GB540095A - Manufacture of new esters of 4-sulphophthalic acid or its substitution products - Google Patents

Manufacture of new esters of 4-sulphophthalic acid or its substitution products

Info

Publication number
GB540095A
GB540095A GB5811/40A GB581140A GB540095A GB 540095 A GB540095 A GB 540095A GB 5811/40 A GB5811/40 A GB 5811/40A GB 581140 A GB581140 A GB 581140A GB 540095 A GB540095 A GB 540095A
Authority
GB
United Kingdom
Prior art keywords
acid
agents
esterification
sulphophthalic
ethyl
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
Application number
GB5811/40A
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.)
BASF Schweiz AG
Original Assignee
Gesellschaft fuer Chemische Industrie in Basel CIBA
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 Gesellschaft fuer Chemische Industrie in Basel CIBA filed Critical Gesellschaft fuer Chemische Industrie in Basel CIBA
Publication of GB540095A publication Critical patent/GB540095A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C303/00Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/02Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof
    • C07C303/22Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof from sulfonic acids, by reactions not involving the formation of sulfo or halosulfonyl groups; from sulfonic halides by reactions not involving the formation of halosulfonyl groups

Abstract

540,095. 4-Sulphophthalic acid esters. SOC. OF CHEMICAL INDUSTRY IN BASLE. April 1, 1940, Nos. 5811 and 5812. Convention dates, April 4, 1939, and March 4, 1940. [Class 2 (iii)] 4-Sulphophthalic acid and substitution products thereof are esterified on one carboxyl group with 2-ethyl-butanol and on the other carboxyl group with an alcohol containing at least four carbon atoms. Suitable alcohols mentioned include butyl-, isobutyl-, amyl-, n-hexyl-alcohols, 2-ethylbutanol-(1), methyl propyl carbin-carbinol, 2-ethyl-hexanol-(1), methylcyclohexanol, and decyl-, dodecyl-, hexadecyl-, octadecyl-alcohols. Instead of the free acid there may be used the corresponding anhydrides, acid halides, and esters. In the. latter case a re-esterification takes place. A salt of the sulphonic acid may also be used. In this case a slightly higher temperature is employed and promoters such as gaseous hydrochloric acid or concentrated sulphuric acid may be present. The esterification is also assisted by removal of water from the re-action mixture in any known manner and particularly with the assistance of a substance which forms an azeotropic mixture with water such as benzene or toluene. The esterification may also be conducted under pressure. In examples : (1) Phthalic acid is sulphonated with sulphur trioxide and the product so obtained is esterified, in the presence of sulphuric acid first with 2-ethylhexanol and then with 2-ethylbutanol to give a colourless solid mass which is a good framing agent. (2) 4-Sulphophthalic anhydride is treated with 2-ethyl-butanol-(1), and the product neutralized with caustic soda. (3) As in example (2) using a lower esterification temperature. The products of the invention are useful as wetting agents and may be used alone or in combination with solubility improvers such as urea or sodium cymene sulphonate, or soaps, protective colloids, dressing agents, weighting agents, softening agents or matting agents. In particular in admixture with fat solvents such as pine oil, methyl-cyclohexanol, or tetrahydronaphthalene products with a good wetting action are obtained. Specification 481,346 is referred to.
GB5811/40A 1939-04-04 1940-04-01 Manufacture of new esters of 4-sulphophthalic acid or its substitution products Expired GB540095A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH540095X 1939-04-04

Publications (1)

Publication Number Publication Date
GB540095A true GB540095A (en) 1941-10-06

Family

ID=4519023

Family Applications (1)

Application Number Title Priority Date Filing Date
GB5811/40A Expired GB540095A (en) 1939-04-04 1940-04-01 Manufacture of new esters of 4-sulphophthalic acid or its substitution products

Country Status (1)

Country Link
GB (1) GB540095A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2828326A (en) * 1956-02-03 1958-03-25 Monsanto Chemicals Sulfophthalate esters

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2828326A (en) * 1956-02-03 1958-03-25 Monsanto Chemicals Sulfophthalate esters

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