Method for producing triarylorganoborates

1. Compounds of the formula (CC)

in which

R 301 and R 301′ are each independently an optionally branched C 14 - to C 22 -alkyl radical or are additionally defined as R 302 , with the proviso that T 301 and R 331 together and T 302 and R 332 together each contain at least 12 carbon atoms,

R 302 is a radical of the formulae

T 301 is a bridge having 2 to 16 carbon atoms, of which not more than one third may be replaced by O and/or NR 400 , where there must be at least 2 carbon atoms between O or NR 200 , and which may be arranged in the form of an optionally branched chain and/or a five- or six-membered ring,

R 331 is an optionally branched and/or optionally substituted C 4 - to C 22 -alkylene radical, a cyclopentylene, cyclohexylene or cycloheptylene radical, a C 8 - to C 12 -aryldialkylene radical, an arylene radical or heteroarylene radical optionally substituted by nonionic radicals, an optionally branched and/or optionally substituted C 4 - to C 22 -alkanedioxy radical, a cyclopentanedioxy, cyclohexanedioxy or cycloheptanedioxy radical, a C 7 - to C 12 -oxyarylalkoxy radical, C 8 - to C 12 -aryldi(alkyloxy) radical, a benzenedioxy radical or heteroaryldioxy radical optionally substituted by nonionic radicals, an optionally branched and/or optionally substituted C 4 - to C 22 -alkanediamino radical, a cyclopentanediamino, cyclohexanediamino or cycloheptanediamino radical, a C 8 - to C 12 -aminoarylalkylamino radical, a benzenediamino radical or heteroarylenediamino radical optionally substituted by nonionic radicals, an alkylene-cycloalkylene radical, alkanedicycloalkylene radical or alkanediarylene radical,

T 302 is a bridge having 1 to 16 carbon atoms which may be arranged in the form of an optionally branched chain and/or a five- or six-membered ring,

R 332 is an optionally branched and/or optionally substituted C 1 - to C 22 -alkylene radical, a cyclopentylene, cyclohexylene or cycloheptylene radical, a C 8 - to C 12 -aralkylene radical, an arylene or heteroarylene radical optionally substituted by nonionic radicals,

A is NR 401 or oxygen,

R 400 and R 401 are independently hydrogen or C 1 - to C 4 -alkyl,

R 303 , R 304 , R 303′ and R 304′ are independently an optionally branched and/or optionally substituted C 1 - to C 5 -alkyl radical,

or

R 302 is a radical of the formulae

T 301 , R 331 , T 302 , R 332 , R 400 , R 401 and A have the definition given above, with the proviso that T 301 and R 331 together and T 302 and R 332 together each contain at least 12 carbon atoms,

R 301 , R 303 and R 304 together with the N + atom form an imidazole or pyridine ring substituted at least by one radical selected from C 1 - to C 8 -alkyl, C 1 - to C 8 -alkoxy, C 5 - to C 7 -cycloalkyl, benzyl or phenyl, and/or

R 301′ , R 303′ and R 304′ together with the N + atom form an imidazole or pyridine ring substituted at least by one radical selected from C 1 - to C 8 -alkyl, C 1 - to C 8 -alkoxy, C 5 - to C 7 -cycloalkyl, benzyl or phenyl,

or

R 301 and R 301′ are each independently an optionally branched C 14 - to C 22 -alkyl radical or are additionally defined as R 302 , with the proviso that T 301 and R 331 together and T 302 and R 332 together each contain at least 12 carbon atoms,

R 302 is a radical of the formulae

and

T 301 , R 331 , T 302 , R 332 , R 400 , R 401 and A have the definition given above,

R 303 and R 304 together form a —(CH 2 ) 4 —, —(CH 2 ) 5 — or —(CH 2 ) 2 —O—(CH 2 ) 2 — bridge, and/or

R 303′ and R 304′ together form a —(CH 2 ) 4 —, —(CH 2 ) 5 — or —(CH 2 ) 2 —O—(CH 2 ) 2 — bridge, and

R 1 is an optionally hydroxyl- and/or alkoxy- and/or acyloxy- and/or halogen-substituted C 1 - to C 22 -alkyl, C 3 - to C 22 -alkenyl, C 3 - to C 22 -alkynyl, C 5 - to C 7 -cycloalkyl or C 7 - to C 13 -aralkyl radical and

R 4 is a C 6 - to C 10 -aryl radical optionally substituted by at least one radical selected from halogen, C 1 - to C 4 -alkyl, trifluoromethyl, C 1 - to C 4 -alkoxy, trifluoromethoxy, phenyl and phenoxy.

2. The compounds of claim 1 , wherein

R 301 and R 301′ are each independently an optionally branched C 14 - to C 22 -alkyl radical or are additionally defined as R 302 , with the proviso that T 301 and R 331 together and T 302 and R 332 together each contain at least 12 carbon atoms,

R 302 is a radical of the formulae

T 301 is a bridge having 2 to 9 carbon atoms, of which not more than one third may be replaced by O and/or NR 400 , where there must be at least 2 carbon atoms between two O or NR 400 , and which may be arranged in the form of an optionally branched chain and/or a five-or six-membered ring,

R 331 is an optionally branched and/or optionally substituted C 4 - to C 16 -alkylene radical, a cyclopentylene or cyclohexylene radical, a xylylene, benzenediethylene or benzenedipropylene radical, an arylene radical or heteroarylene radical optionally substituted by nonionic radicals, an optionally branched and/or optionally substituted C 4 - to C 16 -alkanedioxy radical, a cyclopentanedioxy or cyclohexanedioxy radical, a benzenedi(methyloxy), benzenedi(ethyloxy) or benzenedi(propyloxy) radical, a benzenedioxy radical or heteroarylenedioxy radical optionally substituted by nonionic radicals, an optionally branched and/or optionally substituted C 4 - to C 22 -alkanediamino radical, a cyclopentanediamino or cyclohexanediamino radical, a benzenedi(methylamino), benzenedi(ethylamino) or benzenedi(propylamino) radical, a benzenediamino radical, methyldicyclohexylene radical, 4-methylenebis(4,1-phenylene) radical or heteroarylenediamino radical optionally substituted by nonionic radicals,

T 302 is a bridge having 1 to 9 carbon atoms which may be arranged in the form of an optionally branched chain and/or a five- or six-membered ring,

R 332 is an optionally branched and/or optionally substituted C 1 - to C 16 -alkylene radical, a cyclopentylene or cyclohexylene radical, xylylene, benzenediethylene or benzenedipropylene radical, an arylene or heteroarylene radical optionally substituted by nonionic radicals,

A is NR 401 or oxygen,

R 400 and R 401 are independently hydrogen, methyl or ethyl,

R 303 and R 304 are independently an optionally branched and/or optionally substituted C 1 - to C 5 -alkyl radical, and/or

R 303′ and R 304′ are independently an optionally branched and/or optionally substituted C 1 - to C 5 -alkyl radical,

or

R 302 is a radical of the formulae

T 301 , R 331 , T 302 , R 332 , R 400 , R 401 and A have the definition given above, with the proviso that T 301 and R 331 together and T 302 and R 332 together each contain 12 carbon atoms,

R 301 , R 303 and R 304 together with the N + atom form an imidazole or pyridine ring substituted at least by one radical selected from C 1 - to C 6 -alkyl, C 1 - to C 6 -alkoxy, cyclopentyl, cyclohexyl, benzyl or phenyl, and/or

R 301′ , R 303′ and R 304′ together with the N + atom form an imidazole or pyridine ring substituted at least by one radical selected from C 1 - to C 6 -alkyl, C 1 - to C 6 -alkoxy, cyclopentyl, cyclohexyl, benzyl or phenyl,

or

R 301 and R 301 are each independently an optionally branched C 14 - to C 22 -alkyl radical or are additionally defined as R 302 , with the proviso that T 301 and R 331 together and T 302 and R 332 together each contain at least 12 carbon atoms,

R 302 is a radical of the formulae

and

T 301 , R 331 , T 302 , R 332 , R 400 , R 401 and A have the definition given above,

R 303 and R 304 together form a —(CH 2 ) 4 —, —(CH 2 ) 5 — or —(CH 2 ) 2 —O—(CH 2 ) 2 — bridge, and/or

R 30 3′ and R 304′ together form a —(CH 2 ) 4 —, —(CH 2 ) 5 — or —(CH 2 ) 2 —O—(CH 2 ) 2 — bridge

and

R 1 and R 4 are as defined above.

3. The compounds of claim 1 , wherein

R 301 and R 301′ are each independently an optionally branched C 14 - to C 22 -alkyl radical,

R 302 is a radical of the formulae

T 301 is a bridge in the form of an optionally branched chain which has 2 to 8 carbon atoms and may contain 1 or 2 oxygen atoms, where there must be at least 2 carbon atoms between two oxygen atoms, or a bridge of the formulae

R 331 is an optionally branched and/or optionally substituted C 4 - to C 16 -alkylene radical, a cyclopentylene or cyclohexylene radical, a xylylene radical, an arylene radical optionally substituted by nonionic radicals or a furylene, thienylene or pyridylene radical, an optionally branched and/or optionally substituted C 4 - to C 16 -alkanedioxy radical, a cyclopentanedioxy or cyclohexanedioxy radical, a benzenedi(methyloxy) radical, a benzenedioxy radical optionally substituted by nonionic radicals, an optionally branched and/or optionally substituted C 4 - to C 22 -alkanediamino radical, a cyclopentanediamino or cyclohexanediamino radical, a benzenedi(methylamino) radical, a benzenediamino radical or pyridinediamino radical optionally substituted by nonionic radicals,

T 302 is a bridge in the form of an optionally branched chain having 2 to 8 carbon atoms or is a bridge of the formulae

R 332 is an optionally branched and/or optionally substituted C 1 - to C 16 -alkylene radical, a cyclopentylene or cyclohexylene radical, a xylylene radical, an arylene radical or pyridylene radical optionally substituted by nonionic radicals,

A is NR 401 or oxygen,

R 401 is hydrogen or methyl,

R 303 and R 304 are independently an optionally branched and/or optionally substituted C 1 - to C 5 -alkyl radical, and/or

R 303′ and R 304′ are independently an optionally branched and/or optionally substituted C 1 - to C 5 -alkyl radical

or

R 302 is a radical of the formulae

T 301 , R 331 , T 302 , R 332 , R 400 , R 401 and A have the definition given above, with the proviso that T 301 and R 331 together and T 302 and R 332 together each contain at least 12 carbon atoms,

R 301 , R 303 and R 304 together with the N + atom form an imidazole or pyridine ring substituted at least by one radical selected from C 1 - to C 4 -alkyl, C 1 - to C 4 -alkoxy, cyclopentyl, cyclohexyl, benzyl or phenyl, and/or

R 301′ , R 303′ and R 304′ together with the N + atom form an imidazole or pyridine ring substituted at least by one radical selected from C 1 - to C 4 -alkyl, C 1 - to C 4 -alkoxy, cyclopentyl, cyclohexyl, benzyl or phenyl

or

R 301 and R 301′ are each independently an optionally branched C 14 - to C 22 -alkyl radical,

R 302 is a radical of the formulae

and

T 301 , R 331 , T 302 , R 332 , R 400 , R 401 and A have the definition given above,

R 303 and R 304 together form a —(CH 2 ) 4 —, —(CH 2 ) 5 — or —(CH 2 ) 2 —O—(CH 2 ) 2 — bridge, and/or

R 303′ and R 304′ together form a —(CH 2 ) 4 —, —(CH 2 ) 5 — or —(CH 2 ) 2 —O—(CH 2 ) 2 — bridge

and

R 1 and R 4 are as defined above.

4. The compounds of claim 1 , wherein

R 301 and R 301′ , R 302 and R 302′ , and R 303 and R 303′ as pairs are the same, and the other radicals have the definitions given above.

5. The compounds of claim 1 , wherein

R 331 and R 332 in the formulae

are attached via three or more bonds to the groups of the formulae

6. The compounds of claim 5 , wherein

R 331 is one of —(CH 2 ) 4 —, —NH—(CH 2 ) 6 —NH—,

7. The compounds of claim 5 , wherein

R 332 is one of —(CH 2 ) 2 —, —(CH 2 ) 4 —, —(CH 2 ) 2 —O—(CH 2 ) 2 —,

8. The compounds of claim 5 , wherein

T 301 is one of —(CH 2 ) 2 —, —(CH 2 ) 3 —, —(CH 2 ) 4 —, —CH 2 CH(CH 3 )—, —(CH 2 ) 2 —O—(CH 2 ) 2 —, —[(CH 2 ) 2 —O-] 2 (CH 2 ) 2 —, —(CH 2 ) 4 —O—CH 2 —CH 2 —,

9. The compounds of claim 5 , wherein

T 302 is one of —CH 2 —, —(CH 2 ) 2 —, —(CH 2 ) 3 —, —(CH 2 ) 4 —, —CH 2 CH(CH 3 )—, —(CH 2 ) 5 —, —(CH 2 ) 6 —,

10. A holographic media or hologram comprising a photopolymer composition comprising the triaryl organoborates according to claim 1 .