GB929436A - Benzyl phosphoric acid derivatives and improvements in the production of compounds of the 1,4-bis-(para-carboxystyryl)-benzene series - Google Patents

Benzyl phosphoric acid derivatives and improvements in the production of compounds of the 1,4-bis-(para-carboxystyryl)-benzene series

Info

Publication number
GB929436A
GB929436A GB2607760A GB2607760A GB929436A GB 929436 A GB929436 A GB 929436A GB 2607760 A GB2607760 A GB 2607760A GB 2607760 A GB2607760 A GB 2607760A GB 929436 A GB929436 A GB 929436A
Authority
GB
United Kingdom
Prior art keywords
benzene
ester
alkyl
diethyl ester
bis
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
GB2607760A
Inventor
Walter Stilz
Fritz Stolph
Horst Pommer
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 SE
Original Assignee
BASF SE
Badische Anilin and Sodafabrik AG
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 BASF SE, Badische Anilin and Sodafabrik AG filed Critical BASF SE
Publication of GB929436A publication Critical patent/GB929436A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/38—Phosphonic acids RP(=O)(OH)2; Thiophosphonic acids, i.e. RP(=X)(XH)2 (X = S, Se)
    • C07F9/40—Esters thereof
    • C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
    • C07F9/4056—Esters of arylalkanephosphonic acids

Abstract

The invention comprises compounds of the general formula <FORM:0929436/IV(a)/1> in which R represents hydrogen, an aliphatic or aralkyl radical, the R1 radicals, which may be identical or different, represent hydrogen, alkyl, aryl, halogen, alkoxy or carboxylic ester groups, R11 represents hydrogen or alkyl with one to four carbon atoms, R111 represents hydrogen or alkyl, RIV represents hydrogen or alkyl, or RIII and RIV, when taken together with <FORM:0929436/IV(a)/2> , represent a heterocyclic ring and a process for the production of compounds of the 1,4-bis-(para-carboxystyryl)-benzene series wherein a benzylphosphonic acid, substituted in para-position by a carboxy group, the carbon atom attached to phosphorus of which bears at least one hydrogen atom, or an ester of such an acid, is reacted in the presence of a proton acceptor with a 1,4-diformyl-benzene with the replacement of each of the two carbonyl oxygen atoms in the 1,4-diformyl benzene by a benzal radical. Representative of the benzylphosphonic esters specified for use as starting materials are p-carbethoxybenzyl phosphonic diethyl ester, a -(p-carb-butoxy phenyl) butyl phosphonic diethyl ester, 2,5-dichlor-4-carbmethoxy-benzyl phosphonic diethyl ester, 3-methoxy-, 3-phenyl and 2-brom-4-carbmethoxy benzyl phosphonic diethyl ester and 2-fluor-4-carbethoxy-benzyl-phosphonic acid diethyl ester. Diformyl benzenes specified for use as starting materials include 1,4-diformyl benzene optionally further substituted with alkyl, aralkyl, halogen, alkoxy or sulphonic acid groups. Proton acceptors specified include alkali and alkali earth metal hydroxides, alcoholates and amides, strongly basic amines and ion exchange resins. Many solvents for use in the process are listed. The examples relate to the preparation of 1,4-bis(p-carbmethoxy-styryl)-benzene and 1,4-bis-(31,41-dicarbomethoxy-styryl)-benzene. The products are brightening and light protection agents. p-Carbomethoxy-benzyl phosphonic acid dimethyl ester is obtained by reacting p-chloromethylbenzoic acid methyl ester with triethyl phosphite. 3,4- Dicarbomethoxybenzene phosphonic acid diethyl ester is obtained by heating 3,4-dicarbomethoxybenzyl chloride with triethyl phosphite.
GB2607760A 1959-07-29 1960-07-27 Benzyl phosphoric acid derivatives and improvements in the production of compounds of the 1,4-bis-(para-carboxystyryl)-benzene series Expired GB929436A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEB54219A DE1129947B (en) 1959-07-29 1959-07-29 Process for the preparation of 1,4-bis (p-carboxystyryl) -benzenes

Publications (1)

Publication Number Publication Date
GB929436A true GB929436A (en) 1963-06-26

Family

ID=6970530

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2607760A Expired GB929436A (en) 1959-07-29 1960-07-27 Benzyl phosphoric acid derivatives and improvements in the production of compounds of the 1,4-bis-(para-carboxystyryl)-benzene series

Country Status (4)

Country Link
BE (1) BE593452A (en)
CH (1) CH388294A (en)
DE (1) DE1129947B (en)
GB (1) GB929436A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS51133701A (en) * 1975-05-16 1976-11-19 Hitachi Ltd Non-magnetic retainer ring for supporting rotor
US4380514A (en) 1980-01-12 1983-04-19 Basf Aktiengesellschaft Preparation of optical brighteners
US4785128A (en) * 1979-12-13 1988-11-15 Ciba-Geigy Corporation Process for the preparation of bis-styrylbenzenes

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1154617B (en) * 1960-10-26 1963-09-19 Basf Ag Stabilized molding compositions containing carbonamide groups
JPS57150853A (en) * 1981-03-13 1982-09-17 Konishiroku Photo Ind Co Ltd Electrophotographic receptor
US4537985A (en) * 1982-04-16 1985-08-27 Standard Oil Company (Indiana) Process for the manufacture of 1,4-bis[2-(4'-carbomethoxystyrenyl)] benzene

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS51133701A (en) * 1975-05-16 1976-11-19 Hitachi Ltd Non-magnetic retainer ring for supporting rotor
JPS569225B2 (en) * 1975-05-16 1981-02-27
US4785128A (en) * 1979-12-13 1988-11-15 Ciba-Geigy Corporation Process for the preparation of bis-styrylbenzenes
US4380514A (en) 1980-01-12 1983-04-19 Basf Aktiengesellschaft Preparation of optical brighteners

Also Published As

Publication number Publication date
DE1129947B (en) 1962-05-24
BE593452A (en) 1961-01-27
CH388294A (en) 1965-02-28

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