Hoechst Aktiengesellschaft

Dieter Gunther

Gunter Rosch

Rudiger Erckel

Erich Schinzel

Lothar Willms

Rainer Wingen

Heinz Probst

Dieter Ohlendorf

Hermann Bieringer

Theodor Papenfuhs

Klaus Bauer

Hans-Ulrich Von Der Eltz

Hilmar Mildenberger

Helmut Burstell

Albert Bender

Erwin Schmidt

Klaus-Dieter Kampe

Hans J Nestler

Karl Matterstock

Horst Fruhbeis

Thomas Huttelmaier

Hansjorg Vollmann

Karl-Heinz Krell

Liquid-crystalline, 1-substituted piperidine-4-carboxylic acid esters, process for their preparation, and their use in liquid-crystalline mixtures The novel 1-substituted piperidine-4-carboxylic acid esters of the general formula (I) ##STR1## are liquid-crystalline and exhibit, in particular, S.sub.c or S.sub.c * phases. In this formula, R.sup.1 or R.sup.2 is a radical of the general formula (II) ##STR2## in which the rings are aromatic, heteroaromatic or optionally heteratom-containing cycloaliphatic molecular components, such as 1,4-phenylene, pyrimidine-2,5-diyl or trans-1,4-cyclohexylene, which are linked via a single bond (in the case where n and p=zero) or via functional groups Z.sub.1 or Z.sub.2 such as CO- or CH.sub.2 -O, and in which k, n, m, p and q are zero or 1, where k+m+p is at least 1 and p=zero when m=zero. The other radical R.sup.1 or R.sup.2 is an optionally substituted straight-chain or branched alkyl group having 1 to 20 carbon atoms, X.sub.1 denotes, S, phenylenoxy or CH.sub.2, and X.sub.2 denotes O or phenylenoxy.

Liquid-crystalline, 1-substituted piperidine-4-carboxylic acid esters

Optically active esters of 1-acylproline of the general formula ##STR1## in which at least one of the radicals R.sup.1 and R.sup.2 is a mesogenic radical, are suitable as dopes in ferroelectric liquid-crystal mixtures. Proline derivatives in which only the R.sup.1 radical is mesogenic are preferred.

Optically active esters of 1-acylproline as dopes in liquid-crystal

The invention relates to new 3-halogenoacetonesulfonamides of the formula X--CH.sub.2 --CO--CH.sub.2 --SO.sub.2 NH.sub.2 in which X=F, Cl, Br or I, and to the preparation and use thereof. The preparation of the bromine compound according to the invention is effected by reacting acetonesulfonamide with bromine in aqueous solution. The fluorine, chlorine or iodine compound is prepared by reacting the bromine compound with a fluoride, chloride or iodide in an aprotic solvent. The compounds according to the invention can be used for the preparation of azo dyestuffs, plant protection agents, pharmaceuticals and textile auxiliaries.

3-halogenoacetonesulfonamides and a process for their preparation

The invention relates to new 2-ketosulfonamides of the formula ##STR1## and to a process for their preparation, wherein the reaction mixtures obtained by reacting enamines of the formula ##STR2## with sulfamoyl halides of the formula ##STR3## are hydrolyzed to the 2-ketosulfonamides.

2-ketosulfonamides and process for their preparation

The invention relates to new 2-ketosulfonamides of the formula ##STR1## and to a process for their preparation, wherein the 3-amino-2-sulfamoylalk-2-enoic acid esters of the formula ##STR2## obtained by reacting 3-aminoalk-2-enoic acid esters of the formula ##STR3## with amidosulfonyl chlorides of the formula X-SO.sub.2 -NH-R.sup.2, are subjected to hydrolysis and decarboxylation. The invention also relates to the 3-amino-2-sulfamoylalk-2-enoic acid esters which can be isolated as intermediates.

Compounds of the formula ##STR1## wherein X is halogen, R.sub.1 and R.sub.2 are hydrogen, halogen, (halo)alk(en)yl, (halo)alkoxyalkyl or together form an (optionally substituted) alkylene bridge, and R.sub.3 is hydrogen, alkyl or halogen are valuable intermediates in particular for the manufacture of pesticides.

1,2-Dihalogenoalkylsulfonyl isocyanates and

The invention relates to new 2-ketosulfonamides of the general formula ##STR1## and to a process for their preparation, which process comprises oxidizing compounds of the general formula

2-Ketosulfonamides

Compounds of the formula ##STR1## wherein R.sub.1 denotes an aliphatic radical which is optionally substituted by halogen and/or interrupted by oxygen, R.sub.2 and R.sub.3 denote H or alkyl, X denotes oxygen or sulfur, m denotes 0 or 1, and R.sub.4 denotes an optionally substituted six-membered heterocyclic ring having 2-3 N atoms, are effective herbicides and growth regulators.

Heterocyclically substituted (halogeno)alkyl- and

Mixtures of optical brighteners consisting of from (a) 0.98 to 0.50 part by weight of a mixture consisting of from 0.05 to 0.95 part by weight of a brightener of the series of the benzoxazolyl-stilbenes and of from 0.95 to 0.05 part by weight of a brightener of the series of the aryltriazoles and (b) of from 0.02 to 0.5 part by weight of a brightener of the series of the bis-benzoxazolyl-stilbenes or of the bis-benzothiazolyl-stilbenes.

Mixtures of optical brighteners and their use for the optical brightening

Mixture of optical brighteners consisting of from 0.5 to 0.95 part by weight of a brightener of the series of the benzoxazolyl-stilbenes and of from 0.95 to 0.05 part by weight of a brightener of the series of the aryltriazoles.

Mixtures of optical brighteners

Benzimidazo-[1,2-a]-quinolines of the formula ##STR1## In the solid and dissolved state, the compounds of the invention are strongly fluorescing from reddish-blue to red, depending on the substitution. The compounds can be used as optical brighteners and as fluorescent dyestuffs. Furthermore they are valuable intermediates for the preparation of optical brighteners and fluorescing dyestuffs. They are distinguished by a very good fastness to light.

Benzimidazo-[1,2-a]-quinolines

Compounds of the formula I ##STR1## in which X is O or S, R.sub.1 and R.sub.2, being identical or different, are radicals selected from the group of hydrogen, fluorine or chlorine atoms, phenyl, C.sub.1 -C.sub.9 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -dialkyl-amino, acylamino radicals, or optionally functionally modified carboxy or sulfo groups, two adjacent radicals R.sub.1 and R.sub.2 together optionally representing a benzo ring, a lower alkylene or a 1,3-dioxapropylene group, and A is a group of the formulae ##STR2## in which R.sub.3 and R.sub.4, independently from each other, are hydrogen, fluorine or chlorine atoms or C.sub.1 -C.sub.4 -alkyl groups.

Stilbenes, process for the manufacture thereof and the use thereof as

A mixture of optical brighteners containing 0.05 to 0.95 part by weight of a compound from the benzoxazolyl- or benzothiazolylstilbene series and 0.95 to 0.05 part by weight of a compound of the bis-benzoxazolyl- or bis-benzothiazolylstilbene series or of the benzoxazolyl- or benzothiazolyl-stilbene oxazolo[5,4-6]pyridinyl or oxazolo[2,3-b]pyridinyl series. These mixtures show an enhanced degree of whiteness as compared to the same amount of the single components.

Compounds of the formula ##STR1## wherein X is O or S, A is a group of the formula ##STR2## and R.sub.1, R.sub.2 and R.sub.3 are non-chromophorous substituents. They are prepared by reacting a 4'-benzoxa(thia)zolyl-2-stilbene-4-carbonic acid chloride with an amidoxim containing the group R.sub.3 or by reacting a 4'-benzoxa(thia)zolyl-2-stilbene-4-amidoxime with an acid chloride containing the group R.sub.3. These compounds are used as optical brighteners.

4-Benzoxazolyl-4'-oxadiazolyl stilbene optical brighteners

Mixtures of optical brighteners containing 0.05 to 1% of a 4-benzoxazolystilbene derivative and 1 to 0.05% of a 1,4-bis-benzoxazolyl- or bis-benzthiazolyl-naphthalene derivative. These mixtures show a higher degree of whiteness than an equal amount of only one of the two components.

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Kelkheim, Germany

Dieter Gunther