Essilor International (compagnie Generale D'optique)

Essilor International

Transitions Optical, Inc.

Essilor International (compagnie General D'optique)

Robert Guglielmetti

Andre Samat

Vladimir Lokshin

Jean L Pozzo

Pascale Tardieu

Corinne Moustrou

Michel Frigoli

Pierre Lareginie

Karine Chamontin

Guena Elle Harie

Andr E Samat

Nicole Rebiere-Galy

Andr&eacute; Samat

Elena Zaballos Garcia

The photochromic compounds of the invention correspond to the formula:

Photochromic naphtho &lsqb;2,1-b&rsqb;pyran compounds containing bithienyl or terthienyl substituents, process for their manufacture, and photochromic materials and articles obtained

The present invention relates to photochromic &lsqb;3H&rsqb;naphtho&lsqb;2,1-b&rsqb;pyran compounds containing an acetylenic substituent, process for their manufacture, and photochromic materials and articles obtained therefrom. The invention, in some specific aspects, relates to photochromic compounds having a &lsqb;3H&rsqb;naphtho-&lsqb;2,1-b&rsqb;pyran structure and bearing an acetylenic group in one of the positions 7 to 10 of the naphthopyran ring structure.

Photochromic &lsqb;3H&rsqb;naphtho&lsqb;2,1-b&rsqb;pyran compounds containing an acetylenic substituent, process for their manufacture, and photochromic materials and articles obtained

Homoazaadamantane spirooxazines and their use in the field of ophthalmic

The new photochromic compounds according to the invention, of the spiro[indoline-[2,3']-benzoxazine] type, include at least one electron-withdrawing group attached to the benzoxazine structure in 5' or 6' position by a chain containing at least one ethylenic double bond. Application to ophthalmic optics.

Photochromic spirooxazine compounds, their use in the field of

Photochromic compounds and methods for their use

The invention relates to photochromic compounds of general formula: ##STR1## wherein R.sup.a, R.sup.b and R.sup.c is denote hydrogen; alkyl; aryl; OR, SR, COR or COOR, in which R denotes hydrogen, alkyl or aryl, amino of formula NR.sub.1 R.sub.2 in which R.sub.1 and R.sub.2 denote hydrogen, alkyl, cycloalkyl or an aryl; a halogen atom; a mono- or polyhaloalkyl group; or an NO.sub.2, CN or SCN group; n and m denote integers from 1 to 5; p is equal to 1 or 2; and H is a 5-members aromatic heterocycle containing one or more heteroatoms selected from nitrogen, oxygen and sulfur, these heterocyclic nuclei being eventually substituted by one or more alkyl, alkoxy, amino, aryl or aralkyl groups or condensed with a phenyl nucleus, a substituted phenyl nucleus or a 6-members cycloaliphatic nucleus and to their use in ophtalmic optics.

Heterocyclic chromenes and their use in the field of ophthalmic optics

The invention relates to ophthalmic lenses comprising a transparent organic polymer material and photochromic compounds of general formula ##STR1## wherein R.sup.a, R.sup.b and R.sup.c are hydrogen; alkyl; aryl; OR, SR, COR or COOR, where R denotes hydrogen, alkyl or aryl, amino of formula NR.sub.1 R.sub.2 where R.sub.1 and R.sub.2 denote hydrogen, alkyl, cycloalkyl or an aryl; a halogen atom; a mono- or polyhaloalkyl group; or an NO.sub.2, CN or SCN group; n and m denote integers from 1 to 5; p is equal to 1 or 2; and H is an aromatic heterocycle having the general formula: ##STR2## wherein: X, Y and Z represent independently of each other, a CR.sub.8 radical or a nitrogen atom, and one or two of X, Y and Z is a nitrogen atom and R.sub.8 is selected from the group consisting of hydrogen, C.sub.1 -C.sub.6 alkyl and phenyl; and R.sub.4 is selected from the group consisting of hydrogen, C.sub.1 -C.sub.6 alkyl and phenyl.

Ophthalmic lenses with heterocyclic chromene compounds

The invention concerns photochromic compounds with general formula (I): ##STR1## where R.sup.a, R.sup.b and R.sup.c represent hydrogen; alkyl, aryl, OR, SR, COR or COOR, where R represents hydrogen, alkyl or aryl, amino with formula NR.sub.1 R.sub.2, where R.sub.1 and R.sub.2 each represent hydrogen, alkyl, cycloalkyl, or aryl, R.sub.1 and R.sub.2 may together form a heterocycle containing four to seven members with the nitrogen atom and may intracyclically contain one or more heteroatoms selected from nitrogen, oxygen, sulphur, or a halogen atom; a mono- or polyhaloalkyl; an NO.sub.2, CN or SCN group; n and m represent whole numbers from 1 to 4 depending on the number of substitutions on the nucleus and p is 1 or 2 depending on the number of substitutions on the nucleus; H is either an aromatic heterocycle condensed at the 5,6 or 6,7 positions, containing five or six members comprising one or more heteroatoms selected from nitrogen, selenium, oxygen and sulphur or an aromatic carbocycle containing five or six members, condensed at the 7,8 positions; all optionally substituted. The invention also relates to the use of these compounds in ophthalmic optics.

Ring spiro [fluorene-[2H]-benzopyranes] and their use in ophthalmic

The invention relates to photochromic compounds of general formula: ##STR1## in which: R.sup.a and R.sup.b denote hydrogen; alkyl; OR, SR, COR or COOR where R denotes hydrogen, alkyl, aryl or heteroaryl; a group NR.sub.1 R.sub.2 where R.sub.1 R.sub.2 denotes hydrogen, C.sub.4 -C.sub.7 alkyl or cycloalkyl, aryl, or form with the nitrogen a C.sub.4 -C.sub.7 heterocycle; NO.sub.2, CN, SCN or a halogen; a group SO.sub.3 R' where R' denotes hydrogen or an alkali metal; a mono- or polyhaloalkyl; m denotes an integer from 1 to 4 and n is equal to 1 or 2; Cy denotes an aromatic ring or an aromatic or non-aromatic heterocycle; R.sup.c denotes an alkyl, allyl, phenyl or arylalkyl group which is mono- or disubstituted with alkyl, alkoxy or NO.sub.2 ; an alicyclic, an aliphatic hydrocarbon containing one or more hetero atoms; R.sup.d, R.sup.e, R.sup.f and R.sup.g denote hydrogen, alkyl, alkoxy or thioalkyl or form in pairs a 4- to 7-membered cycloalkyl possibly containing hetero atoms which are optionally condensed with an aromatic ring; R.sup.h denotes hydrogen or forms with R.sup.d a 5- or 6-membered cycloalkyl; and the use thereof in ophthalmic optics.

Spirooxazines and use thereof in the field of ophthalmic optics

The invention relates to photochromic compounds of general formula: ##STR1## in which R.sup.a, R.sup.b and R.sup.c denote hydrogen; alkyl; aryl; OR, SR, COR or COOR, in which R denotes hydrogen, alkyl or aryl, amino of formula NR.sub.1 R.sub.2 in which R.sub.1 and R.sub.2 denote hydrogen, alkyl, cycloalkyl, aryl, R.sub.1 and R.sub.2 being capable of forming with the nitrogen atom, a heterocycle containing 4 to 7 members and capable of containing, in addition, one or more heteroatoms chosen from nitrogen, oxygen, sulfur, a halogen atom; a mono- or polyhaloalkyl group; an NO.sub.2, CN or SCN group; n and m denote integers from 1 to 5 depending on the number of substitutions on the nucleus and p may be equal to 1 or 2 depending on the number of substitutions on the nucleus; H is an aromatic heterocycle having 4 to 7 members containing one or more heteroatoms chosen from nitrogen, oxygen, sulfur, these heterocyclic nuclei being capable of being substituted by one or more alkyl, alkoxy, amino, aryl or aralkyl groups or condensed with an aromatic nucleus, and to their use in ophthalmic optics.

Heterocyclic chromenes

The invention relates to novel photochromic compounds of the family of indolino-spiro-oxazines, these compounds being distinguished by the fact that they correspond to the formula of an indolino-spiro-benzo-cyclodiazene.

Photochronic compounds of the indolino-spiro-benzoxazine type

The new photochromic compounds of the invention have the formula of a indolino-spiro-oxazine comprising an indolinic part and an oxazine part wherein the oxanine part comprises an unsaturated 6-atoms bi-aza heterocycle of the pyrimidine type included in a nucleus of the quinazoline part. Preferred photochromic compounds are those showing the following developed formula (II) wherein

Indolino-spiroquinoxalino oxazine photochromatic compounds, methods for

The new photochromic compounds of the invention have the formula of an indolino-spiro-oxazine comprising an indolinic part and an oxazine part, wherein said oxazine part comprises an unsaturated heterocycle with 5 links which comprises one or several atoms selected from nitrogen and sulphur. Preferably the heterocycle is orthocondensed with a benzenic ring of the oxazine part of the compound, and said heterocycle comprises an imine C.dbd.N-bond. The ozazine part may typically be comprised of a benzothiazol-oxazine group of of an indolino-oxazine group.

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Marseille, France

Robert Guglielmetti