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US 6,855,269 B2Granted
Phenyl ether-substituted hydroxyphenyl triazine ultraviolet light absorbers
AssigneeCytec Technology Corp.
InventorsRam Baboo Gupta, Hargurpreet Singh, Russell C. Cappadona
Life of this patent
Estimating the term…
Abstract
This invention relates generally to phenyl ether substituted triazines compounds and compositions containing same and their use to protect against degradation by environmental forces. A method for stabilizing a material by incorporating such triazines is also disclosed.
Claims30
A compound of Formula I
- wherein R1, R2, R3, R4, R5 are the same or different and each is hydrogen, halogen, alkyl of 1 to 24 carbon atoms, haloalkyl of 1 to 24 carbon atoms, aryl of 6 to 24 carbon atoms, alkenyl of 2 to 24 carbon atoms, acyl of 1 to 24 carbon atoms, aralkyl of 7 to 24 carbon atoms, aracyl of 6 to 24 carbon atoms, OR, NRR′, CONRR′, OCOR, CN, SR, SO2R, SO3H, SO3M, wherein M is an alkali metal, R and R′ are the same or different and each is hydrogen, alkyl of 1 to 24 carbon atoms, haloalkyl of 1 to 24 carbon atoms, aryl of 6 to 24 carbon atoms, alkenyl of 2 to 24 carbon atoms, acyl of 1 to 24 carbon atoms, cycloalkyl of 1 to 24 carbon atoms, cycloacyl of 5 to 24 carbon atoms, aralkyl of 7 to 24 carbon atoms, or aracyl of 6 to 24 carbons atoms, and optionally with either of R1 and R2, R3 and R4, or R4 and R5, taken together being a part of a saturated or unsaturated fused carbocyclic ring optionally containing O, N, or S atoms in the ring;
- each of T and T′ is independently a direct bond, oxygen, NR, sulfur or a functional group containing these elements;
- X is independently selected from hydrogen and a blocking group selected from one or more of the following groups:
- allyl, —CORa, —SO2Rb, —SiRcRdRe, —PRfRg, —PORfRg and —CONHRh,
- wherein
- each Ra is independently selected from C1-C8 alkyl, halogen-substituted C1-C8 alkyl, C5-C12 cycloalkyl, C2-C8 alkenyl, —CH2—CO—CH3, C1-C12 alkoxy, and phenyl or phenoxy which is unsubstituted or substituted by C1-C12 alkyl, C1-C4 alkoxy, halogen and/or benzyl;
- each Rb is independently selected from C1-C12 alkyl, C6-C10 aryl and C7-C18 alkylaryl;
- each Rc, Rd and Re is independently selected from C1-C18 alkyl, cyclohexyl, phenyl and C1-C18 alkoxy;
- each Rf and Rg is independently selected from C1-C12 alkoxy, C1-C12 alkyl, C5-C12 cycloalkyl, and phenyl or phenoxy which is unsubstituted or substituted by C1-C12 alkyl, C1-C4 alkoxy, halogen and/or benzyl;
- and
- each Rh is independently selected from C1-C8 alkyl, C5-C12 cycloalkyl, C2-C8 alkenyl, —CH2—CO—CH3, and phenyl which is unsubstituted or substituted by C1-C12 alkyl, C2-C8 alkenyl, C1-C4 alkoxy, halogen and/or benzyl;
- each of Y, R6 and R7 are each independently hydrogen, hydrocarbyl group, a functional hydrocarbyl group, halogen, hydroxyl, cyano, —O(hydrocarbyl), —O(functional hydrocarbyl), —N(hydrocarbyl)2, —N(functional hydrocarbyl)2, —N(hydrocarbyl)(functional hydrocarbyl), —S(hydrocarbyl), —S(functional hydrocarbyl), —SO2(hydrocarbyl), —SO2(functional hydrocarbyl), —SO3(hydrocarbyl), —SO3(functional hydrocarbyl), —CO2(hydrocarbyl), —CO2(functional hydrocarbyl), —CO(hydrocarbyl), —CO(functional hydrocarbyl), —OCO(hydrocarbyl), —OCO(functional hydrocarbyl), —CONH2, —CONH(hydrocarbyl), —CONH(functional hydrocarbyl), —CON(hydrocarbyl)2, —CON(hydrocarbyl)(functional hydrocarbyl), —CON(functional hydrocarbyl)2, wherein the hydrocarbyl or functional hydrocarbyl may be the same or different and has 1 to 24 carbon atoms;
- Z is Y,
- and wherein L is selected from the group consisting of:
- hydrogen;
- an alkyl of 1 to 24 carbon atoms optionally substituted by one or more hydroxy, alkoxy, carboxy, carboalkoxy, amino, amido, carbamato, or epoxy groups, and which may contain one or more carbonyl groups, oxygen atoms or nitrogen atoms in the chain;
- an alkenyl of 2 to 24 carbon atoms optionally substituted by one or more hydroxy, alkoxy, carboxy, carboalkoxy, amino, amido, carbamato, or epoxy groups, and which may contain one or more carbonyl groups, oxygen atoms or nitrogen atoms in the chain;
- an aralkyl of 7 to 24 carbon atoms optionally substituted by one or more hydroxy, alkoxy, chloro, cyano, carboxy, carboalkoxy, amino, amido, carbamato, or epoxy groups, and which may contain one or more carbonyl groups, oxygen atoms or nitrogen atoms in the chain.
15 more elements
A compound of Formula VI:
- wherein R1, R2, R3, R4, R5 are the same or different and each is hydrogen, halogen, alkyl, of 1 to 24 carbon atoms, haloalkyl of 1 to 24 carbon atoms, aryl of 6 to 24 carbon atoms, alkenyl of 2 to 24 carbon atoms, acyl of 1 to 24 carbon atoms, aralkyl of 7 to 24 carbon atoms, aracyl of 6 to 24 carbon atoms, OR, NRR′, CONRR′, OCOR, CN, SR, SO2R, SO3H, SO3M, wherein M is an alkali metal, R and R′ are the same or different and each is hydrogen, alkyl of 1 to 24 carbon atoms, haloalkyl of 1 to 24 carbon atoms, aryl of 6 to 24 carbon atoms, alkenyl of 2 to 24 carbon atoms, acyl of 1 to 24 carbon atoms, cycloalkyl of 1 to 24 carbon atoms, cycloacyl of 5 to 24 carbon atoms, aralkyl of 7 to 24 carbon atoms, or aracyl of 6 to 24 carbon atoms, and optionally with either of R1, and R2, R3 and R4, or R4 and R5, taken together being a part of a saturated or unsaturated fused carbocyclic ring optionally containing O, N, or S atoms in the ring;
- T is a direct bond, oxygen, NR, sulfur or a functional group containing these elements;
- X is independently selected from hydrogen and a blocking group selected from one or more of the following groups:
- allyl, —CORa, —SO2Rb, —SiRcRdRe, —PRfRg, —PORfRg and —CONHRh,
- wherein
- each Ra is independently selected from C1-C8 alkyl, halogen-substituted C1-C8 alkyl, C5-C12 cycloalkyl, C2-C8 alkenyl, —CH2—CO—CH3, C1-C12 alkoxy, and phenyl or phenoxy which is unsubstituted or substituted by C1-C12 alkyl, C1-C4 alkoxy, halogen and/or benzyl;
- each Rb is independently selected from C1-C12 alkyl, C6-C10 aryl and C7-C18 alkylaryl;
- each Rc, Rd and Re is independently selected from C1-C18 alkyl, cyclohexyl, phenyl and C1-C18 alkoxy;
- each Rf and Rg is independently selected from C1-C12 alkoxy, C1-C12 alkyl, C5-C12 cycloalkyl, and phenyl or phenoxy which is unsubstituted or substituted by C1-C12 alkyl, C1-C4 alkoxy, halogen and/or benzyl;
- and
- each Rh is independently selected from C1-C8 alkyl, C5-C12 cycloalkyl, C2-C8 alkenyl, —CH2—CO—CH3, and phenyl which is unsubstituted or substituted by C1-C12 alkyl, C2-C8 alkenyl, C1-C4 alkoxy, halogen and/or benzyl;
- each of Y, R6 and R7 are each independently hydrogen, hydrocarbyl group, a functional hydrocarbyl group, halogen, hydroxyl, cyano, —O(hydrocarbyl), —O(functional hydrocarbyl), —N(hydrocarbyl)2, —N(functional hydrocarbyl)2, —N(hydrocarbyl)(functional hydrocarbyl), —S(hydrocarbyl), —S(functional hydrocarbyl), —SO2(hydrocarbyl), —SO2(functional hydrocarbyl), —SO3(hydrocarbyl), —SO2(functional hydrocarbyl), —CO2(hydrocarbyl), —CO2(functional hydrocarbyl), —CO(hydrocarbyl), —CO(functional hydrocarbyl), —OCO(hydrocarbyl), —OCO(functional hydrocarbyl), —CONH2, —CONH(hydrocarbyl), —CONH(functional hydrocarbyl), —CON(hydrocarbyl)2, —CON(hydrocarbyl)(functional hydrocarbyl), —CON(functional hydrocarbyl)2, wherein the hydrocarbyl or functional hydrocarbyl may be the same or different and has 1 to 24 carbon atoms;
- Z is Y,
- and wherein L is selected from the group consisting of:
- hydrogen;
- an alkyl of 1 to 24 carbon atoms optionally substituted by one or more hydroxy, alkoxy, carboxy, carboalkoxy, amino, amido, carbamato, or epoxy groups, and which may contain one or more carbonyl groups, oxygen atoms or nitrogen atoms in the chain;
- an alkenyl of 2 to 24 carbon atoms optionally substituted by one or more hydroxy, alkoxy, carboxy, carboalkoxy, amino, amido, carbamato, or epoxy groups, and which may contain one or more carbonyl groups, oxygen atoms or nitrogen atoms in the chain;
- an aralkyl of 7 to 24 carbon atoms optionally substituted by one or more hydroxy, alkoxy, chloro, cyano, carboxy, carboalkoxy, amino, amido, carbamato, or epoxy groups, and which may contain one or more carbonyl groups, oxygen atoms or nitrogen atoms in the chain;
- and r is an integer between 2 and 4;
- when r is 2, D is selected from the group consisting of C2-C16 alkyl, C4-C12 alkenyl, xylylene, C3-C20 alkyl which is interrupted by one or more oxygen atoms, hydroxy-substituted C3-C20 alkyl which is interrupted by one or more oxygen atoms, —CH2CH(OH)CH2O—R15—OCH2CH(OH)CH2, —CO—R16—CO—, —CO—NH—R17—NH—CO—, —(CH2)s—COO—R18—OCO—(CH2)s—
- a polyoxyalkylene bridge member of the Formula XX
- —CH2—CH(OH)—CH2—O—(CH2—(CH2)u—O—)mm—CH2CH(OH)—CH2— (XX),
- a polyoxyalkylene bridge member of the Formula XXI
- —CO—(CH2)u—O—(CH2—(CH2)u—O—)mm—(CH2)u—CO— (XXI),
- a polyoxyalkylene bridge member of the Formula XXII
- —YY—O—CO(CH2)u—O—(CH2—(CH2)u—O—mm—(CH2)u—COO—YY— (XXII),
- a polyoxyalkylene bridge member of the Formula XXIII
- —(CH2)kk—CH(R21)—CO—B1—(CnnH2nn—O—)mmCnnH2nn—B1—CO—CH(R21)—(CH2)kk— (XXIII),
- a polyoxyalkylene bridge member of the Formula XXIV
- —COC(R21)HCH2NH(CnnH2nnO)mCnnH2nn—NHCH2—C(R21)HCO— (XXIV),
- a polyoxyalkylene bridge member of the Formula XXV
- —YY—O—CO—(CH2)2—NH—(CnnH2nn—O—)mm—CnnH2nn—NH—(CH2)2COO—YY— (XXV),
- a polyoxyalkylene bridge member of the Formula XXVI
- —(CnnH2nn—O—)mmCnnH2nn— (XXVI),
- and a polyoxyalkylene bridge member of the Formula XXVII
- —CH(CH3)—CH2—(O—CH(CH3)—CH2)a—(O—CH2CH2)b—(O—CH2—CH(CH3)c— (XXVII),
- wherein a+c=2.5 and b=8.5 to 40.5 or a+c=2 to 33 and b=0,
- R21 is hydrogen or C1-C16 alkyl,
- YY is unsubstituted or substituted C2-C20 alkyl,
- kk is zero or an integer from 1-16,
- B1 is O or NH,
- mm is an integer from 2 to 60,
- nn is an integer from 2 to 6,
- u is an integer from 1 to 4;
- when r is 3, D is —[—(CH2)s—COO—]3—R19
- and when r is 4, D is —[—(CH2)s—COO—]4—R20
- wherein R19 is C3-C10 alkanetriyl and R20 is C4-C10 alkanetetryl;
- and
- s is 1-6;
- R15 is C2-C10 alkyl, C2-C10 oxaalkyl or C2-C10 dithiaalkyl, phenyl, naphthyl, diphenyl, or C2-C6 alkenyl, or phenylene-XX-phenylene wherein XX is —O—, —S—, —SO2—, —CH2—, or —C(CH3)2;
- R16 is C2-C10 alkyl, C2-C10 oxaalkyl or C2-C10 dithiaalkyl, phenyl , naphthyl, diphenyl, or C2-C6 alkenyl provided that when r is 3 the alkenyl has at least 3 carbons;
- R17 is C2-C10 alkyl, phenyl, naphthyl, diphenyl, or C2-C6 alkenyl, methylenediphenylene, or C4-C15 alkylphenyl;
- and
- R18 is C2-C10 alkyl, or C4-C20 alkyl interrupted by one or more oxygen atoms.
51 more elements
A compound of Formula (VII):
- wherein R1, R2, R3, R4, R5 are the same or different and each is hydrogen, halogen, alkyl of 1 to 24 carbon atoms, haloalkyl of 1 to 24 carbon atoms, aryl of 6 to 24 carbon atoms, alkenyl of 2 to 24 carbon atoms, acyl of 1 to 24 carbon atoms, aralkyl of 7 to 24 carbon atoms, aracyl of 6 to 24 carbon atoms, OR, NRR′, CONRR′, OCOR, CN, SR, SO2R, SO3H, SO3M, wherein M is an alkali metal, R and R′ are the same or different and each is hydrogen, alkyl of 1 to 24 carbon atoms, haloalkyl of 1 to 24 carbon atoms, aryl of 6 to 24 carbon atoms, alkenyl of 2 to 24 carbon atoms, acyl of 1 to 24 carbon atoms, cycloalkyl of 1 to 24 carbon atoms, cycloacyl of 5 to 24 carbon atoms, aralkyl of 7 to 24 carbon atoms, or aracyl of 6 to 24 carbons atoms, and optionally with either of R1 and R2, R3 and R4, or R4 and R5, taken together being a part of a saturated or unsaturated fused carbocyclic ring optionally containing O, N, or S atoms in the ring;
- each of T and T′ is independently a direct bond, oxygen, NR, sulfur or a functional group containing these elements;
- X is independently selected from hydrogen and a blocking group selected from one or more of the following groups:
- allyl, —CORa, —SO2Rb, —SiRcRdRe, —PRfRg, —PORfRg and —CONHRh,
- wherein
- each Ra is independently selected from C1-C8 alkyl, halogen-substituted C1-C8 alkyl, C5-C12 cycloalkyl, C2-C8 alkenyl, —CH2—CO—CH3, C1-C12 alkoxy, and phenyl or phenoxy which is unsubstituted or substituted by C1-C12 alkyl, C1-C4 alkoxy, halogen and/or benzyl;
- each Rb is independently selected from C1-C12 alkyl, C6-C10 aryl and C7-C18 alkylaryl;
- each Rc, Rd and Re is independently selected from C1-C18 alkyl, cyclohexyl, phenyl and C1-C18 alkoxy;
- each Rf and Rg is independently selected from C1-C12 alkoxy, C1-C12 alkyl, C5-C12 cycloalkyl, and phenyl or phenoxy which is unsubstituted or substituted by C1-C12 alkyl, C1-C4 alkoxy, halogen and/or benzyl;
- and
- each Rh is independently selected from C1-C8 alkyl, C5-C12 cycloalkyl, C2-C8 alkenyl, —CH2—CO—CH3, and phenyl which is unsubstituted or substituted by C1-C12 alkyl, C2-C8 alkenyl, C1-C4 alkoxy, halogen and/or benzyl;
- each of Y, R6 and R7 are each independently hydrogen, hydrocarbyl group, a functional hydrocarbyl group, halogen, hydroxyl, cyano, —O(hydrocarbyl), —O(functional hydrocarbyl), —N(hydrocarbyl)2, —N(functional hydrocarbyl)2, —N(hydrocarbyl)(functional hydrocarbyl), —S(hydrocarbyl), —S(functional hydrocarbyl), —SO2(hydrocarbyl), —SO2(functional hydrocarbyl), —SO3(hydrocarbyl), —SO3(functional hydrocarbyl), —CO2(hydrocarbyl), —CO2(functional hydrocarbyl), —CO(hydrocarbyl), —CO(functional hydrocarbyl), —OCO(hydrocarbyl), —OCO(functional hydrocarbyl), —CONH2, —CONH(hydrocarbyl), —CONH(functional hydrocarbyl), —CON(hydrocarbyl)2, —CON(hydrocarbyl)(functional hydrocarbyl), —CON(functional hydrocarbyl)2, wherein the hydrocarbyl or functional hydrocarbyl may be the same or different and has 1 to 24 carbon atoms;
- Z is Y,
- and wherein L is selected from the group consisting of:
- hydrogen;
- an alkyl of 1 to 24 carbon atoms optionally substituted by one or more hydroxy, alkoxy, carboxy, carboalkoxy, amino, amido, carbamato, or epoxy groups, and which may contain one or more carbonyl groups, oxygen atoms or nitrogen atoms in the chain;
- an alkenyl of 2 to 24 carbon atoms optionally substituted by one or more hydroxy, alkoxy, carboxy, carboalkoxy, amino, amido, carbamato, or epoxy groups, and which may contain one or more carbonyl groups, oxygen atoms or nitrogen atoms in the chain;
- an aralkyl of 7 to 24 carbon atoms optionally substituted by one or more hydroxy, alkoxy, chloro, cyano, carboxy, carboalkoxy, amino, amido, carbamato, or epoxy groups, and which may contain one or more carbonyl groups, oxygen atoms or nitrogen atoms in the chain;
- r is 2 or 3;
- when r is 2, X′ is —CO—R16—CO—, —CO2—R16—CO2—, —SO2—R16—SO2—, —CO—NH—R17—NH—CO—, a polyoxyalkylene bridge member of Formula
- —CO—(CH2)u—O—(CH2—(CH2)u—O—)mm—(CH2)uCO—,
- or
- —COC(R21)HCH2NH(CnnH2nnO)mCnnH2nn—NHCH2—C(R21)HCO—
- when r=3, X′ is
- —(—CO2—R16)R19, —(CONH—R16)R19, —(—SO2—R16)R19
- wherein R19 is C3-C10 alkanetriyl and
- R16 is C2-C10 alkyl, C2-C10 oxaalkyl or C2-C10 dithiaalkyl, phenyl, naphthyl, diphenyl, or C2-C6 alkenyl provided that when r is 3 the alkenyl has at least 3 carbons;
- R17 is C2-C10 alkyl, phenyl, naphthyl, diphenyl, or C2-C8 alkenyl, methylenediphenylene, or C4-C15 alkylphenyl;
- R21 is hydrogen or C1-C16 alkyl;
- and
- mm is an integer from 2 to 60,
- nn is an integer from 2 to 6,
- u is an integer from 1 to 4.
30 more elements
A compound of Formula (VIII):
- wherein R1, R2, R3, R4, R5 are the same or different and each is hydrogen, halogen, alkyl of 1 to 24 carbon atoms, haloalkyl of 1 to 24 carbon atoms, aryl of 6 to 24 carbon atoms, alkenyl of 2 to 24 carbon atoms, acyl of 1 to 24 carbon atoms, aralkyl of 7 to 24 carbon atoms, aracyl of 6 to 24 carbon atoms, OR, NRR′, CONRR′, OCOR, CN, SR, SO2R, SO3H, SO3M, wherein M is an alkali metal, R and R′ are the same or different and each is hydrogen, alkyl of 1 to 24 carbon atoms, haloalkyl of 1 to 24 carbon atoms, aryl of 6 to 24 carbon atoms, alkenyl of 2 to 24 carbon atoms, acyl of 1 to 24 carbon atoms, cycloalkyl of 1 to 24 carbon atoms, cycloacyl of 5 to 24 carbon atoms, aralkyl of 7 to 24 carbon atoms, or aracyl of 6 to 24 carbon atoms, and optionally with either R1 and R2, R3 and R4, or R4 and R5, taken together being a part of a saturated or unsaturated fused carbocyclic ring optionally containing O, N, or S atoms in the ring;
- each of T and T′ is independently a direct bond, oxygen, NR, sulfur or a functional group containing these elements;
- X is independently selected from hydrogen and a blocking group selected from one or more of the following groups:
- allyl, —CORa, —SO2Rb, —SiRcRdRe, —PRfRg, —PORfRg and —CONHRh,
- wherein
- each Ra is independently selected from C1-C8 alkyl, halogen-substituted C1-C8 alkyl, C5-C12 cycloalkyl, C2-C8 alkenyl, —CH2—CO—CH3, C1-C12 alkoxy, and phenyl or phenoxy which is unsubstituted or substituted by C1-C12 alkyl, C1-C4 alkoxy, halogen and/or benzyl;
- each Rb is independently selected from C1-C12 alkyl, C6-C10 aryl and C2-C18 alkylaryl;
- each Rc, Rd and Re is independently selected from C1-C18 alkyl, cyclohexyl, phenyl and C1-C18 alkoxy;
- each Rf and Rg is independently selected from C1-C12 alkoxy, C1-C12 alkyl, C5-C12 cycloalkyl, and phenyl or phenoxy which is unsubstituted or substituted by C1-C12 alkyl, C1-C4 alkoxy, halogen and/or benzyl;
- and
- each Rh is independently selected from C1-C8 alkyl, C5-C12 cycloalkyl, C2-C8 alkenyl, —CH2—CO—CH3, and phenyl which is unsubstituted or substituted by C1-C12 alkyl, C2-C8 alkenyl, C1-C4 alkoxy, halogen and/or benzyl;
- each of Y and R7 are each independently hydrogen, hydrocarbyl group, a functional hydrocarbyl group, halogen, hydroxyl, cyano, —O(hydrocarbyl), —O(functional hydrocarbyl), —N(hydrocarbyl)2, —N(functional hydrocarbyl)2, —N(hydrocarbyl)(functional hydrocarbyl), —S(hydrocarbyl), —S(functional hydrocarbyl), —SO2(hydrocarbyl), —SO2(functional hydrocarbyl), —SO3(hydrocarbyl), —SO3(functional hydrocarbyl), —CO2(hydrocarbyl), —CO2(functional hydrocarbyl), —CO(hydrocarbyl), —CO(functional hydrocarbyl), —OCO(hydrocarbyl), —OCO(functional hydrocarbyl), —CONH2, —CONH(hydrocarbyl), —CONH(functional hydrocarbyl), —CON(hydrocarbyl)2, —CON(hydrocarbyl)(functional hydrocarbyl), —CON(functional hydrocarbyl)2, wherein the hydrocarbyl or functional hydrocarbyl may be the same or different and has 1 to 24 carbon atoms;
- Z is Y,
- and wherein L is selected from the group consisting of:
- hydrogen;
- an alkyl of 1 to 24 carbon atoms optionally substituted by one or more hydroxy, alkoxy, carboxy, carboalkoxy, amino, amido, carbamato, or epoxy groups, and which may contain one or more carbonyl groups, oxygen atoms or nitrogen atoms in the chain;
- an alkenyl of 2 to 24 carbon atoms optionally substituted by one or more hydroxy, alkoxy, carboxy, carboalkoxy, amino, amido, carbamato, or epoxy groups, and which may contain one or more carbonyl groups, oxygen atoms or nitrogen atoms in the chain;
- an aralkyl of 7 to 24 carbon atoms optionally substituted by one or more hydroxy, alkoxy, chloro, cyano, carboxy, carboalkoxy, amino, amido, carbamato, or epoxy groups, and which may contain one or more carbonyl groups, oxygen atoms or nitrogen atoms in the chain;
- R6 is selected from the group consisting of straight chain alkyl of 1 to 12 carbon atoms, branched chain alkyl of 1 to 12 carbon atoms, cycloalkyl 5 to 12 carbon atoms, alkyl substituted by cyclohexyl, alkyl interrupted by cyclohexyl, alkyl substituted by phenylene, alkyl interrupted by phenylene, benzylidene, —S—, —S—S—, —S—E—S—, —SO—, —SO2—, —SO—E—SO—, —SO2—E—SO2—, —CH2—NH—E—NH—CH2—, and
- wherein E is selected from the group consisting of alkyl of 2 to 12 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, alkyl interrupted by cyclohexyl of 8 to 12 carbon atoms, alkyl terminated by cyclohexyl of 8 to 12 carbon atoms;
- and
- r is an integer between 2 and 4.
19 more elements
A compound of Formula IX
- wherein R1, R2, R3, R4, R5 are the same or different and each is hydrogen, halogen, alkyl of 1 to 24 carbon atoms, haloalkyl of 1 to 24 carbon atoms, aryl of 6 to 24 carbon atoms, alkenyl of 2 to 24 carbon atoms, acyl of 1 to 24 carbon atoms, aralkyl of 7 to 24 carbon atoms, wherein M is an alkali metal, R and R′ are the same or different and each is hydrogen, alkyl of 1 to 24 carbon atoms, haloalkyl of 1 to 24 carbon atoms, aryl of 6 to 24 carbon atoms, alkenyl of 2 to 24 carbon atoms, acyl of 1 to 24 carbon atoms, cycloalkyl of 1 to 24 carbon atoms, cycloacyl of 5 to 24 carbon atoms, aralkyl of 7 to 24 carbon atoms, or aracyl of 6 to 24 carbon atoms, and optionally with either of R1 and R2, R3 and R4, or R4 and R5, taken together being a part of a saturated or unsaturated fused carbocyclic ring optionally containing O, N, or S atoms in the ring;
- each of T and T′ is independently a direct bond, oxygen, NR, sulfur or a functional group containing these elements;
- X is independently selected from hydrogen and a blocking group selected from one or more of the following groups:
- allyl, —CORa, —SO2Rb, —SiRcRdRe, —PRfRg, —PORfRg and —CONHRh,
- wherein
- each Ra is independently selected from C1-C8 alkyl, halogen-substituted C1-C8 alkyl, C5-C12 cycloalkyl, C2-C8 alkenyl, —CH2—CO—CH3, C1-C12 alkoxy, and phenyl or phenoxy which is unsubstituted or substituted by C1-C12 alkyl, C1-C4 alkoxy, halogen and/or benzyl;
- each Rb is independently selected from C1-C12 alkyl, C6-C10 aryl and C7-C18 alkylaryl;
- each Rc, Rd and Re is independently selected from C1-C18 alkyl, cyclohexyl, phenyl and C1-C18 alkoxy;
- each Rf and Rg is independently selected from C1-C12 alkoxy, C1-C12 alkyl, C5-C12 cycloalkyl, and phenyl or phenoxy which is unsubstituted or substituted by C1-C12 alkyl, C1-C4 alkoxy, halogen and/or benzyl;
- and
- each Rh is independently selected from C1-C8 alkyl, C5-C12 cycloalkyl, C2-C8 alkenyl, —CH2—CO—CH3, and phenyl which is unsubstituted or substituted by C1-C12 alkyl, C2-C8 alkenyl, C1-C4 alkoxy, halogen and/or benzyl;
- each of Y, R6 and R7 are each independently hydrogen, hydrocarbyl group, a functional hydrocarbyl group, halogen, hydroxyl, cyano, —O(hydrocarbyl), —O(functional hydrocarbyl), —N(hydrocarbyl)2, —N(functional hydrocarbyl)2, —N(hydrocarbyl)(functional hydrocarbyl), —S(hydrocarbyl), —S(functional hydrocarbyl), —SO2(hydrocarbyl), —SO2(functional hydrocarbyl), —SO3(hydrocarbyl), —SO3(functional hydrocarbyl), —CO2(hydrocarbyl), —CO2(functional hydrocarbyl), —CO(hydrocarbyl), —CO(functional hydrocarbyl), —OCO(hydrocarbyl), —OCO(functional hydrocarbyl), —CONH2, —CONH(hydrocarbyl), —CONH(functional hydrocarbyl), —CON(hydrocarbyl)2, —CON(hydrocarbyl)(functional hydrocarbyl), —CON(functional hydrocarbyl)2, wherein the hydrocarbyl or functional hydrocarbyl may be the same or different and has 1 to 24 carbon atoms;
- r is an integer between 2 and 4;
- when r is 2, D is selected from the group consisting of C2-C16alkylene, C4-C12alkenylene, xylylene, C3-C20alkylene which is interrupted by one or more oxygen atoms, hydroxy-substituted C3-C20alkylene which is interrupted by one or more oxygen atoms, —CH2CH(OH)CH2O—R15—OCH2CH(OH)CH2, —CO—R16—CO—, —CO—NH—R17—NH—CO—, and —(CH2)s—COO—R18—OCO—(CH2)s—;
- and
- when r is 3, D is —[—(CH2)s—COO—]3—R19
- and when r 4, D is —[—(CH2)s—COO—]4—R20
- wherein R19 is C3-C10alkanetriyl and R20 is C4-C10alkanetetryl;
- s is 1-6;
- R15 is C2-C10 alkylene phenylene or a phenylene-x-phenylene- group, wherein X is —O—, —S—, —SO2—, —CH2—, or —C(CH3)2—;
- R16 is C2-C10 alkylene, C2-C10 oxaalkylene or C2-C10 dithiaalkylene, phenylene, naphthylene, diphenylene or C2-C6 alkenylene;
- R17 is C2-C10 alkylene, phenylene, naphthylene, methylenediphenylene or C7-C15 alkylphenylene, and
- R18 is C2-C10 alkylene or C4-C20 alkylene which is interrupted by one or more oxygen atoms.
20 more elements
A compound having the Formula
- wherein R1, R2, R3, R4, R5 are the same or different and each is hydrogen, halogen, alkyl of 1 to 24 carbon atoms, haloalkyl of 1 to 24 carbon atoms, aryl of 6 to 24 carbon atoms, alkenyl of 2 to 24 carbon atoms, acyl of 1 to 24 carbon atoms, aralkyl of 7 to 24 carbon atoms, aracyl of 6 to 24 carbon atoms, OR, NRR′, CONRR′, OCOR, CN, SR, SO2R, SO3H, SO3M, wherein M is an alkali metal, R and R′ are the same or different and each is hydrogen, alkyl of 1 to 24 carbon atoms, haloalkyl of 1 to 24 carbon atoms, aryl of 6 to 24 carbon atoms, alkenyl of 2 to 24 carbon atoms, acyl of 1 to 24 carbon atoms, cycloalkyl of 1 to 24 carbon atoms, cycloacyl of 5 to 24 carbon atoms, aralkyl of 7 to 24 carbon atoms, or aracyl of 6 to 24 carbons atoms, and optionally with either of R1 and R2, R3 and R4, or R4 and R5, taken together being a part of a saturated or unsaturated fused carbocyclic ring optionally containing O, N, or S atoms in the ring:
- Z′ is a halogen,
- and W is
Dependencies are inferred from the claim text.