Fluorescent polysiloxanes
View Patent ↗Disclosed herein are fluorescent polysiloxanes and methods of making them. Fluorescent aryl alcohols or fluorescent aryl carbinols are reacted with hydropolysiloxanes in the presence of a catalyst to link the fluorescent groups to the polysiloxane chain through an ether linkage. The resulting compounds are fluorescent and have other desirable properties.
1. A fluorescent polysiloxane having the following moiety in it:
wherein n is selected from the group consisting of 1-500;
wherein R 1 is selected from the group consisting of compounds which have the structure of a fluorescent organic alcohol albeit without a hydrogen that is present in an —OH group of the alcohol;
wherein A 1 indicates that R 1 is directly linked to the silicon through an oxygen present in R 1;
wherein R 2 is selected from the group consisting of alkyl groups of less than four carbons, R 3 —O (wherein R 3 is an alkyl group of less than four carbons), and A 1 -R 1 (wherein if R 2 is A 1 -R 1 , this A 1 -R 1 need not necessarily be the same as the other A 1 -R 1 linked to the same silicon); and
wherein the alcohol that the polysiloxane was formed from is selected from the group consisting of the following compounds:
2. A fluorescent polysiloxane having the following moiety in it:
wherein n is selected from the group consisting of 1-500;
wherein R 1 is selected from the group consisting of compounds which have the structure of a fluorescent organic alcohol albeit without a hydrogen that is present in an —OH group of the alcohol;
wherein A 1 either indicates that R 1 is directly linked to the silicon through an oxygen present in R 1 or indicates that an alkyl group of less than four carbons links that silicon to an oxygen present in R 1 ;
wherein R 2 is selected from the group consisting of alkyl groups of less than four carbons, R 3 —O (wherein R 3 is an alkyl group of less than four carbons), and A 1 -R 1 (wherein if R 2 is A 1 -R 1 , this A 1 -R 1 need not necessarily be the same as the other A 1 -R 1 linked to the same silicon); and
wherein the fluorescent polysiloxane is selected from the group consisting of poly[methyl (9-anthrylmethoxy)siloxane], poly[methyl (9-fluorenylmethoxy)siloxane], poly[methyl (1-naphthoxy)siloxane], poly[methyl (8-quinolinoxy)siloxane], poly[methyl (8-quinaldyloxy)siloxane] and poly[methyl (9-fluorenyloxy)siloxane].
3. A method of forming a polysiloxane of claim 1 , the method comprising:
reacting a polysiloxane that has in its main chain a silicon that is directly bonded to a hydrogen, with a fluorescent organic alcohol, in the presence of a catalyst, by dehydrogenative coupling;
whereby the fluorescent polysiloxane is formed.
4. The method of claim 3 , wherein the reaction is conducted at between 0° C. and 100° C.
5. The method of claim 4 , wherein the reaction is conducted at a temperature between 20° C. and 90° C.
6. The method of claim 3 , wherein the reaction is conducted in the presence of a catalyst comprising rhodium or platinum.