US 11,897,985 B2
Water extractable ophthalmic devices
Ivan M. Nuñez, Bluffton, SC (US); Lynn Coullard, Williamson, NY (US); Analuz Mark, Spencerport, NY (US); Andrew J. Hoteling, Ontario, NY (US); and Joseph W. Hoff, Fairport, NY (US)
Assigned to Bausch & Lomb Incorporated, Rochester, NY (US)
Filed by Bausch & Lomb Incorporated, Rochester, NY (US)
Filed on Apr. 26, 2022, as Appl. No. 17/729,181.
Application 17/729,181 is a division of application No. 16/376,136, filed on Apr. 5, 2019, granted, now 11,345,773.
Claims priority of provisional application 62/671,569, filed on May 15, 2018.
Prior Publication US 2022/0251269 A1, Aug. 11, 2022
This patent is subject to a terminal disclaimer.
Int. Cl. B29D 11/02 (2006.01); C08F 226/10 (2006.01); C08F 230/08 (2006.01); C08J 3/24 (2006.01); B29D 11/00 (2006.01); C08J 3/075 (2006.01); G02B 1/04 (2006.01)
CPC C08F 226/10 (2013.01) [B29D 11/00134 (2013.01); C08J 3/075 (2013.01); C08J 3/24 (2013.01); G02B 1/043 (2013.01); B29K 2039/06 (2013.01); C08F 2800/20 (2013.01); C08F 2810/20 (2013.01)] 22 Claims
 
1. A method of preparing a water extractable ophthalmic device, the method comprising:
(a) curing a monomeric mixture in a mold, the monomeric mixture comprising (i) one or more cyclic lactams; (ii) one or more non-bulky organosilicon-containing monomers; (ii) one or more bulky siloxane monomers; and (iv) a crosslinking agent mixture comprising (1) one or more first crosslinking agents containing at least two ethylenically unsaturated reactive end groups, wherein the at least two ethylenically unsaturated reactive end groups are (meth)acrylate-containing reactive end groups and (2) one or more second crosslinking agents containing at least two ethylenically unsaturated reactive end groups wherein at least one of the ethylenically unsaturated reactive end groups is a non-(meth)acrylate reactive end group; and
(b) dry releasing the ophthalmic device from the mold to provide a water extractable ophthalmic device having an equilibrium water content of at least about 50 wt. %, a contact angle of less than about 50°, and an oxygen permeability of at least about 60 Barrers;
wherein the one or more second crosslinking agents are represented by the following structure:

OG Complex Work Unit Chemistry
wherein R is hydrogen or methyl; X is O; Y is O or NH; Z is NH; W is O and n is from 2 to 6.