New photochromic spirocyclic benzopyranobenzopyran derivatives especially useful in ophthalmic lenses

摘要

Photochromic spirocyclic benzopyranobenzopyran derivatives (I) are new. Spirocyclic benzopyranobenzopyran derivatives of formula (I) are new. R 1-R 4 : R, or R 1+R 2or R 3+R 4= an optionally benzo-fused A(Q) kD group or a fused benzo or pyrido ring substituted with 0-2 of R; R : H, 1-6C alkyl, 1-6C alkylthio, 3-7C (hetero)cycloalkyl, 1-6C alkoxy, OH, CF 3, Br, Cl, F, or phenyl, phenoxy, benzyl, benzyloxy, naphthyl or naphthyloxy substituted with 0-2 of R; Q : CH 2or CMe 2; k : 1 or 2; A, D : O, S, CH 2, CMe 2or CPh 2; G : a 3- to 8-membered carbomonocyclic or heteromonocyclic ring optionally substituted with R and optionally fused with 1-3 of Ar, or a 7- to 12-membered carbomonocyclic ring substituted with 0-4 of R; Ar : benzene, naphthalene, phenanthrene, pyridine, quinoline, furan, thiophene, pyrrole, indole or carbazole optionally substituted with R; B, B' : phenyl, naphthyl or phenanthryl substituted with 1-3 of R or R', or pyridyl, furyl, benzofuranyl, thienyl, benzothienyl, 1,2,3,4-tetrahydrocarbazolyl or julolidinyl substituted with 0-2 of R or R', or B+B'forms a 9,10-dihydroanthracene, fluorene, thioxanthene, xanthene, benzo[b]fluorene, 5H-dibenzo[a,d]cycloheptene or dibenzosuberone ring substituted with 0-2 of R or R'or forms a 3-12C spiromonocycloalkyl, 7-12C spirobicycloalkyl or 7-12C spirotricycloalkyl ring; R' : OH, NH 2, mono- or di(1-6C alkyl)amino, piperidinyl, N-substituted piperazinyl, pyrrolidinyl, imidazolidinyl, pyrazolidinyl, indolinyl, morpholinyl, 2,6-dimethylmorpholinyl, thiomorpholinyl, azacycloheptyl or azacyclooctyl, or a phenyl, styryl, phenyliminomethyl, phenylmethyleneamino, (di)phenylamino, phenothiazinyl, phenoxazinyl, 1,2,3,4-tetrahydroquinolinyl, 2,3-dihydro-1,4-benzoxazinyl, 1,2,3,4-tetrahydroisoquinolinyl, phenazinyl, carbazolyl, 1,2,3,4-tetrahydrocarbazolyl or 10,11-dihydrodibenz[b,f]azepinyl group substituted with 0-2 of 1-6C alkyl, 1-6C alkoxy, Br, Cl or F, where adjacent substituents can form optionally benzo-fused Y(CX 2) pZ; p : 1-3; X : H, Me or Ph; Y, Z : O, S, 1-6C alkylimino, NPh, CH 2, CMe 2or CPh 2. [Image].