorganic materials 0.000 claims description 12
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims description 12
- 238000004821 distillation Methods 0.000 claims description 9
- 238000010992 reflux Methods 0.000 claims description 9
- 239000002253 acid Substances 0.000 claims description 5
- 238000009835 boiling Methods 0.000 claims description 3
- NEHMKBQYUWJMIP-NJFSPNSNSA-N chloro(114C)methane Chemical compound [14CH3]Cl NEHMKBQYUWJMIP-NJFSPNSNSA-N 0.000 claims description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 4
- 229910000039 hydrogen halide Inorganic materials 0.000 description 3
- 239000012433 hydrogen halide Substances 0.000 description 3
- 150000001350 alkyl halides Chemical class 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 238000007038 hydrochlorination reaction Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical class [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C19/00—Acyclic saturated compounds containing halogen atoms
- C07C19/01—Acyclic saturated compounds containing halogen atoms containing chlorine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/16—Preparation of halogenated hydrocarbons by replacement by halogens of hydroxyl groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/38—Separation; Purification; Stabilisation; Use of additives
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Vaporization, Distillation, Condensation, Sublimation, And Cold Traps (AREA)
Description
(54) METHOD FOR DRYING WATER-WET
METHYL CHLQRIDE (71) We, THE DOW CHEMICAL
COMPANY, a Corporation organised and existing under the laws of the State of
Delaware, United States of America, of
Midland, County of Midland, State of
Michigan, United States of America, do hereby declare the invention, for which we pray that a patent may be granted to us, and the method by which it is to be performed, to be particularly described in and by the following statement.
The present invention relates to a method of drying water-wet methyl chloride.
In our co-pending Application No.
37339/76 (Serial No. 1560892) we have described and claimed a method for producing a dry C,4 alkyl halide, which method comprises reacting a C, 4 alkanol with at least 10% in excess of the stoichiometric amount of hydrogen halide at a temperature of 50 to 1800C under a pressure of 25 to 400 psig. to maintain a major portion of the water of reaction in the liquid phase; withdrawing a vapour phase containing alkyl halide and hydrogen halide from the reaction zone, and contacting the same with alkyl halide-hydrogen halide liquid reflux; and withdrawing substantially water-free vapour from the contacting zone.
We have now found that methyl chloride prepared by the process described above and water-wet methyl chloride prepared by any other process may be substantially dried
by a method which comprises distilling the water-wet methyl chloride in the presence
of at least 10 molar 2O hydrogen chloride
based on the total weight of acid, water and
methyl chloride under a superatmospheric
pressure and a temperature of from 100"C to the azeotrope boiling point under the
pressure of said distillation, thereby to
produce a bottoms from said distillation of
not more than 36van by weight aqueous
hydrochloric acid and an overhead of
methyl chloride and hydrogen chloride
containing less than 400 molar ppm. water.
Increasing pressures allow increasing temperatures in the bottoms which form azeotropes of lower concentration hydrochloric acid.
The variables which may be adjusted to provide a lower water content of the methyl chloride and/or a higher or lower acid concentration are the molar percent hydrogen chloride, the reflux ratio, the number of trays (theoretical), the pressure and/or temperature.
This drying process is useful to dry methyl chloride whether the water results from a physical contacting or chemical reaction resulting in the co-mingling of the methyl chloride with water. For example, methyl chloride produced by the hydrochlorination of methanol is as readily dried as methyl chloride physically mixed with water as a result of a treatment of a material in the presence of water and methyl chloride.
The drying process is preferably carried out under superatmospheric pressure from 100 psig. to 300 psig. (7.5-22.5 kg./cm2).
Those temperatures at which the azeotrope of aqueous hydrochloric acid boils at such a pressure are preferable, although lower temperatures are useful if a high acid concentration is desired. Reflux ratios of between 1.3 and 4.0 are desirable to obtain efficient use of the hydrogen chloride.
Conveniently, the theoretical number of plates in the rectifier or column can vary from 10 to 150.
The introduction of hydrogen chloride into the system to obtain the desired distillation conditions is generally made at the still but may be present in the feed as a result of employing as excess over stoichiometric proportions in a reaction, for example in which methyl chloride is produced, or present as a byproduct of a process.
The present invention will be further illustrated by the following Example.
EXAMPLE
Methanol (2.903 Ib.-mole) (1.32 kg.-mole) was reacted with 39.7% molar excess above stoichiometric of hydrogen chloride at 166"C. The resulting effluent, methyl chloride, water and unreacted hydrogen chloride, was fed to a 5 1/2 inch I.D. (14.0 cm.)x50ft.(15.3 m.) high distillation column packed with 1/2 inch (1.27 cm.) saddles. The still was operated at 250 psig. (17.7 kg./cm2), 210"C. reboiler with a reflux condenser at 64"C. The molar reflux was set at 2.04. The gaseous product was analyzed for water and found to contain less than 200 ppm. water.
The still bottoms was 9.95 /O by weight aqueous hydrochloric acid.
WHAT WE CLAIM IS:
1. A method for drying water-wet methyl chloride, which method comprises distilling the water-wet methyl chloride in the presence of at least 10 molar% hydrogen chloride based on the total weight of acid, water and methyl chloride under a superatmospheric pressure and a temperature of from 100"C to the azeotrope boiling point under the pressure of said distillation, thereby to produce a bottoms from said distillation of not more than 36van by weight aqueous hydrochloric acid and an overhead of methyl chloride and hydrogen chloride containing less than 400 molar ppm. water.
2. A method as claimed in claim 1, wherein the reflux ratio is from 1.3 to 4.
3. A method as claimed in claim 1 or claim 2, wherein the pressure is from 100 psig. to 300 psig.
4. A method as claimed in any one of the preceding claims, wherein the water-wet methyl chloride has been prepared bv a process as claimed in claim 1 of U.K.
Patent Application No. 37339/76 (Serial
No.
5. A method as claimed in claim 1 for drying water-wet methyl chloride substantially as hereinbefore described in the Example.
**WARNING** end of DESC field may overlap start of CLMS **.
Claims (5)
1. A method for drying water-wet methyl chloride, which method comprises distilling the water-wet methyl chloride in the presence of at least 10 molar% hydrogen chloride based on the total weight of acid, water and methyl chloride under a superatmospheric pressure and a temperature of from 100"C to the azeotrope boiling point under the pressure of said distillation, thereby to produce a bottoms from said distillation of not more than 36van by weight aqueous hydrochloric acid and an overhead of methyl chloride and hydrogen chloride containing less than 400 molar ppm. water.
2. A method as claimed in claim 1, wherein the reflux ratio is from 1.3 to 4.
3. A method as claimed in claim 1 or claim 2, wherein the pressure is from 100 psig. to 300 psig.
4. A method as claimed in any one of the preceding claims, wherein the water-wet methyl chloride has been prepared bv a process as claimed in claim 1 of U.K.
Patent Application No. 37339/76 (Serial
No.
5. A method as claimed in claim 1 for drying water-wet methyl chloride substantially as hereinbefore described in the Example.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/486,541 US3981938A (en) | 1974-07-08 | 1974-07-08 | Method for producing dry alkyl halides |
| US05/486,539 US4145260A (en) | 1974-07-08 | 1974-07-08 | Process for drying water-wet methyl chloride |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1560893A true GB1560893A (en) | 1980-02-13 |
Family
ID=27048725
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB517779A Expired GB1560893A (en) | 1974-07-08 | 1976-12-09 | Method for drying water-wet methyl chloride |
Country Status (2)
| Country | Link |
|---|---|
| DE (2) | DE2640852C2 (en) |
| GB (1) | GB1560893A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3912094A1 (en) * | 1989-04-13 | 1990-10-25 | Rwe Dea Ag | METHOD FOR OBTAINING C (DOWN ARROW) 3 (DOWN ARROW) TO C (DOWN ARROW) 4 (DOWN ARROW) MONOALKYL CHLORIDES |
-
1976
- 1976-09-10 DE DE19762640852 patent/DE2640852C2/en not_active Expired
- 1976-09-10 DE DE19762660740 patent/DE2660740C2/en not_active Expired
- 1976-12-09 GB GB517779A patent/GB1560893A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE2640852C2 (en) | 1983-08-04 |
| DE2640852A1 (en) | 1978-03-16 |
| DE2660740C2 (en) | 1984-03-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |