US3944598A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Production of amine salts of carboxylic acids
Assignee: Lummus Technology LLC
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Filing: 1973-06-21
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Granted: 1976-03-16
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Expires: 1993-06-21
Abstract
Abstract Amine salts of aromatic and aliphatic carboxylic acids are produced by hydrolysis of a corresponding nitrile, imide, amide or mixtures thereof in the presence of an amine, and stripping of evolved ammonia. The amine salts may be used in separation of certain isomeric acids, and are useful as intermediates in the production of the corresponding carboxylic acids and derivatives thereof, such as esters and anhydrides.
Inventors
- 👤 John E. Paustian
- 👤 Abraham P. Gelbein
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 02:30
CPC Classifications
C; C07; C07C; C07C51/00; C07C51/54
Claims Analysis
Total Claims: 18
Claim 1
Independent Claim
177 words
A process for hydrolizing at least one member selected from the group consisting of the nitriles, amides and imides of benzoic acid, phthalic acid, isophthalic acid, terephthalic acid, trimellitic acid, trimesic acid, hemimellitic acid, pyromellitic acid, prehnitic acid, mellitic acid, naphthalic acid, 1,8-naphthalene-dicarboxylic acid, 2,6-naphthalene-dicarboxylic acid, 2-, 3- and 4-biphenyl carboxylic acids, diphenic acid, 1-, 2- and 9-anthroic acids, tetrachlorophthalic acid, terephthalamic acid, 4-hydroxyisophthalic acid, phthalaldehydic acid, o-, m- and p-toluic acids, nicotinic acid, isonicotinic acid, picolinic acid, furoic acid, acetic acid, proprionic acid, butyric acid, isobutyric acid, valeric acid, caproic acid, malonic acid, succinic acid, propylmalonic acid, adipic acid, glutaric acid, 2-methylglutaric acid, mucic acid, tartaric acid, citric acid, acrylic, methacrylic acid, ethylacrylic acid, β,β-dimethylacrylic acid, crotonic acid, maleic acid, fumaric acid, allymalonic acid and sorbic acid, comprising: effecting said hydrolysis with an aqueous amine solution at a temperature of from 100°F to about 500°F; said amine being selected from the group consisting of alkyl amines, hexamethylenetetramine, pyridine, picolines, lutidines, benzyl amine and xylylamine; and removing evolved ammonia to produce the amine salt of the acid.
Claim 2
Dependent Claim
177 words
A process for hydrolizing at least one member selected from the group consisting of the nitriles, amides and imides of benzoic acid, phthalic acid, isophthalic acid, terephthalic acid, trimellitic acid, trimesic acid, hemimellitic acid, pyromellitic acid, prehnitic acid, mellitic acid, naphthalic acid, 1,8-naphthalene-dicarboxylic acid, 2,6-naphthalene-dicarboxylic acid, 2-, 3- and 4-biphenyl carboxylic acids, diphenic acid, 1-, 2- and 9-anthroic acids, tetrachlorophthalic acid, terephthalamic acid, 4-hydroxyisophthalic acid, phthalaldehydic acid, o-, m- and p-toluic acids, nicotinic acid, isonicotinic acid, picolinic acid, furoic acid, acetic acid, proprionic acid, butyric acid, isobutyric acid, valeric acid, caproic acid, malonic acid, succinic acid, propylmalonic acid, adipic acid, glutaric acid, 2-methylglutaric acid, mucic acid, tartaric acid, citric acid, acrylic, methacrylic acid, ethylacrylic acid, β,β-dimethylacrylic acid, crotonic acid, maleic acid, fumaric acid, allymalonic acid and sorbic acid, comprising: effecting said hydrolysis with an aqueous amine solution at a temperature of from 100°F to about 500°F; said amine being selected from the group consisting of alkyl amines, hexamethylenetetramine, pyridine, picolines, lutidines, benzyl amine and xylylamine; and removing evolved ammonia to produce the amine salt of the acid.
Claim 3
Dependent Claim
12 words
The process of claim 1 wherein the amine is an alkyl amine.
Claim 4
Dependent Claim
12 words
The process of claim 2 wherein the amine is a tertiary amine.
Claim 5
Dependent Claim
11 words
The process of claim 3 wherein the amine is trimethyl amine.
Claim 6
Dependent Claim
11 words
The process of claim 3 wherein the amine is triethyl amine.
Claim 7
Dependent Claim
11 words
The process of claim 2 wherein said member is a nitrile.
Claim 8
Dependent Claim
12 words
The process of claim 6 wherein said nitrile is an aromatic nitrile.
Claim 9
Dependent Claim
18 words
The process of claim 7 wherein said aromatic nitrile contains two cyano groups substituted on adjacent carbon atoms.
Claim 10
Dependent Claim
12 words
The process of claim 8 wherein the amine is a tertiary amine.
Claim 11
Dependent Claim
10 words
The process of claim 1 wherein said nitrile is terephthalonitrile.
Claim 12
Dependent Claim
12 words
The process of claim 10 wherein said amine is an alkyl amine.
Claim 13
Dependent Claim
11 words
The process of claim 11 wherein said amine is trimethyl amine.
Claim 14
Dependent Claim
11 words
The process of claim 11 wherein said amine is triethyl amine.
Claim 15
Dependent Claim
22 words
The process of claim 1 wherein said member is a mixture of phthalonitrile and phthalimide and the amine is a tertiary amine.
Claim 16
Dependent Claim
12 words
The process of claim 14 wherein said amine is an alkyl amine.
Claim 17
Dependent Claim
11 words
The process of claim 15 wherein said amine is trimethyl amine.
Claim 18
Dependent Claim
11 words
The process of claim 15 wherein said amine is triethyl amine.
References Cited (Backward Citations)
US3113964A
Cited
US3776949A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-03-16 | 1979-09-15 | 1980-03-16 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-03-16 | 1983-09-15 | 1984-03-16 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-03-16 | 1987-09-15 | 1988-03-16 | $7700.00 | Window Closed / Lapsed |