Mono-azide compound for photo-induced cross-linking polymer strands
The present invention relates to the use of a mono-azide compound for cross-linking polymer strands, wherein said mono-azide compound has a structure of the formula (I): (I), wherein Q 1 and Q 2 are each independently from another a halogen and wherein R 1 , R 2 and R 3 are each independently from another any not comprising an azido moiety. Further, the present invention relates to a method for cross-linking polymer stands and to a cross-linked polymer composition obtainable from said method and an electronic device comprising such composition.
1. A method for cross-linking polymer strands, the method comprising:
(i) providing a composition comprising
(A) the polymer strands,
(B) a mono-azide mono-functional compound of the formula (I):
wherein:
Q 1 and Q 2 are each independently from another each a halogen, and
R 1 , R 2 and R 3 are each independently from another any residue not comprising an azido moiety, and wherein R 1 , R 2 , and R 3 are each independently selected from the group consisting of halogen, —CN, —CO—O—CH 3 , —CO—CH 3 , —CF 3 , —O—CF 3 , CF 3 , —NO 2 and hydrogen, and
(C) optionally one or more solvent(s);
(ii) irradiating said composition of step (i) with light of a wavelength in the range of from 200 nm to 450 nm;
(iii) optionally removing one or more solvents from the sample; and
(iv) obtaining a cross-linked polymer composition.
2. The method according to claim 1 , wherein Q 1 and Q 2 are both F.
3. The method according to claim 1 , wherein at least two of R 1 , R 2 and R 3 are each independently from another a halogen.
4. The method according to claim 1 , wherein the polymer strands are selected from the group consisting of poly(vinylpyridine), poly(vinylbenzyl chloride), polyvinyltoluene, poly(2-vinylnaphtalene), polyvinyl chloride, polyvinyl acetate, polyvinyl alcohol, polyacrylonitrile, poly(vinylphenol), polyethylene, polypropylene, polymethylpentene, polybutadiene, polybutene-1, polyisobutylene, ethylene propylene rubber, and ethylene propylene diene monomer rubber, polyethylene oxide, polyethylene glycol methyl ester, poly(methacrylate), poly(methyl methacrylate) polycaprolactone, polylactic acid, polymalic acid, polystyrene, poly(alpha-methylstyrene), polystyrene-co-maleic anhydrate, poly(ethylene oxide), and copolymers of two or more thereof.
5. The method according to claim 1 , wherein the step (ii) of irradiating is excitation with light of a wavelength in the range of from 200 nm to 400 nm.
6. The method according to claim 1 , wherein prior to step (ii) of irradiating, the composition of step (i) is brought into a laminar extension of a thickness of less than 1 mm.
7. The method according to claim 6 , wherein the composition of step (i) is brought into a laminar extension by means of spin coating, solution casting, spraying, slot die coating and/or printing.
8. The method according to claim 1 , wherein the step (ii) of irradiating is excitation an amount of irradiation energy in the range of from 100 mJ/cm 2 to 100 J/cm 2 .
9. The method according to claim 1 , wherein said method further comprises:
(v) removing:
residual mono-azide compound of the formula (I);
reaction products of the mono-azide compound of the formula (I);
and/or
polymer strands cross-linked or non-cross-linked.
10. The method according to claim 1 , wherein R 1 , R 2 and R 3 are each independently from another a halogen.
11. The method according to claim 1 , wherein R 1 , R 2 and R 3 are each F.
12. The method according to claim 1 , wherein Q 1 , Q 2 , R 1 , R 2 and R 3 are each F and the compound of the formula (I) is azido pentafluorobenzene.
13. A cross-linked polymer composition obtainable from the method according to claim 1 .
14. An electronic device, comprising the cross-linked polymer composition according to claim 13 .