US4228308A
Expired / Lapsed
US
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Dehydrochlorination of a dihydroxydiphenyl trichloroethane
Assignee: General Electric Co
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Filing: 1979-05-09
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Granted: 1980-10-14
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Expires: 1999-05-09
Abstract
Abstract 1,1,1-trichloro-2,2-bis(4-hydroxyphenyl)ethane can be dehydrohalogenated to 1,1-dichloro-2,2-bis(4-hydroxyphenyl) ethylene by treating the former with a dehydrochlorinating agent comprising liquid methyl amine and an effective amount of an additive to accelerate the dehydrochlorinating effect of the liquid methyl amine selected from the class consisting of a certain class of inorganic and organic salts.
Inventors
- 👤 Michael R. Mac Laury
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 14:41
CPC Classifications
C; C07; C07C; C07C37/00; C07C37/001; C07C37/002
Claims Analysis
Total Claims: 8
Claim 1
Independent Claim
148 words
In a process for dehydrohalogenating the trichloride, 1,1,1-trichloro-2,2-bis-(4-hydroxyphenyl) ethane, to form the dichloride of the formula ##STR4## which process comprises (1) treating the aforesaid trichloride with liquid methyl amine in an amount sufficient to act as both a dehydrohalogenating agent and solvent, the improvement comprising the said methyl amine in combination with an amount of a salt effective to accelerate the dehydrohalogenation reaction, wherein said salt is selected from the class consisting of methyl amine hydrochloride and hydrobromide, ethyl amine hydrochloride and hydrobromide, dimethyl amine hydrochloride and hydrobromide, ammonium chloride and bromide, lithium chloride and bromide, and sodium chloride and bromide, to form a substantially pure dichloride of the above formula, and (2) removing the unreacted methyl amine and salt thereby isolating the desired dichloride, the said salt being used in an amount ranging from 0.5 to 20%, by weight, based on the weight of the methyl amine.
Claim 2
Dependent Claim
148 words
In a process for dehydrohalogenating the trichloride, 1,1,1-trichloro-2,2-bis-(4-hydroxyphenyl) ethane, to form the dichloride of the formula ##STR4## which process comprises (1) treating the aforesaid trichloride with liquid methyl amine in an amount sufficient to act as both a dehydrohalogenating agent and solvent, the improvement comprising the said methyl amine in combination with an amount of a salt effective to accelerate the dehydrohalogenation reaction, wherein said salt is selected from the class consisting of methyl amine hydrochloride and hydrobromide, ethyl amine hydrochloride and hydrobromide, dimethyl amine hydrochloride and hydrobromide, ammonium chloride and bromide, lithium chloride and bromide, and sodium chloride and bromide, to form a substantially pure dichloride of the above formula, and (2) removing the unreacted methyl amine and salt thereby isolating the desired dichloride, the said salt being used in an amount ranging from 0.5 to 20%, by weight, based on the weight of the methyl amine.
Claim 3
Dependent Claim
24 words
The process as in claim 1 wherein the salt comprises from 0.5 to 20%, by weight, based on the weight of the methyl amine.
Claim 4
Dependent Claim
25 words
The process as in claim 1 wherein there is present a molar ratio of from 2 to 20 mols liquid methyl amine per mol trichloride.
Claim 5
Dependent Claim
13 words
The process as in claim 1 wherein the salt is NH 4 Br.
Claim 6
Dependent Claim
15 words
The process as in claim 1 wherein the salt is CH 3 NH 2 .HCl.
Claim 7
Dependent Claim
102 words
In a process for dehydrohalogenating the trichloride, 1,1,1-trichloro-2,2-bis(4-hydroxyphenyl) ethane, to form the dichloride of the formula ##STR5## which process comprises (1) treating the aforesaid trichloroethane with liquid methyl amine in an amount sufficient to act as both dehydrohalogenating agent and solvent, the improvement comprising the said methyl amine in combination with an amount of NH 4 Cl effective to accelerate the dehydrohalogenation reaction, and (2) removing the unreacted methyl amine and ammonium chloride to yield the above-described dichloride, the NH 4 Cl being used in an amount ranging from 0.5 to 20%, by weight, based on the weight of the methyl amine.
Claim 8
Dependent Claim
102 words
In a process for dehydrohalogenating the trichloride, 1,1,1-trichloro-2,2-bis(4-hydroxyphenyl) ethane, to form the dichloride of the formula ##STR5## which process comprises (1) treating the aforesaid trichloroethane with liquid methyl amine in an amount sufficient to act as both dehydrohalogenating agent and solvent, the improvement comprising the said methyl amine in combination with an amount of NH 4 Cl effective to accelerate the dehydrohalogenation reaction, and (2) removing the unreacted methyl amine and ammonium chloride to yield the above-described dichloride, the NH 4 Cl being used in an amount ranging from 0.5 to 20%, by weight, based on the weight of the methyl amine.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1983-10-14 | 1984-04-14 | 1984-10-14 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-10-14 | 1988-04-14 | 1988-10-14 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-10-14 | 1992-04-14 | 1992-10-14 | $7700.00 | Window Closed / Lapsed |