Ophthalmic and otorhinolaryngological device materials containing an alkylphenol ethoxylate

1. An ophthalmic or otorhinolaryngological device selected from the group consisting of intraocular lenses; contact lenses; keratoprostheses; corneal inlays or rings; otological ventilation tubes; and nasal implants, wherein the device comprises a copolymeric ophthalmic or otorhinolaryngological device material formed by polymerizing a composition comprising

a) 75 to 97% (w/w) of a monofunctional acrylate or methacrylate monomer of formula [1]:

wherein

B═O(CH 2 ) n , NH(CH 2 ) n , or NCH 3 (CH 2 ) n ;

R 1 ═H, CH 3 , CH 2 CH 3 , or CH 2 OH;

n=0-12;

A=C 6 H 5 or O(CH 2 ) m C 6 H 5 , where the C 6 H 5 group is optionally substituted with —(CH 2 ) n H, —O(CH 2 )H, —CH(CH 3 ) 2 , —C 6 H 5 , —OC 6 H 5 , —CH 2 C 6 H 5 , F, Cl, Br, or I; and

m=0-22;

b) a difunctional acrylate or methacrylate cross-linking monomer of formula [2]:

wherein

R 2 , R 3 independently=H, CH 3 , CH 2 CH 3 , or CH 2 OH;

W, W′ independently=O(CH 2 ) d , NH(CH 2 ) d , NCH 3 (CH 2 ) d , O(CH 2 ) d C 6 H 4 , O(CH 2 CH 2 O) d CH 2 , O(CH 2 CH 2 CH 2 O) d CH 2 , O(CH 2 CH 2 CH 2 CH 2 O) d CH 2 , or nothing;

J=(CH 2 ) a , O(CH 2 CH 2 O) b , O, or nothing, provided that if W and W′=nothing, then J≠nothing;

d=0-12;

a=1-12; and

b=1-24;

and

c) 3% (w/w) of an alkylphenol ethoxylate monomer of formula [3]:

wherein:

T=C 8 H 17 or C 9 H 19 ;

e=40;

or

R 4 =H, CH 3 and CH 2 CH 3

provided that the device material has a glass transition temperature not greater than 25° C.

2. The device of claim 1 wherein

B═O(CH 2 ) n ;

R 1 ═H or CH 3 ;

n=1-4; and

A=C 6 H 5 .

3. The device of claim 1 wherein

R 2 , R 3 independently=H or CH 3 ;

W, W′ independently=O(CH 2 ) d , O(CH 2 ) d C 6 H 4 , or nothing;

J=O(CH 2 CH 2 O) b or nothing, provided that if W and W′=nothing, then J≠nothing;

d=0-6; and

b=1-10.

4. The device of claim 1 wherein:

R 4 ═H or CH 3 .

5. The device of claim 4 wherein:

T=2,4,4-trimethylpentan-2-yl alkyl or 3-ethyl-4-methylhexan-2-yl alkyl;

and

6. The device of claim 1 wherein the monomer of formula [1] is selected from the group consisting of benzyl methacrylate; 2-phenylethyl methacrylate; 3-phenylpropyl methacrylate; 4-phenylbutyl methacrylate; 5-phenylpentyl methacrylate; 2-phenoxyethyl methacrylate; 2-(2-phenoxyethoxy)ethyl methacrylate; 2-benzyloxyethyl methacrylate; 2-(2-(benzyloxy)ethoxy)ethyl methacrylate; 3-benzyloxypropyl methacrylate; benzyl acrylate; 2-phenylethyl acrylate; 3-phenylpropyl acrylate; 4-phenylbutyl acrylate; 5-phenylpentyl acrylate; 2-phenoxyethyl acrylate; 2-(2-phenoxyethoxy)ethyl acrylate; 2-benzyloxyethyl acrylate; 2-(2-(benzyloxy)ethoxy)ethyl acrylate; and 3-benzyloxypropyl acrylate.

7. The device of claim 1 wherein the monomer of formula [2] is selected from the group consisting of ethylene glycol dimethacrylate; diethylene glycol dimethacrylate; triethylene glycol dimethacrylate; 1,6-hexanediol dimethacrylate; 1,4-butanediol dimethacrylate; 1,4-benzenedimethanol dimethacrylate; ethylene glycol diacrylate; diethylene glycol diacrylate; triethylene glycol diacrylate; 1,6-hexanediol diacrylate; 1,4-butanediol diacrylate; and 1,4-benzenedimethanol diacrylate.

8. The device of claim 1 wherein the amount of monomer [1] is 80 to 95% (w/w).

9. The device of claim 1 wherein the amount of monomer [2] is 0.5 to 3% (w/w).

10. The device of claim 1 further comprising an ingredient selected from the group consisting of a polymerizable UV absorber and a polymerizable colorant.

11. The device of claim 10 comprising 0.1-5% (w/w) of a polymerizable UV absorber and 0.01-0.5% (w/w) of a polymerizable colorant.

12. The device of claim 1 wherein the device is an intraocular lens.