发明名称 5,6-RING-SUBSTITUTED NAPHTHOPYRAN COMPOUNDS
摘要 The present invention relates to naphthopyran compounds that include at least one compound represented by the following Formulas (I), (II), and (III):;;With reference to Formulas (I), (II), and (III), there is the proviso that: (i) at least one R1 is a group L; and/or (ii) B and/or B′ is substituted with at least one group L. The group L can be described as a lengthening group. The present invention also relates to photochromic-dichroic naphthopyran compounds and photochromic-dichroic articles containing such compounds.
申请公布号 US2014256935(A1) 申请公布日期 2014.09.11
申请号 US201313792345 申请日期 2013.03.11
申请人 TRANSITIONS OPTICAL, INC. 发明人 Dabideen Darrin R.;He Meng;Kumar Anil
分类号 G02B1/04 主分类号 G02B1/04
代理机构 代理人
主权项 1. A naphthopyran compound comprising at least one compound represented by the following Formula (I), Formula (II), and Formula (III), wherein each X is independently selected from —O—, —S—, and —N(R6)— where R6 is selected from hydrogen, hydrocarbyl, and substituted hydrocarbyl, each q is independently from 1 to 4; R1 for each q is independently selected from: hydrogen, hydrocarbyl, and substituted hydrocarbyl each optionally and independently interrupted with at least one of —O—, —S—, —C(O)—, —C(O)O—, —S(O)—, —S(O2)—, —N═N—, —N(R7)— where R7 is selected from hydrogen, hydrocarbyl or substituted hydrocarbyl, —Si(OR8)w(R8)t—, where w and t are each independently selected from 0 to 2, provided that the sum of w and t is 2, and each R7 is independently selected from hydrogen, hydrocarbyl and substituted hydrocarbyl, and combinations of two or more thereof; halogen; cyano; —N(R9)R10, wherein R9 and R10 are each independently selected from hydrogen, hydrocarbyl or substituted hydrocarbyl, or R9 and R10 together form a ring structure optionally including at least one heteroatom; and a group L defined below; R2, R3, R4, and R5 are each independently selected from hydrogen, hydrocarbyl and substituted hydrocarbyl each optionally and independently interrupted with at least one of —O—, —S—, —N(R7)— where R7 is selected from hydrogen, hydrocarbyl or substituted hydrocarbyl, —Si(OR8)w(R8)t—, where w and t are each independently selected from 0 to 2, provided that the sum of w and t is 2, and each R8 is independently selected from hydrogen, hydrocarbyl and substituted hydrocarbyl, and combinations of two or more thereof; halogen; —N(R9)R10, wherein R9 and R10 are each independently selected from hydrogen, hydrocarbyl or substituted hydrocarbyl, or R9 and R10 together form a ring structure optionally including at least one heteroatom, or R2 and R3 together form a ring structure optionally including at least one heteroatom,or R4 and R5 together form a ring structure optionally including at least one heteroatom; B and B′ are each independently selected from, hydrogen, unsubstituted aryl, substituted aryl, unsubstituted heteroaryl, and substituted heteroaryl, or B and B′ taken together form a ring structure selected from unsubstituted fluoren-9-ylidene, substituted fluoren-9-ylidene, saturated spiro-monocyclic hydrocarbon ring, saturated spiro-bicyclic hydrocarbon ring, and spiro-tricyclic hydrocarbon ring; provided that at least one of (i) at least one R1 is said group L, and (ii) at least one of B and B′ is substituted with at least one group L, wherein each group L is independently represented by the following Formula (IV), —[S1]c-[Q1-[S2]d]d′-[Q2-[S3]e]e′-[Q3-[S4]f]f′—S5—P  Formula (IV) wherein: (a) Q1, Q2, and Q3 for each occurrence, are independently selected from a divalent group selected from optionally substituted aryl, optionally substituted heteroaryl, optionally substituted cycloalkyl, and optionally substituted heterocycloalkyl; wherein the aryl substituents, heteroaryl substituents, cycloalkyl substituents, and heterocycloalkyl substituents are each independently selected from P, liquid crystal mesogens, halogen, poly(C1-C18 alkoxy), C1-C18 alkoxycarbonyl, C1-C18 alkylcarbonyl, C1-C18 alkoxycarbonyloxy, aryloxycarbonyloxy, perfluoro(C1-C18)alkoxy, perfluoro(C1-C18)alkoxycarbonyl, perfluoro(C1-C18)alkylcarbonyl, perfluoro(C1-C18)alkylamino, di-(perfluoro(C1-C18)alkyl)amino, perfluoro(C1-C18)alkylthio, C1-C18 alkylthio, C1-C18 acetyl, C3-C10 cycloalkyl, C3-C10 cycloalkoxy, straight-chain C1-C18 alkyl, and branched C1-C18 alkyl; wherein said straight-chain C1-C18 alkyl and branched C1-C18 alkyl are mono-substituted with a group selected from cyano, halogen, and C1-C18 alkoxy; or wherein said straight-chain C1-C18 alkyl and branched C1-C18 alkyl are poly-substituted with at least two groups independently selected from halogen, -M(T)(v-1) and -M(OT)(v-1), wherein M is chosen from aluminum, antimony, tantalum, titanium, zirconium and silicon, T is chosen from organofunctional radicals, organofunctional hydrocarbon radicals, aliphatic hydrocarbon radicals and aromatic hydrocarbon radicals, and v is the valence of M; (b) c, d, e, and f are each independently chosen from an integer from 1 to 20; and each S1, S2, S3, S4, and S5 is independently chosen for each occurrence from a spacer unit selected from: (i) optionally substituted alkylene, optionally substituted haloalkylene, —Si(CH2)g—, and —(Si[(CH3)2]O)h—, wherein g for each occurrence is independently chosen from an integer from 1 to 20; h for each occurrence is independently chosen from an integer from 1 to 16; and said substitutes for the alkylene and haloalkylene are independently selected from C1-C18 alkyl, C3-C10 cycloalkyl and aryl;(ii) —N(Z)—, —C(Z)═C(Z)—, —C(Z)═N—, —C(Z′)2—C(Z′)2—, and a single bond, wherein Z for each occurrence is independently selected from hydrogen, C1-C18 alkyl, C3-C10 cycloalkyl and aryl, and Z′ for each occurrence is independently selected from C1-C18 alkyl, C3-C10 cycloalkyl and aryl; and(iii) —O—, —C(═O)—, —C≡C—, —N═N—, —S—, —S(═O)—, —(O═)S(═O)—, —(O═)S(═O)O—, —O(O═)S(═O)O— and straight-chain or branched C1-C24 alkylene residue, said C1-C24 alkylene residue being unsubstituted, mono-substituted by cyano or halogen, or poly-substituted by halogen,provided that when two spacer units comprising heteroatoms are linked together the spacer units are linked so that heteroatoms are not directly linked to each other, each bond between S, and the naphthopyran compound represented by Formula (I), Formula (II), and Formula (III) is in each case free of two heteroatoms linked together, and the bond between S5 and P is free of two heteroatoms linked to each other, andprovided that S2 is other than —N(H)— and —O—; (c) P for each occurrence is independently selected from hydroxy, amino, C2-C18 alkenyl, C2-C18 alkynyl, azido, silyl, siloxy, silylhydride, (tetrahydro-2H-pyran-2-yl)oxy, thio, isocyanato, thioisocyanato, acryloyloxy, methacryloyloxy, 2-(acryloyloxy)ethylcarbamyl, 2-(methacryloyloxy)ethylcarbamyl, aziridinyl, allyloxycarbonyloxy, epoxy, carboxylic acid, carboxylic ester, acryloylamino, methacryloylamino, aminocarbonyl, C1-C18 alkyl aminocarbonyl, aminocarbonyl(C1-C18)alkyl, C1-C18 alkyloxycarbonyloxy, halocarbonyl, hydrogen, aryl, hydroxy(C1-C18)alkyl, C1-C18 alkyl, C1-C18 alkoxy, amino(C1-C18)alkyl, C1-C18 alkylamino, di-(C1-C18)alkylamino, C1-C18 alkyl(C1-C18)alkoxy, C1-C18 alkoxy(C1-C18)alkoxy, nitro, poly(C1-C18)alkyl ether, (C1-C18)alkyl(C1-C18)alkoxy(C1-C18)alkyl, polyethyleneoxy, polypropyleneoxy, ethylene, acryloyl, acryloyloxy(C1-C18)alkyl, methacryloyl, methacryloyloxy(C1-C18)alkyl, 2-chloroacryloyl, 2-phenylacryloyl, acryloyloxyphenyl, 2-chloroacryloylamino, 2-phenylacryloylaminocarbonyl, oxetanyl, glycidyl, cyano, isocyanato(C1-C18)alkyl, itaconic acid ester, vinyl ether, vinyl ester, a styrene derivative, main-chain and side-chain liquid crystal polymers, siloxane derivatives, ethyleneimine derivatives, maleic acid derivatives, maleimide derivatives, fumaric acid derivatives, unsubstituted cinnamic acid derivatives, cinnamic acid derivatives that are substituted with at least one of methyl, methoxy, cyano and halogen, and substituted or unsubstituted chiral or non-chiral monovalent or divalent groups chosen from steroid radicals, terpenoid radicals, alkaloid radicals and mixtures thereof, wherein the substituents are independently chosen from C1-C18 alkyl, C1-C18 alkoxy, amino, C3-C10 cycloalkyl, C1-C18 alkyl(C1-C18)alkoxy, fluoro(C1-C11)alkyl, cyano, cyano(C1-C18)alkyl, cyano(C1-C18)alkoxy or mixtures thereof, or P is a structure having from 2 to 4 reactive groups, or P is an unsubstituted or substituted ring opening metathesis polymerization precursor, or P is a substituted or unsubstituted photochromic compound; and (d) d′ is chosen from 1, 2, 3, and 4, and e′ and f′ are each independently chosen from 0, 1, 2, 3, and 4, provided that a sum of d′+e′+f′ is at least 2.
地址 Pinellas Park FL US