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

    公开(公告)号：GB929436A

    公开(公告)日：1963-06-26

    申请号：GB2607760

    申请日：1960-07-27

    Applicant: BASF AG

    Inventor： STILZ WALTER ,  STOLPH FRITZ ,  POMMER HORST

    IPC: C07F9/40

    Abstract: The invention comprises compounds of the general formula 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 , 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.

    Stabilised, linear polycondensation products containing carboxylic amide groups
    9.
    发明专利
    Stabilised, linear polycondensation products containing carboxylic amide groups 未知

    公开(公告)号：GB1036414A

    公开(公告)日：1966-07-20

    申请号：GB1732963

    申请日：1963-05-02

    Applicant: BASF AG

    Inventor： STILZ WALTER ,  POMMER HORST ,  BICZYSKO HANS ,  FESSMANN HEINZ

    IPC: C08K5/1565

    Abstract: Compositions stable against heat, oxygen and light comprise 99.99 to 95% by weight of a polycondensation product containing carboxylic amide groups in the chain and 0.01 to 5% of a compound containing at least one catechol methylene ether group in the molecule and which is not a Schiff's base, a Schiff's base selectively hydrogenated on the azomethine group, a bis styrylbenzene or a stilbene. Specified polycondensates are polyamides, e.g. from hexamethylenediamine and adipic acid or from lactams such as pyrrolidone, piperidone, caprolactam, caprylolactam, dodecylolactam or undecylolactam, polyurethanes and polyureas. The majority of the stabilizers conform to the formula where R1, R2 and R3 are H or substituent group but compounds containing two or more catechol methylene ether groups may also be used. In the specific example polycaprolactam is stabilized with 3,4-methylenedioxybenzoic acid; 3-phenyl-2-(31,41-methylenedioxyphenyl) -thiazolidone-4; and 3-(41-N-phenylaminophenyl)-2 -2 (311,411-methylenedioxyphenyl)-thiazolidone-4. Other stabilizers mentioned are: p-xylylene glycol-bis-(3,4-methylenedioxybenzyl ether); alpha-beta-bis-(3,4-methylenedioxyphenyl)-ethane; 2,5-dimethoxy-3,4-methylenedioxyphenylglyoxylic acid; 2,5-dimethoxy-3,4-methylenedioxyacetophenone; N-ethyl-3,4-methylenedioxybenzylamine; 3,4-methylenedioxyaniline; 3,4-methylenedioxyacetanilide; 6-acetoamino-3,4-methylenedioxy-1-propylbenzene; 3,4-methylenedioxybenzyl alcohol; methyl-3,4-methylene dihydroxy cinnamate; 6,7-methylenedioxy-3,4-dihydroisocoumarin; 3,4-methylenedioxyphthalic anhydride; 7-hydroxy -3-(3,4-methylenedioxyphenyl)-chromone; 2,3:6,7-bismethylenedioxy-9,10-dihydroanthracene piperonaldibutylacetal; 3,4-methylenedioxyacetophenone; 3,4-methylenedioxyphenylacetone; piperonaldiphenylmercaptal; 5,6-methylenedioxyhydrindone-1; 3,4-methylenedioxyphenylacetic acid; gamma-piperonylbutyric acid; ethyl 3,4-methylenedioxybenzoate; 3,4-methylenedioxybenzonitrile; 3,4-methylenedioxybenzamide; ethyl piperate; 2-(3,4-methylenedioxyphenyl)-benzimidazole; and 6,7-methylenedioxyhydroisocarbostyryl.

    Macromolecular substances homogeneously brightened with optical bleaches
    10.
    发明专利
    Macromolecular substances homogeneously brightened with optical bleaches 未知

    公开(公告)号：GB948267A

    公开(公告)日：1964-01-29

    申请号：GB2524160

    申请日：1960-07-20

    Applicant: BASF AG

    Inventor： POMMER HORST ,  SIEBEL HANS PETER ,  SCHWEN ROLAND ,  STILZ WALTER

    IPC: C07C1/34 ,  C07C15/52 ,  C07C17/26 ,  C07C25/24 ,  C07D209/86 ,  C07D317/50 ,  C07F9/54 ,  C08K5/00 ,  C09B23/14 ,  D01F1/10

    Abstract: Macromolecular organic compounds (defined as having a molecular weight corresponding to a K-value of 20 or more) are optically brightened by the homogeneous distribution therein of a 1,4-bis-styryl-benzene which contains on at least one benzene nucleus at least one of the substituents, alkyl, aryl, aralkyl, halogen, hydroxyl, esterified hydroxyl and etherified hydroxyl but no nitrile group or carboxylic acid ester or amide group in which the carbonyl carbon atom is attached to the 1,4-bis-styryl-benzene. The bis-styryl-benzenes may be prepared as described in Specification 813,539. An extensive list of macromolecular substances contain various examples of substances within the general categories:-polyamides; polyaldehydes; polyesters; polycarbonates; amino-formaldehyde polycondensates; unsaturated polyester resins; polymers of dienes, vinyl and allyl esters, vinyl ketones, vinyl ethers, olefinic hydrocarbons and their aryl- and halo-substitution derivatives, olefincally unsaturated mono- and di-carboxylic acids and their esters, amides and nitriles, and vinyl pyridine, carbazole and lactams; regenerated cellulose; cellulose esters; rubber; and chlorinated rubber. In specific examples the optical bleaches are incorporated in the following compositions:-(Examples 1 to 4) polyvinyl chloride, ethoxylated maitonic acid and diphenylthiourea; (Examples 5 and 6) polypropylene and titanium dioxide; (Example 7) polypropylene; (Example 8) a polyamide from caprylic lactam; (Example 9) a lacquer of a styrene-butyl acrylate copolymer in toluene; (Example 10) polyvinyl chloride, ethoxylated montanic acid, diphenylthiourea and titanium dioxide; (Example 11) polyvinyl chloride, dioctylphthalate, titanium dioxide and phenylurea; and (Example 12) a styrene-acrylo-nitrile copolymer, titanium dioxide and barium stearate.

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