Mono-azide compound for photo-induced cross-linking polymer strands

Patent metadata

Field	Value
Publication number	US-2017267833-A1
Application number	US-201515528966-A
Country	US
Kind code	A1
Filing date	Nov 23, 2015
Priority date	Nov 24, 2014
Publication date	Sep 21, 2017
Grant date	—

Abstract

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.

First claim

1 - 15 . (canceled)

16 . A method for cross-linking polymer strands, the method comprising:
providing a composition comprising
(A) the polymer strands,
(B) a mono-azide 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

(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.

17 . The method according to claim 16 , wherein Q 1 and Q 2 are both F.

18 . The method according to claim 16 , wherein:
R 1 , R 2 and R 3 are each an electron withdrawing and/or water-soluble group; R a , R b and R e are each independently from another selected from hydrogen, halogen, or an unsubstituted or substituted residue of not more than 20 carbon atoms selected from the group consisting of alkyl, alkenyl, alkinyl, heteroalkyl, heteroalkenyl, heteroalkinyl, aryl, alkaryl, arylalkyl, heteroaryl, heteroarylalkyl, and heteroalkaryl; R d is a bivalent residue of not more than 20 carbon atoms; and X − is a counter ion.

19 . The method according to claim 16 , wherein at least one of R 1 , R 2 and R 3 is an electron withdrawing residue.

20 . The method according to claim 16 , wherein at least two of R 1 , R 2 and R 3 are each independently from another a halogen.

21 . The method according to claim 16 , 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, polyethalene oxide, polyethylene glycol methyl ester, poly(methacrylate), poly(methyl methacrylate) polycaprolactone, polylactic acid, polymalic acid, polystyrene, poly(alpha-methyl styrene), polystyrene-co-maleic anhydrate, poly(ethylene oxide), and copolymers of two or more thereof.

22 . The method according to claim 16 , wherein the step (ii) of irradiating is excitation with light of a wavelength in the range of from 200 nm to 400 nm.

23 . The method according to claim 16 , 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.

24 . The method according to claim 23 , 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.

25 . The method according to claim 16 , 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 .

26 . The method according to claim 16 , 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 to a low degree or non-cross-linked.

27 . A cross-linked polymer composition obtainable from the method according to claim 16 .

28 . An electronic device, comprising the cross-linked polymer composition according to claim 27 .

Assignees

• Basf Se

Inventors

• Wu Chao
• Brunetti Fulvio G
• Becker Stefan
• Hemgesberg Maximilian

Classifications

• C08K5/0025 Primary

  Crosslinking or vulcanising agents; including accelerators · CPC title

• C08J2371/02

  Polyalkylene oxides · CPC title

• C08J3/28

  Treatment by wave energy or particle radiation · CPC title

• C08J2333/12

  Homopolymers or copolymers of methyl methacrylate · CPC title

• C09D139/08

  Homopolymers or copolymers of vinyl-pyridine · CPC title