Polymerizable liquid crystal composition
AssigneeRolic Technologies AG
InventorsSabrina CHAPPELLET, Richard FRANTZ
Life of this patent
Estimating the term…
Abstract
A polymerizable liquid crystal composition comprising (i) a polymerizable liquid crystal compound capable of exhibiting birefringence of reverse wavelength dispersibility when the polymerizable liquid crystal compound is in an oriented state, and (ii) a polymerization initiator, which is represented by the following formula (I) exhibits a favorable high temperature stability. A liquid crystal film, which may be obtained via curing of the polymerizable product, is useful in the manufacture of an optical device or an electro-optical device.
Claims15
A polymerizable liquid crystal composition comprising (i) a polymerizable liquid crystal compound capable of exhibiting birefringence of reverse wavelength dispersibility when the polymerizable liquid crystal compound is in an oriented state, and (ii) a polymerization initiator, which is represented by the following formula (I)
- wherein
- R1 is hydrogen, C1-C20-alkyl, C1-C6-alkyl-C3-C6-cycloalkyl, C3-C20-cycloalkyl, or C2-C12-alkenyl, wherein C3-C20-cycloalkyl or C2-C12-alkenyl is uninterrupted or interrupted by one or more O, S, CO, NR10 or COOR4;
- or
- R1 is C1-C20alkyl which is unsubstituted or substituted by one or more halogen, OR4, SR9, NR10R11, COOR4 CONR10R11, CN, PO(OR3a)2, S(O)m—R3a,
- C3-C8cycloalkyl which is uninterrupted or interrupted by one or more O, S, CO or NR10;
- or by one or more C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl, each of which is unsubstituted or substituted by one or more halogen, phenyl, C1-C20alkylphenyl, C1-C8alkoxyphenyl, C1-C4haloalkyl, CN, NO2, OR4, SR9, NR10R11, PO(OR3a)2 or S(O)m—R3a, or
- R1 is C2-C20alkyl which is interrupted by one or more O, CO, S, C(O)O, OC(O), SO, SO2, phenylene, naphthylene or NR10, wherein the interrupted C2-C20alkyl is unsubstituted or substituted by one or more halogen, C3-C8cycloalkyl, OH, SH, OR4, SR9, COOR4, O(CO)—R3a, CONR10R11, NR10R11, C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl, wherein C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl is unsubstituted or substituted by one or more halogen, C1-C8alkyl, OR4, SR9 or NR10R11;
- or
- R1 is C6-C20aryl or C3-C20heteroaryl each of which is unsubstituted or substituted by one or more C1-C20alkyl, phenyl, halogen, C1-C4haloalkyl, CN, NO2, OR4, SR9, NR10R11, COOR4, (CO)—R3a, (CO)NR10R11, PO(OR3a)2, S(O)m—R3a or group
- or by one or more C2-C20alkyl which is interrupted by one or more O, S, or NR10;
- or by one or more C1-C20alkyl which is unsubstituted or substituted by one or more halogen, COOR4, CONR10R11, phenyl, C3-C8cycloalkyl, C3-C20heteroaryl, C6-C20aryloxycarbonyl, C3-C20heteroaryloxycarbonyl, OR4, SR9 or NR10R11;
- or by one or more phenyl, naphthyl, benzoyl or naphthoyl, each of which is unsubstituted or substituted by OR4, SR9 or NR10R11;
- or
- R1 is C2-C20alkanoyl or benzoyl which is unsubstituted or substituted by one or more C1-C6alkyl, phenyl, OR4, SR9 or NR10R11;
- or
- R1 is C2-C12alkoxycarbonyl optionally interrupted by one or more —O— and/or optionally substituted by one or more hydroxyl groups;
- or
- R1 is phenoxycarbonyl which is unsubstituted or substituted by C1-C6alkyl, halogen, phenyl, OR4, SR9 or NR10R11;
- or
- R1 is CN, (CO)—R3a, COOR4, CONR10R11, NO2, PO(OR3a)2 or S(O)m—R3a;
- R1a is hydrogen, C1-C20alkyl, CN, (CO)—R3a, COOR4a, CONR10aR11a, NO2, PO(OR3a)2 or S(O)m—R3a, or
- R1a is C1-C20alkyl substituted by one or more halogen, OR4a, SR9a, NR10aR11a, CN, COOR4a, CONR10aR11a, PO(OR3a)2, S(O)m—R3a, C3-C8cycloalkyl which is uninterrupted or interrupted by one or more O, S, CO or NR10a;
- or by one or more C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl, each of which is unsubstituted or substituted by one or more halogen, phenyl, C1-C20alkylphenyl, C1-C8alkoxyphenyl, C1-C4haloalkyl, CN, NO2, OR4a, SR9a, NR10aR11a, PO(OR3a)2 or S(O)m—R3a, or
- R1a is C1-C20alkyl interrupted by one or more O, S, NR10a, CO, SO or SO2, which is unsubstituted or substituted by C3-C8cycloalkyl, OH, SH, O(CO)R3a, COOR4a, CONR10aR11a, C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl, wherein C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl is unsubstituted or substituted by one or more halogen, C1-C8alkyl, OR4a, SR9a or NR10aR11a;
- or
- R1a is C2-C12alkenyl or C3-C20cycloalkyl, each of which is uninterrupted or interrupted by one or more O, S, CO, NR10a or COOR4a, or
- R1a is C6-C20aryl or C3-C20heteroaryl, each of which is unsubstituted or substituted by one or more halogen, CN, NO2, OR4a, SR9a, NR10aR11a, COOR4a, (CO)—R3a CONR10aR11a, PO(OR3a)2 or S(O)m—R3a, or by one or more C1-C20alkyl which is unsubstituted or substituted by one or more halogen, COOR4a, CONR10aR11a, phenyl, C3-C8cycloalkyl, C3-C20heteroaryl, OR4a, SR9a or NR10aR11a, or by one or more C2-C20alkyl which is interrupted by one or more O, S or NR10a;
- or by one or more phenyl, naphthyl, benzoyl or naphthoyl, each of which is unsubstituted or substituted by OR4a, SR9a or NR10aR11a;
- R2 is hydrogen, C1-C20-alkyl or C1-C6-alkyl-C3-C6-cycloalkyl which is unsubstituted or substituted by one or more halogen, OR4, SR9, COOR4CONR10R11, NR10R11, PO(OR3a)2, COR3a, or
- R2 is C2-C20alkyl or C1-C6alkyl-C3-C6-cycloalkyl which is interrupted by one or more O, CO, S, C(O)O, OC(O), SO, SO2, phenylene, naphthylene or NR10;
- wherein the interrupted C2-C20alkyl is unsubstituted or substituted by one or more halogen, OR4, SR9, COOR4, CONR10R11, NR10R11;
- or
- R2 is C2-C4hydroxyalkyl, C2-C10alkoxyalkyl, C3-C8alkenyl, C3-C8cycloalkyl, phenyl-C1-C3alkyl, C2-C8alkanoyl, C3-C12alkenoyl, benzoyl;
- or
- R2 is C6-C20aryl or C3-C20heteroaryl each of which is unsubstituted or substituted by one or more C1-C12alkyl, C1-C4haloalkyl, phenyl, halogen, CN, NO2, OR4, SR9, NR10R11, (CO)—R3a, or by C2-C20alkyl which is interrupted by one or more O, S, or NR10, or each of which is substituted by one or more C1-C20alkyl which is unsubstituted or substituted by one or more halogen, COOR4, CONR10R11, phenyl, C3-C8cycloalkyl, C3-C20heteroaryl, C6-C20aryloxycarbonyl, C3-C20heteroaryloxycarbonyl, OR4, SR9 or NR10R11, or
- R2 is a group
- R3 is hydrogen or C1-C20-alkyl;
- or
- R3 is C1-C20alkyl substituted by one or more halogen, OR4, SR9, NR10R11, CN, COOR4, CONR10R11, C3-C8cycloalkyl which is uninterrupted or interrupted by one or more O, S, CO or NR10;
- or by one or more C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl, each of which is unsubstituted or substituted by one or more halogen, phenyl, C1-C20alkylphenyl, C1-C8alkoxyphenyl, C1-C4haloalkyl, CN, NO2, OR4, SR9 or NR10R11;
- or
- R3 is C1-C20alkyl interrupted by one or more O, S, NR10, CO, SO or SO2, which is unsubstituted or substituted by C3-C8cycloalkyl, OH, SH, O(CO)—R3a, COOR4, CONR10R11C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl, wherein C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl is unsubstituted or substituted by one or more halogen, C1-C8alkyl, OR4, SR9 or NR10R11, or
- R3 is C2-C12alkenyl or C3-C20cycloalkyl, each of which is uninterrupted or interrupted by one or more O, S, CO, NR10 or COOR4;
- or
- R3 is C6-C20aryl or C3-C20heteroaryl, each of which is unsubstituted or substituted by one or more halogen, C1-C20alkyl, C1-C4haloalkyl, phenyl, C1-C20alkylphenyl, C1-C8alkoxyphenyl, CN, NO2, OR4, SR9, NR10R11, COOR4, (CO)—R3a or SO2—R3a, or
- R3 is C1-C20alkoxy, which is unsubstituted or substituted by one or more C1-C10alkyl, C1-C4haloalkyl, halogen, phenyl, C1-C20alkylphenyl or C1-C8alkoxyphenyl;
- or
- R3 is C1-C20alkoxy, which is interrupted by one or more O, S, NR10, CO, SO or SO2;
- or
- R3 is C6-C20aryloxy or C3-C20heteroaryloxy, each of which is unsubstituted or substituted by one or more halogen, C1-C20alkyl, C1-C4haloalkyl, phenyl, C1-C20alkylphenyl, C1-C8alkoxyphenyl, CN, NO2, OR4, SR9, NR10R11, COOR4, (CO)—R3a or SO2—R3a, R3a is hydrogen or C1-C20-alkyl;
- or
- R3a is C1-C20alkyl substituted by one or more halogen, OR4a, SR9a, NR10aR11a, CN, COOR4a CONR10aR11a, C3-C8cycloalkyl which is uninterrupted or interrupted by one or more O, S, CO or NR10a, or by one or more C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl, each of which is unsubstituted or substituted by one or more halogen, phenyl, C1-C20alkylphenyl, C1-C8alkoxyphenyl, C1-C4haloalkyl, CN, NO2, OR4a SR9a or NR10aR11a, or
- R3a is C1-C20alkyl interrupted by one or more O, S, NR10a, CO, SO or SO2, which is unsubstituted or substituted by C3-C8cycloalkyl, OH, SH, O(CO)—(C1-C8alkyl), COOR4a, CONR10aR11a, C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl, wherein C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl is unsubstituted or substituted by one or more halogen, C1-C8alkyl, OR4a, SR9a or NR10aR11a;
- or
- R3a is C2-C12alkenyl or C3-C20cycloalkyl, each of which is uninterrupted or interrupted by one or more O, S, CO, NR10a or COOR4a;
- or
- R3a is C6-C20aryl or C3-C20heteroaryl, each of which is unsubstituted or substituted by one or more halogen, C1-C20alkyl, C1-C4haloalkyl, phenyl, C1-C20alkylphenyl, C1-C8alkoxyphenyl, CN, NO2, OR4a, SR9a, NR10aR11a, COOR4a, (CO)—(C1-C8alkyl) or SO2—(C1-C4haloalkyl);
- or
- R3a is C1-C20alkoxy, which is unsubstituted or substituted by one or more C1-C10alkyl, C1-C4haloalkyl, halogen, phenyl, C1-C20alkylphenyl or C1-C8alkoxyphenyl;
- or
- R3a is C1-C20alkoxy, which is interrupted by one or more O, S, NR10a, CO, SO or SO2;
- or
- R3a is C6-C20aryloxy or C3-C20heteroaryloxy, each of which is unsubstituted or substituted by one or more halogen, C1-C20alkyl, C1-C4haloalkyl, phenyl, C1-C20alkylphenyl, C1-C8alkoxyphenyl, CN, NO2, OR4a, SR9a, NR10aR11a, COOR4a, (CO)—(C1-C8alkyl) or SO2—(C1-C4haloalkyl);
- or
- R3a is a group
- R3b is hydrogen or C1-C20alkyl;
- or
- R3b is C1-C20alkyl substituted by one or more halogen, OR4a, SR9a, NR10aR11a, CN, COOR4a, CONR10aR11a, C3-C8cycloalkyl which is uninterrupted or interrupted by one or more O, S, CO or NR10a;
- or by one or more C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl, each of which is unsubstituted or substituted by one or more halogen, phenyl, C1-C20alkylphenyl, C1-C8alkoxyphenyl, C1-C4haloalkyl, CN, NO2, OR4a, SR9a or NR10aR11a;
- or
- R3b is C1-C20alkyl interrupted by one or more O, S, NR10a, CO, SO or SO2, which is unsubstituted or substituted by C3-C8cycloalkyl, OH, SH, O(CO)—(C1-C8alkyl), COOR4a, CONR10aR11a, C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl, wherein C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl is unsubstituted or substituted by one or more halogen, C1-C8alkyl, OR4a, SR9a or NR10aR11a;
- or
- R3b is C2-C12alkenyl or C3-C20cycloalkyl, each of which is uninterrupted or interrupted by one or more O, S, CO, NR10a or COOR4a;
- or
- R3b is C6-C20aryl or C3-C20heteroaryl, each of which is unsubstituted or substituted by one or more halogen, C1-C20alkyl, C1-C4haloalkyl, phenyl, C1-C20alkylphenyl, C1-C8alkoxyphenyl, CN, NO2, OR4a, SR9a, NR10aR11a, COOR4a, (CO)—(C1-C8alkyl) or SO2—(C1-C4haloalkyl);
- or
- R3b is C1-C20alkoxy, which is unsubstituted or substituted by one or more C1-C10alkyl, C1-C4haloalkyl, halogen, phenyl, C1-C20alkylphenyl or C1-C8alkoxyphenyl;
- or
- R3b is C1-C20alkoxy, which is interrupted by one or more O, S, NR10a, CO, SO or SO2;
- or
- R3b is C6-C20aryloxy or C3-C20heteroaryloxy, each of which is unsubstituted or substituted by one or more halogen, C1-C20alkyl, C1-C4haloalkyl, phenyl, C1-C20alkylphenyl, C1-C8alkoxyphenyl, CN, NO2, OR4a, SR9a, NR10aR11a, COOR4a, (CO)—(C1-C8alkyl) or SO2—(C1-C4haloalkyl);
- R4 is hydrogen, (CO)—R3a, COOR4a, CO NR10aR11a, S(O)m—R3a or PO(OR3a)2;
- or
- R4 is C1-C20alkyl, which is substituted by one or more halogen, OR4a, SR9a, NR10aR11a, CN, COOR4a, CONR10aR11a, PO(OR3a)2, S(O)m—R3a, C3-C8cycloalkyl which is uninterrupted or interrupted by one or more O, S, CO or NR10a;
- or by one or more C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl, each of which is unsubstituted or substituted by one or more halogen, phenyl, C1-C20alkylphenyl, C1-C8alkoxyphenyl, C1-C4haloalkyl, CN, NO2, OR4a, SR9a, NR10aR11a, PO(OR3a)2 or S(O)m—R3a;
- or
- R4 is C1-C20alkyl interrupted by one or more O, S, NR10a, CO, SO or SO2, which is unsubstituted or substituted by C3-C8cycloalkyl, OH, SH, O(CO)—R3a, COOR4a, CONR10aR11a, C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl, wherein C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl is unsubstituted or substituted by one or more halogen, C1-C8alkyl, OR4a, SR9a or NR10aR11a, or
- R4 is C2-C12alkenyl or C3-C20cycloalkyl, each of which is uninterrupted or interrupted by one or more O, S, CO, NR10a or COOR4a, or
- R4 is C6-C20aryl, which is substituted by one or more halogen, CN, NO2, OR4a, SR9a, NR10aR11a, COOR4a, (CO)—R3a, CONR10aR11a, PO(OR3a)2, S(O)m—R3a or group
- or by one or more C1-C20alkyl which is unsubstituted or substituted by one or more halogen, COOR4a, CONR10aR11a, phenyl, C3-C8cycloalkyl, C3-C20heteroaryl, OR4a, SR9a or NR10aR11a, or by one or more C2-C20alkyl which is interrupted by one or more O, S or NR10a;
- or by one or more phenyl, naphthyl, benzoyl or naphthoyl, each of which is unsubstituted or substituted by OR4a, SR9a or NR10aR11a, or
- R4 is C3-C20heteroaryl, each of which is unsubstituted or substituted by one or more halogen, CN, NO2, OR4a, SR9a, NR10aR11a, COOR4a, (CO)—R3a, CONR10aR11a, PO(OR3a)2, S(O)m—R3a or group
- or by one or more C1-C20alkyl which is unsubstituted or substituted by one or more halogen, COOR4a, CONR10aR11a, phenyl, C3-C8cycloalkyl, C3-C20heteroaryl, OR4a, SR9a or NR10aR11a, or by one or more C2-C20alkyl which is interrupted by one or more O, S or NR10a, or by one or more phenyl, naphthyl, benzoyl or naphthoyl, each of which is unsubstituted or substituted by OR4a, SR9a or NR10aR11a, or
- R4 together with one of the carbon atom of R1 forms a 5- or 6-membered saturated or unsaturated ring which is uninterrupted or interrupted by O, S or NR10a, and which 5- or 6-membered saturated or unsaturated ring is unsubstituted or substituted by one or more C1-C20alkyl, OR4a, SR9a, NR10aR11a, (CO)—R3a, NO2, halogen, C1-C4haloalkyl, CN, phenyl, C1-C20alkylphenyl, C1-C8alkoxyphenyl,
- or C3-C20cycloalkyl which is uninterrupted or interrupted by one or more O, S, CO or NR10a,
- R4a is hydrogen, C1-C20-alkyl, (CO)O(C1-C8-alkyl) or CON(C1-C8-alkyl)2;
- or
- R4a is C1-C20alkyl substituted by one or more halogen, OH, SH, CN, C3-C8alkenoxy, OCH2CH2CN, OCH2CH2 (CO)O(C1-C8alkyl), O(CO)—(C1-C8alkyl), O(CO)—(C2-C4)alkenyl, O(CO)-phenyl, (CO)OH, (CO)O(C1-C8alkyl), C3-C8cycloalkyl, SO2—(C1-C4haloalkyl), O(C1-C4haloalkyl), phenyl, C1-C8alkylphenyl, C1-C8alkoxyphenyl or C3-C8cycloalkyl which is interrupted by one or more O;
- or
- R4a is C2-C20alkyl interrupted by one or more O, S, N(C1-C8alkyl), CO, SO or SO2, which is unsubstituted or substituted by C3-C8cycloalkyl, OH, SH, O(CO)(C1-C8alkyl), (CO)O(C1-C8alkyl), (CO)N(C1-C8alkyl)2, C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl, wherein C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl is unsubstituted or substituted by one or more halogen, C1-C8alkyl, C1-C8alkoxy, C1-C8alkylsulfanyl or N(C1-C8alkyl)2;
- or
- R4a is C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl, each of which is unsubstituted or substituted by one or more halogen, CN, NO2, OH, C1-C8alkyl, C1-C4haloalkyl, C1-C8alkoxy, phenyl-C1-C3alkyloxy, phenoxy, C1-C8alkylsulfanyl, phenylsulfanyl, N(C1-C8alkyl)2, diphenylamino, (CO)O(C1-C8alkyl), (CO)—C1-C8alkyl or (CO)N(C1-C8)2, phenyl or benzoyl;
- R4a is C2-C12alkenyl, (CO)O(C1-C8alkenyl) or C3-C8cycloalkyl, each of which is uninterrupted or interrupted by one or more O, S, CO, N(C1-C8alkyl) or COO(C1-C8alkyl);
- or
- R4a is C1-C20alkanoyl, C3-C12alkenoyl, each of which is unsubstituted or substituted by one or more halogen, phenyl, C1-C8alkylphenyl, C1-C8alkoxyphenyl, OH, C1-C8alkoxy, phenoxy, C1-C8alkylsulfanyl, phenylsulfanyl, N(C1-C8alkyl)2 or diphenylamino;
- R5, R6, R7 and R8 independently of each other are hydrogen, C1-C20-alkyl, C6-C20-aryl, C1-C20-alkoxy, C6-C20-aryl C1-C20-alkyl, hydroxyl-C1-C20-alkyl, hydroxyl-C1-C20-alkoxy-C1-C20-alkyl, C3-C10-cycloalkyl, amino, CN, NO2, hydroxy,
- (CO)—R3a OR4a or COOR4;
- R9 is hydrogen or C1-C20alkyl;
- or
- R9 is C1-C20alkyl substituted by one or more halogen, OR4a, SR9a, NR10aR11a, CN, COOR4a, CONR10aR11a, PO(OR3a)2, S(O)m—R3a, C3-C8cycloalkyl which is uninterrupted or interrupted by one or more O, S, CO or NR10a, or by one or more C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl, each of which is unsubstituted or substituted by one or more halogen, phenyl, C1-C20alkylphenyl, C1-C8alkoxyphenyl, C1-C4haloalkyl, CN, NO2, OR4a, SR9a, NR10aR11a, PO(OR3a)2 or S(O)m—R3a, or
- R9 is C1-C20alkyl interrupted by one or more O, S, NR10a, CO, SO or SO2, which is unsubstituted or substituted by C3-C8cycloalkyl, OH, SH, O(CO)—R3a, COOR4a CONR10aR11a, C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl, wherein C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl is unsubstituted or substituted by one or more halogen, C1-C8alkyl, OR4a, SR9a or NR10aR11a;
- or
- R9 is C2-C12alkenyl or C3-C20cycloalkyl, each of which is uninterrupted or interrupted by one or more O, S, CO, NR10a or COOR4a, or
- R9 is C6-C20aryl or C3-C20heteroaryl, each of which is unsubstituted or substituted by one or more halogen, CN, NO2, OR4a, SR9a, NR10aR11a, COOR4a, (CO)—R3a, CONR10aR11a, PO(OR3a)2, S(O)m—R3a or group
- or by one or more C1-C20alkyl which is unsubstituted or substituted by one or more halogen, COOR4a, CONR10aR11a, phenyl, C3-C8cycloalkyl, C3-C20heteroaryl, OR4a, SR9a or NR10aR11a, or by one or more C2-C20alkyl which is interrupted by one or more O, S or NR10a;
- or by one or more phenyl, naphthyl, benzoyl or naphthoyl, each of which is unsubstituted or substituted by OR4a, SR9a or NR10aR11a, or
- R9 together with one of the carbon atom of R1 forms a 5- or 6-membered saturated or unsaturated ring which is uninterrupted or interrupted by O, S or NR10a, and which 5- or 6-membered saturated or unsaturated ring is unsubstituted or substituted by one or more C1-C20alkyl, OR4a, SR9a, NR10aR11a, (CO)—R3a, NO2, halogen, C1-C4haloalkyl, CN, phenyl, C1-C20alkylphenyl, C1-C8alkoxyphenyl,
- or C3-C20cycloalkyl which is uninterrupted or interrupted by one or more O, S, CO or NR10a;
- R9a is hydrogen or C1-C20alkyl;
- or
- R9a is C1-C20alkyl substituted by one or more halogen, OH, SH, CN, C3-C8alkenoxy, OCH2CH2CN, OCH2CH2 (CO)O(C1-C8alkyl), O(CO)—(C1-C8alkyl), O(CO)—(C2-C4)alkenyl, O(CO)-phenyl, (CO)OH, (CO)O(C1-C8alkyl), C3-C8cycloalkyl, SO2—(C1-C4haloalkyl), O(C1-C4haloalkyl), phenyl, C1-C8alkylphenyl, C1-C8alkoxyphenyl or C3-C8cycloalkyl which is interrupted by one or more O;
- or
- R9a is C2-C20alkyl interrupted by one or more O, S, N(C1-C8alkyl), CO, SO or SO2, which is unsubstituted or substituted by C3-C8cycloalkyl, OH, SH, O(CO)(C1-C8alkyl), (CO)O(C1-C8alkyl), (CO)N(C1-C8alkyl)2, C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl, wherein C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl is unsubstituted or substituted by one or more halogen, C1-C8alkyl, C1-C8alkoxy, C1-C8alkylsulfanyl or N(C1-C8alkyl)2;
- or
- R9a is C2-C12alkenyl or C3-C8cycloalkyl, each of which is uninterrupted or interrupted by one or more O, S, CO, N(C1-C8alkyl) or COO(C1-C8alkyl);
- or
- R9a is C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl, each of which is unsubstituted or substituted by one or more halogen, CN, NO2, OH, C1-C8alkyl, C1-C4haloalkyl, C1-C8alkoxy, phenyl-C1-C3alkyloxy, phenoxy, C1-C8alkylsulfanyl, phenylsulfanyl, N(C1-C8alkyl)2, diphenylamino, (CO)O(C1-C8alkyl), (CO)—C1-C8alkyl or (CO)N(C1-C8)2, phenyl or benzoyl;
- or
- R9a is C1-C20alkanoyl, C3-C12alkenoyl, each of which is unsubstituted or substituted by one or more halogen, phenyl, C1-C8alkylphenyl, C1-C8alkoxyphenyl, OH, C1-C8alkoxy, phenoxy, C1-C8alkylsulfanyl, phenylsulfanyl, N(C1-C8alkyl)2 or diphenylamino;
- R10 and R11 independently of each other are hydrogen, C1-C20-alkyl, S(O)m—R3a, O(CO)—R3a (CO)—R3a or CONR10aR11a, or
- R10 and R11 independently of each other are C1-C20alkyl substituted by one or more halogen, OR4a, SR9a, NR10aR11a, CN, COOR4a, CONR10aR11a, PO(OR3a)2, S(O)m—R3a, C3-C8cycloalkyl which is uninterrupted or interrupted by one or more O, S, CO or NR10a, or by one or more C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl, each of which is unsubstituted or substituted by one or more halogen, phenyl, C1-C20alkylphenyl, C1-C8alkoxyphenyl, C1-C4haloalkyl, CN, NO2, OR4a, SR9a, NR10aR11a PO(OR3a)2 or S(O)m—R3a;
- or
- R10 and R11 independently of each other are C1-C20alkyl interrupted by one or more O, S, NR10a, CO, SO or SO2, which is unsubstituted or substituted by C3-C8cycloalkyl, OH, SH, O(CO)—R3a, COOR4a, CONR10aR11a, C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl, wherein C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl is unsubstituted or substituted by one or more halogen, C1-C8alkyl, OR4a, SR9a or NR10aR11a, or
- R10 and R11 independently of each other are C2-C12alkenyl or C3-C20cycloalkyl, each of which is uninterrupted or interrupted by one or more O, S, CO, NR10a or COOR4a, or
- R10 and R11 independently of each other are C6-C20aryl or C3-C20heteroaryl, each of which is unsubstituted or substituted by one or more halogen, CN, NO2, OR4a, SR9a, NR10aR11a, COOR4a, (CO)—R3a CONR10aR11a, PO(OR3a)2, S(O)m—R3a or group
- or by one or more C1-C20alkyl which is unsubstituted or substituted by one or more halogen, COOR4a, CONR10aR11a, phenyl, C3-C8cycloalkyl, C3-C20heteroaryl, OR4a, SR9a or NR10aR11a, or by one or more C2-C20alkyl which is interrupted by one or more O, S or NR10a, or by one or more phenyl, naphthyl, benzoyl or naphthoyl, each of which is unsubstituted or substituted by OR4a, SR9a or NR10aR11a, or
- R10 and R11 independently of each other are C1-C20alkoxy, which is unsubstituted or substituted by one or more halogen, phenyl, C1-C8alkylphenyl or C1-C8alkoxyphenyl;
- or
- R10 and R11 independently of each other are C1-C20alkoxy, which is interrupted by one or more O, S, NR10a, CO, SO or SO2;
- or
- R10 and R11 independently of each other are C6-C20aryloxy or C3-C20heteroaryloxy, each of which is unsubstituted or substituted by one or more halogen, C1-C8alkyl, C1-C4haloalkyl, phenyl, C1-C8alkylphenyl, C1-C8alkoxyphenyl, CN, NO2, OR4a, SR9a, NR10aR11a, COOR4a, (CO)—R3a or SO2—R3a, or
- R10 together with one of the carbon atom of R1 forms a 5- or 6-membered saturated or unsaturated ring which is uninterrupted or interrupted by O, S or NR10a, and which 5- or 6-membered saturated or unsaturated ring is unsubstituted or substituted by one or more C1-C20alkyl, OR4a, SR9a, NR10aR11a, (CO)—R3a, NO2, halogen, C1-C4-haloalkyl, CN, phenyl, C1-C20alkylphenyl, C1-C8alkoxyphenyl,
- or C3-C20cycloalkyl which is uninterrupted or interrupted by one or more O, S, CO or NR10a, or
- R10 and R11 together with the N-atom to which they are attached form a 5- or 6-membered saturated or unsaturated ring which is uninterrupted or interrupted by O, S or NR10a, and which 5- or 6-membered saturated or unsaturated ring is unsubstituted or substituted by one or more C1-C20alkyl, OR4a, SR9a, NR10aR11a, (CO)—R3a, NO2, halogen, C1-C4-haloalkyl, CN, phenyl,
- or C3-C20cycloalkyl which is uninterrupted or interrupted by one or more O, S, CO or NR10a;
- R10a and R11a independently of each other are hydrogen, C1-C20alkyl, S(O)m—(C1-C8alkyl), O(CO)(C1-C8alkyl), (CO)(C1-C8alkyl), (CO)O(C1-C8alkyl) or CON(C1-C8alkyl)2;
- or
- R10a and R11a independently of each other are C1-C20alkyl substituted by one or more halogen, OH, SH, CN, C3-C8alkenoxy, OCH2CH2CN, OCH2CH2 (CO)O(C1-C8alkyl), O(CO)—(C1-C8alkyl), O(CO)—(C2-C4)alkenyl, O(CO)-phenyl, (CO)OH, (CO)O(C1-C8alkyl), C3-C8cycloalkyl, SO2—(C1-C4haloalkyl), O(C1-C4haloalkyl), phenyl, C1-C8alkylphenyl, C1-C8alkoxyphenyl or C3-C8cycloalkyl which is interrupted by one or more O;
- or
- R10a and R11a independently of each other are C2-C20alkyl interrupted by one or more O, S, N(C1-C8alkyl), CO, SO or SO2, which is unsubstituted or substituted by C3-C8cycloalkyl, OH, SH, O(CO)(C1-C8alkyl), (CO)O(C1-C8alkyl), (CO)N(C1-C8alkyl)2, C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl, wherein C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl is unsubstituted or substituted by one or more halogen, C1-C8alkyl, C1-C8alkoxy, C1-C8alkylsulfanyl or N(C1-C8alkyl)2;
- or
- R10a and R11a independently of each other are C2-C12alkenyl or C3-C8cycloalkyl, each of which is uninterrupted or interrupted by one or more O, S, CO, N(C1-C8alkyl) or COO(C1-C8alkyl);
- or
- R10a and R11a independently of each other are C6-C20aryl, C3-C20heteroaryl, C6-C20aroyl or C3-C20heteroarylcarbonyl, each of which is unsubstituted or substituted by one or more halogen, CN, NO2, OH, C1-C8alkyl, C1-C4haloalkyl, C1-C8alkoxy, phenyl-C1-C3alkyloxy, phenoxy, C1-C8alkylsulfanyl, phenylsulfanyl, N(C1-C8alkyl)2, diphenylamino, (CO)O(C1-C8alkyl), (CO)—C1-C8alkyl or (CO)N(C1-C8alkyl)2, phenyl or benzoyl;
- or
- R10a and R11a independently of each other are C1-C20alkanoyl, C3-C12alkenoyl, each of which is unsubstituted or substituted by one or more halogen, phenyl, C1-C8alkylphenyl, C1-C8alkoxyphenyl, OH, C1-C8alkoxy, phenoxy, C1-C8alkylsulfanyl, phenylsulfanyl, N(C1-C8alkyl)2 or diphenylamino;
- or
- R10a and R11a independently of each other are C1-C20alkoxy, which is unsubstituted or substituted by one or more halogen, phenyl, C1-C8alkylphenyl or C1-C8alkoxyphenyl;
- or
- R10a and R11a independently of each other are C1-C20alkoxy, which is interrupted by one or more O, S, N(C1-C8alkyl), CO, SO or SO2;
- or
- R10a and R11a independently of each other are C6-C20aryloxy or C3-C20heteroaryloxy, each of which is unsubstituted or substituted by one or more halogen, C1-C8alkyl, C1-C4haloalkyl, phenyl, C1-C8alkylphenyl, C1-C8alkoxyphenyl, CN, NO2, C1-C8alkoxy, C1-C8alkylsulfanyl, N(C1-C8alkyl)2, CO(OC1-C8alkyl), (CO)—(C1-C8alkyl) or SO2—(C1-C8alkyl);
- or
- R10a and R11a together with the N-atom to which they are attached form a 5- or 6-membered saturated or unsaturated ring which is uninterrupted or interrupted by O, S or N(C1-C8alkyl), and which 5- or 6-membered saturated or unsaturated ring is unsubstituted or substituted by one or more C1-C8alkyl, C1-C8alkoxy, C1-C8alkylsulfanyl, N(C1-C8alkyl)2, NO2, halogen, C1-C4haloalkyl, CN, phenyl or C3-C20cycloalkyl which is uninterrupted or interrupted by one or more O, S, CO or N(C1-C8alkyl);
- R12 and R13 independently of each other are hydrogen, C1-C12alkyl optionally substituted by one or more halogen, phenyl, CN, —OH, —SH, C1-C4alkoxy, (CO)OH or (CO)O(C1-C4alkyl);
- or
- R12 and R13 are phenyl optionally substituted by one or more C1-C6alkyl, halogen, CN, OR4, SR9 or NR10R11;
- or
- R12 and R13 are halogen, CN, OR4, SR9, SOR9, SO2R9 or NR10R11, wherein the substituents OR4, SR9 or NR10R11 optionally form 5- or 6-membered rings via the radicals R4, R9, R10 and/or R11 with one of the carbon atoms of the phenyl, naphthyl, benzoyl or naphthoyl group or that of the substituent R3a;
- or
- R12 and R13 together are a group wherein R14, R15, R16 and R17 independently of one another are hydrogen, C1-C12alkyl optionally substituted by one or more halogen, phenyl, CN, —OH, —SH, C1-C4alkoxy, (CO)OH or (CO)O(C1-C4alkyl);
- or R14, R15, R16 and R17 are phenyl optionally substituted by one or more C1-C6alkyl, halogen, CN, OR4, SR9 or NR10R11;
- or R14, R15, R16 and R17 are halogen, CN, OR4, SR9 or NR10R11;
- or
- R12 and R13 together are a group
- wherein R18 and R19 independently of each other are hydrogen, C1-C12alkyl optionally substituted by one or more halogen, phenyl, CN, —OH, —SH, C1-C4alkoxy, (CO)OH or (CO)O(C1-C4alkyl);
- or R18 and R19 are phenyl optionally substituted by one or more C1-C6alkyl, halogen, CN, OR4, SR9 or NR10R11;
- m is 1 or 2;
- and
- Q is CO or a direct bond.
Dependencies are inferred from the claim text.