Sulfides of nitroamino triphenyl and substitution or amino functionalized products thereof and the method of preparing the same

A method of synthesizing a composition of matter having the structural formula:

• ##STR14## wherein the nitro substituted benzene nucleus may be additionally substituted, wherein the additional substituents are small size electron withdrawing groups;
• wherein the amino substituted benzene nucleus may be additionally substituted, wherein the additional substituents are small size electron donating groups;
• and
• wherein R.sub.1 and R.sub.2 are selected from the group consisting of:
• a hydrogen atom;
• an aliphatic radical;
• a cycloaliphatic radical;
• an arylaliphatic group having an aliphatic moiety at least two carbons long;
• a linkage to a polymer backbone;
• and a copolymer backbone, said copolymer backbone selected from the group consisting of:
• copolyester, copolyether, and copolyurethane;
• or --R.sub.1 R.sub.2 -- forms a heterocyclic hydrocarbon ring, comprising the steps of:
• providing a vessel;
• adding 4-nitrophenyl disulfide, 1,4-dibromobenzene, copper powder, and dimethylacetamide to said vessel;
• subjecting said vessel to 135.degree.-140.degree. C. (.+-.15.degree. C.) for approximately 1-2 hours and refluxing at 165.degree.-170.degree. C. (.+-.15.degree. C.) for approximately 10-15 hours to allow said 4-nitrophenyl disulfide and said 1,4-dibromobenzene to react, thereby forming dinitrotriphenyl sulfide;
• reducing said dinitrotriphenyl sulfide with phenylhydrazine, thereby forming 1-(4'-aminophenyl sulfide)-4-(4"-nitrophenyl sulfide) benzene;
• reacting said 1-(4'-aminophenyl sulfide)-4-(4"-nitrophenyl sulfide) benzene with a halogenated alcohol in a 1:2 molar ratio with stirring at about 100.degree. C. for approximately 8 hours in a mild aqueous alkali solution to form a dihydroxy compound in a reaction mixture;
• allowing said reaction mixture to cool;
• and
• filtering out the dihydroxy compound from the reaction mixture.

A non-linear optically active preparation comprising an effective amount of a composition of matter having the structural formula:

• ##STR15## wherein the nitro substituted benzene nucleus may be additionally substituted, wherein the additional substituents are small size electron withdrawing groups;
• wherein the amino substituted benzenenucleus may be additionally substituted, wherein the additional substituents are small size electron donating groups;
• and
• wherein R.sub.1 and R.sub.2 are selected from the group consisting of:
• a hydrogen atom;
• an aliphatic radical;
• a cycloaliphatic radical;
• an arylaliphatic group having an aliphatic moiety at least two carbons long;
• a linkage to a polymer backbone;
• and a copolymer backbone, said copolymer backbone selected from the group consisting of:
• copolyester, copolyether, and copolyurethane;
• or --R.sub.1 R.sub.2 -- forms a heterocyclic hydrocarbon ring.