# US 10,308,618 B2 · Blue light cutting optical material comprising a benzotriazole UV absorber > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 10,308,618 B2 - Document ID: US10308618B2 - Status: Granted - Kind: B2 - Application number: 16/076,426 - Filed: 2017-02-07 - Published: 2019-02-14 - Granted: 2019-06-04 - Earliest claimed: 2016-02-08 - Assignees: Essilor International - Applicants: Essilor International - Inventors: Pierre Fromentin; Tipparat Lertwattanaseri - Web page: https://patentgrep.com/patent/US10308618B2 ## CPC - C07D 249/20: with aryl radicals directly attached in position 2 - C08F 20/36: containing oxygen in addition to the carboxy oxygen {, e.g. 2-N-morpholinoethyl (meth)acrylate or 2-isocyanatoethyl (meth)acrylate} - C08F 220/36: containing oxygen in addition to the carboxy oxygen {, e.g. 2-N-morpholinoethyl (meth)acrylate or 2-isocyanatoethyl (meth)acrylate} - C08K 5/3475: condensed with carbocyclic rings - G02B 1/043: {Contact lenses} - G02B 5/208: {for use with infrared or ultraviolet radiation, e.g. for separating visible light from infrared and/or ultraviolet radiation} - G02B 5/223: {containing organic substances, e.g. dyes, inks or pigments} - C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08) - C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS - C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09) - G02B: OPTICAL ELEMENTS, SYSTEMS OR APPARATUS ## Abstract Optical material comprising a polymer matrix and at least one benzotriazole compound having at least one ester group, wherein said at least one benzotriazole is a chlorobenzotriazole compound that does not comprise any polymerizable group selected from allylic, acrylic and methacrylic moieties, or the optical transmittance through a 2 mm thick layer of said optical material is lower than 1% for each light wavelength ranging from 280 to 400 nm, and higher than 65% for light having a wavelength of 430 nm. This optical material can be used to protect from phototoxic blue light and UV light. ## Claims ### Claim 1 An optical material comprising a polymer matrix and at least one benzotriazole compound having at least one ester group, wherein: said at least one benzotriazole is a chlorobenzotriazole compound that does not comprise any polymerizable group selected from allylic, acrylic and methacrylic moieties, or the optical transmittance through a 2 mm thick layer of said optical material is lower than 1% for each light wavelength ranging from 280 to 400 nm, and higher than 65% for light having a wavelength of 430 nm. ### Claim 2 (depends on 1) The optical material of claim 1, wherein the optical transmittance through a 2 mm thick layer of said material is lower than 1% for light having a wavelength ranging from 280 to 405 nm, and higher than 65% for light having a wavelength of 430 nm. ### Claim 3 (depends on 1) The optical material of claim 1, wherein said at least one benzotriazole is a compound of formula (I) that does not comprise any polymerizable group selected from allylic, acrylic and methacrylic moieties: in which A is a divalent group, R1 is a resonant group or a hydrogen atom, the R2 groups are identical or different monovalent groups, n is an integer ranging from 1 to 3, and R3 is a linear or branched, substituted or unsubstituted alkyl or aryl group. ### Claim 4 (depends on 3) The optical material of claim 3, wherein R1 is a resonant group selected from halogen, cyano, amino, hydroxyl, mercapto, carboxy, alkoxy, aryloxy, alkylsulfanyl and arylsulfanyl. ### Claim 5 (depends on 4) The optical material of claim 4, wherein R1 is a halogen atom in position 4 or 5 on the aryl group. ### Claim 6 (depends on 3) The optical material of claim 3, wherein A is a substituted or unsubstituted linear or branched alkylene group comprising from 1 to 6 carbon atoms. ### Claim 7 (depends on 3) The optical material of claim 3, wherein the R2 groups are independently selected from a hydrogen atom and linear or branched, substituted or unsubstituted hydrocarbon groups comprising from 1 to 6 carbon atoms. ### Claim 8 (depends on 3) The optical material of claim 3, wherein R3 is a linear or branched, substituted or unsubstituted alkyl group comprising from 1 to 14 carbon atoms. ### Claim 9 (depends on 3) The optical material of claim 3, wherein n=1, R2 is a linear or branched alkyl group comprising from 1 to 6 carbon atoms, R3 is a linear or branched alkyl group comprising from 1 to 10 carbon atoms, and A is a linear alkylene group comprising from 1 to 4 carbon atoms. ### Claim 10 (depends on 1) The optical material of claim 1, further defined as being the substrate of an optical lens, preferably an ophthalmic lens. ### Claim 11 (depends on 1) The optical material of claim 1, further defined as being the substrate of an ophthalmic lens. ### Claim 12 (depends on 1) The optical material of claim 1, wherein said benzotriazole compounds are present in an amount ranging from 0.2 to 3.0% by weight relative to the optical material total weight. ### Claim 13 (depends on 1) The optical material of claim 1, wherein the polymer matrix is obtained from a thermosetting resin comprising bis(2,3-epithiopropyl)disulfide and a mixture of (4,8) or (4,7) or (5,7)-dimercaptomethyl-1,11-dimercapto-3,6,9-trithiaundecane. ### Claim 14 (depends on 1) A method for preparing an optical material of claim 1, comprising: obtaining a polymerizable composition comprising at least one ultraviolet-absorbing benzotriazole compound having at least one ester group, and at least one polymerizable compound, curing said polymerizable composition so as to form the optical material comprising a polymer matrix and said at least one benzotriazole compound having at least one ester group, wherein: said at least one benzotriazole is a chlorobenzotriazole compound that does not comprise any polymerizable group selected from allylic, acrylic and methacrylic moieties, or optical transmittance through a 2 mm thick layer of said optical material is lower than 1% for each light wavelength ranging from 280 to 400 nm, and higher than 65% for light having a wavelength of 430 nm. ### Claim 15 (depends on 14) The method of claim 14, wherein a homogeneous polymerizable composition is obtained at 25° C. in less than 20. ### Claim 16 (depends on 14) The method of claim 14, wherein said at least one polymerizable compound is selected from allyl glycol carbonates, polythiols, episulfides, polyisocyanates, polyisothiocyanates and (meth)acrylates.