Ciba Specialty Chemicals Corporation

Basf Se Corporation

Clariant International Ltd

Fabienne Cuesta

Georges Metzger

Dieter Reinehr

Peter Rohringer

Claude Eckhardt

Ted Deisenroth

Rainer Hans Traber

Christophe Bulliard

Hans Kramer

Serge Hauger

Marc Roger Grienenberger

Roland Naef

Bernd Wockenfuss

Ren&eacute; Schlatter

Eric Signoret

Denis Planchenault

The present invention relates to a fluorescent whitening agent comprising a mixture of two symmetrically and one asymmetrically substituted triazinylaminostilbene disulphonic acids, certain novel derivatives, a process for their preparations and use of the mixture for whitening synthetic or natural organic materials, especially paper and for the fluorescent whitening and improvement of sun protection factors of textile materials.

Triazinylaminostilbene disulphonic acid mixtures

A process for improving the sun protection factor (SPF) of cellulosic fibre materials and blends thereof, which comprises contacting said materials with at least one compound of the formula (1) in which M is hydrogen, an alkali metal atom, ammonium or a cation formed from an amine; Rand R' independently of each other are &#x2014;NH&#x2014;R, &#x2014;N(R)or &#x2014;O&#x2014;R, wherein Ris aryl substituted by &#x2014;CO&#x2014;X&#x2014;R, wherein X is O or NH and Ris optionally substituted C-C-alkyl, Ris a group of formula &#x2014;O&#x2014;Rwherein Ris hydroxy alkyl, alkoxy alkyl or hydroxy alkoxy alkyl,and R&#x2032; has the meaning of Ror R.

Process for improving the sun protection factor of cellulosic fibre material

The present invention relates to a fluorescent whitening agent comprising a mixture of two symmetrically and one asymmetrically substituted triazinylaminostilbene disulphonic acids, novel asymmetrically substituted derivatives, a process for their preparations and use of the mixture for whitening synthetic or natural organic materials, especially paper and for the fluorescent whitening and improvement of sun protection factors of textile materials.

A method for the fluorescent whitening of cotton in a discontinuous process comprising contacting the cotton, I an aqueous bath having a pH value of 6 or less, with one or more compounds of the Formula (I) wherein Rrepresents an &#x2014;SOR, &#x2014;SOR, COM, &#x2014;COR, &#x2014;CONRR, &#x2014;CN or &#x2014;NOsubstituent, Ris &#x2014;NH, &#x2014;NH(C-Calkyl), &#x2014;N(C-Calkyl), &#x2014;NH(C-Chydroxyalkyl), &#x2014;N(C-Chydroxyalkyl), &#x2014;NH(C-Calkoxy)(C-Calkyl), &#x2014;N[(C-Calkoxy)(C-Calkyl)], NHC&#x2014;Calkylsulphonic acid, morpholineo, piperidino pyrrolidino, an amino acid or amino acid amide residue from which a hydrogen atom on the amino group has been removed, &#x2014;OC-Calkyl or &#x2014;OC-Chydroxyalkyl, Rand Reach, independently, represent hydrogen, C-Calkyl, C-Chydroxyalkyl or C-CalkoxyC-Calkyl and M is H, Na, Li, K, Ca, Mg, ammonium, or ammonium that is mono-, di-, tri- or tetrasubsituted by C-Calkyl, C-Chydroxyalkyl or a mixture thereof, some of which are new

Method for the fluorescent whitening of cotton

The present invention relates to compounds having formula ( ): wherein each R represents, independently, a linear C -C -alkylene residue which is unsubstituted or substituted by hydroxy, C -C -alkyl, C -C -alkoxy, C -C -hydroxy- or alkoxy-alkoxy, &mdash;OCOM, &mdash;OCOC -C -alkyl, or an amino acid residue from which a hydrogen atom on the amino group has been removed; each R represents, independently, a linear C -C -alkylene residue which is unsubstituted or substituted by hydroxy, C -C -alkyl, C -C -alkoxy, C -C -hydroxy- or alkoxy-alkoxy, &mdash;OCOM, &mdash;OCOC -C -alkyl, &mdash;CO M, CO C -C -alkyl SO M or phenoxy which is unsubstituted or substituted by halogen, C -C -alkyl or C -C -alkoxy, &mdash;CO M or CO C -C -alkyl, NH or mono- or disubstituted amino; or phenyl which is unsubstituted or substituted by 1 to 3 SO M, SO NHC -C -alkyl, &mdash;SO NH , &mdash;CO M, &mdash;CO M, &mdash;CO C -C -alkyl, &mdash;CONH , &mdash;CONHC -C -alkyl, &mdash;NHCOC -C -alkyl or mono- or disubstituted amino groups; each R represents independently, hydrogen, C -C -alkyl, halogen, cyano, SO M, &mdash;SO NH , SO NHC -C -alkyl, &mdash;CO M, &mdash;CO C -C -alkyl, &mdash;CONH , &mdash;CONHC -C -alkyl, or &mdash;NHCOC -C -alkyl; M is hydrogen, an alkali metal atom, ammonium or a cation formed from an amine and m is an integer of 1 to 3, a process for their preparation and use of the compounds as optical brightening agents for synthetic or natural organic materials or for removing stain in photographic materials.

Triazinylaminostilbene derivative as fluorescent whitening agents

Asymmetric stilbene compounds

Process for the preparation of stilbene compounds

Asymmetric compounds having the formula: in which M is hydrogen, an alkali metal atom, ammonium or a cation formed from an amine: Xa and Xb are the same or different and each is NH.sub.2 ; NH(C.sub.1 -C.sub.4 alkyl); NH(C.sub.2 -.sub.4 alkoxyalkyl); N(C.sub.1 -C.sub.4 alkyl).sub.2 ; N(CH.sub.2 CH.sub.2 OH).sub.2 ; a group NH--Z--NR.sub.1 R.sub.2 in which Z is C.sub.2 -C.sub.14 alkylene or optionally substituted arylene, and R.sub.1 and R.sub.2 are the same or different and each is C.sub.1 -C.sub.12 alkyl or R.sub.1 and R.sub.2, together with the nitrogen atom to which they are each attached, form a morpholino, piperidino or piperazino ring; an aminoacid residue; C.sub.1 -C.sub.4 alkoxy; hydroxy-substituted-C.sub.2 -C.sub.4 alkoxy; ##STR1## and Ya and Yb are the same or different and each is a substituted amino group having both UVA and UVB-absorbing properties having the formula: ##STR2## in which R.sub.3 is CN; SO.sub.2 R.sub.5 in which R.sub.5 is C.sub.1 -C.sub.12 alkyl, C.sub.1 -C.sub.12 alkoxy, NH.sub.2, NH(C.sub.1 -C.sub.4 alkyl), N(C.sub.1 -C.sub.4 alkyl).sub.2, N(CH.sub.2 CH.sub.2 OH).sub.2, C.sub.1 -C.sub.4 alkoxy or hydroxy-substituted-C.sub.2 -C.sub.4 alkoxy; COR.sub.5. In which R.sub.5 has its previous significance; COOM or NHCOR.sub.5 and in which R.sub.4 has the same meaning as R.sub.3 or H, OH, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy and one of Xa and Xb can be identical to one of Ya and Yb, provided that one of Xa and Xb is different from the other and/or one of Ya and Yb is different from the other, and their use improve the sun protection factor (SPF) of textile fiber material.

A process for the preparation of sulphonated distyryl-biphenyl compounds of formula: ##STR1## in which R.sub.1 represents hydrogen, C.sub.1 -C.sub.5 alkyl, C.sub.1 -C.sub.5 alkoxy or halogen, R.sub.1A represents hydrogen, C.sub.1 -C.sub.5 alkyl, C.sub.1 -C.sub.5 alkoxy or halogen and M represents hydrogen, an alkaline- or alkaline earth-metal, or ammonium, characterised by reacting a compound of formula: ##STR2## in which R.sub.2 represents C.sub.1 -C.sub.5 alkyl, with a compound of formula: ##STR3## whereby R.sub.3 represents phenyl, optionally substituted by C.sub.1 -C.sub.4 alkoxy, halogen or SO.sub.3 M, or C.sub.1 -C.sub.12 alkyl, R.sub.4 represents C.sub.2 -C.sub.6 alkylene, and M, R.sub.1 and R.sub.1A are defined as above, in an alcoholic or dipolar aprotic solvent and in the presence of a strong base. Novel compounds of formulae (3) and (4) and a process for their preparation.

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Waldighoffen, France

Fabienne Cuesta