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| Stabilization of ink compositions |
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| Chalcone derivatives and process for producing the same |
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Method for producing lightfast disperse dyestuffs containing a build-in photostabilizer [molecule] compound
| Details |
Inventors: Freeman, Harold S.;
Assignee: North Carolina State University (Raleigh, NC)
Primary Examiner: Higel; Floyd D.
Assistant Examiner:
Attorney, Agent or Firm: Bell, Seltzer, Park & Gibson
A method of producing a UV lightfast disperse dyestuff comprising selecting a disperse dyestuff having predetermined chromophoric groups, selecting a photostabilizer compound, designing a hybrid disperse dye molecular structure which contains the chromophoric groups of the selected disperse dyestuff and also contains the molecular structural features of the selected photostabilizer compound, and synthesizing the thus designed hybrid disperse dyestuff molecule. Such a method produces a hybrid dye molecule which is a UV lightfast analog of a disperse dyestuff having predetermined chromophoric groups, said hybrid dye molecule containing in its molecular structure the chromophoric groups of the selected disperse dyestuff and also containing the molecular structural features of a photostabilizer compound. |
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DETAILED DESCRIPTION OF THE INVENTION The photostabilizers which are most preferred for incorporation into the dyestuffs of the present invention are those photostabilizer compounds which have heretofore been used as photostabilizer additives to dyebaths in conventional dyeing processes.
These photostabilizer compounds generally fall into one of three main structural types: the benzophenones, having the general structural formula: ##STR1## where R.
sub.
1 =H, OH, OMe and CH.
sub.
3 and R.
sub.
2 =H, OH, OMe and CH.
sub.
3 the benzotriazoles, having the general structural formula: ##STR2## where R.
sub.
1 =H, OH, OMe, NH.
sub.
2, CH.
sub.
3, and Cl and R.
sub.
2 =H, NH.
sub.
2, CH.
sub.
3, and C(CH.
sub.
3).
sub.
3 and the hindered amines, whose general structural formula is as follows: ##STR3## where R=H, OH, NH.
sub.
2 and amino alkyl.
Disperse dyestuffs may be classified chemically as aminoazobenzenes (azo dyes), aminoanthraquinones (anthraquinone dyes) and nitrodiarylamines (nitro dyes).
The characteristic structural unit of azo dyes is the --N.
dbd.
N-- chromophoric group, and this classification of dyes includes monoazo, disazo, trisazo and tetrakisazo dyes, according to the number of --N.
dbd.
N-- groups present in the dye molecule.
The characteristic structural unit of the anthraquinone dyes is anthraquinone: ##STR4## including the chromophoric groups: >C.
dbd.
O and >C.
dbd.
C<.
The nitro dyestuffs are characterized by the structural unit ArNO.
sub.
2.
In designing the molecular structure of dyestuffs in accordance with the present invention, it is desirable to keep the molecular structures as compact and small as possible in order to get optimum penetration and adsorption into the fibers.
Therefore, hybrid molecular structures in which the photostabilizer moiety is incorporated into the dyestuff structure are preferred over structures which would result from attachment of a photostabilizer molecule to a dyestuff molecule through a bridging group.
For example, upon examining the molecular structural features of Disperse Yellow 42 ##STR5## and a typical benzophenone: ##STR6## it will be seen that through the addition of a hydroxybenzoyl group to the dyestuff molecule, a benzophenone moiety can be generated in the structure, yielding lightfast analogs of Disperse Yellow 42 such as the following: ##STR7## In this instance, one of the phenyl groups present in the dyestuff molecule is shared by the benzophenone moiety
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