Dendritic polymers having biphosphonic terminations, derivatives thereof, method for preparing them, and their use

A dendritic polymer of generation n comprising:

• a central core § of valence m;
• generation chains branching around the core;
• an intermediate chain at the end of each generation chain that is present, or at the end of each bond around the core, where appropriate;
• and
• a terminal group at the end of each intermediate chain,
• wherein said terminal group is represented by the formula:
• -(A1)<[A2-P(═O)(OX)2]2 (T)
• wherein
• -A1< represents the radical —CR< or -Heteroatom<;
• the radicals A2, which are identical or different, each independently of the other represents a single bond or a linear or branched hydrocarbon chain having from 1 to 6 chain members, each of said chain members optionally being selected from a heteroatom, each chain member being optionally substituted by one or more substituents selected from -Alkyl, -Hal, —NO2, —NRR′, —CN, —CF3, —OH, —OAlkyl, -Aryl, and -Aralkyl;
• R and R′, which are identical or different, each independently of the other represents a hydrogen atom or an -Alkyl, -Aryl, or -Aralkyl radical;
• X represents an -Alkyl or -Aryl radical, —H or /M+, where M is a cation,
• m represents an integer greater than or equal to 1,
• n represents an integer from 0 to 12;
• and
• < represents two bonds situated on A1,
• wherein the intermediate chains are represented by formula:
• -J-K-L- (C2)
• wherein
• J represents an oxygen atom, a sulfur atom or a radical —NR—;
• K represents an -Aryl-, —C(═O), -Heteroaryl-, or -Alkyl- radical, each of which is optionally substituted by a Halogen atom or a —NO2, —NRR′, —CN, —CF3, —OH, -Alkyl, -Aryl, or -Aralkyl radical;
• L represents a linear or branched hydrocarbon chain having from 1 to 6 chain members and optionally having one or more double or triple bonds, each of said chain members optionally being a heteroatom, each chain member being optionally substituted by one or more substituents selected from -Alkyl, -Hal, —NO2, —NRR′, —CN, —CF3, —OH, —OAlkyl, -Aryl, and -Aralkyl,
• wherein R and R′, which are identical or different, each independently of the other represents a hydrogen atom or an -Alkyl, -Aryl, or -Aralkyl radical,
• wherein the generation chains are represented by the formula:
• -A″-N< (C1″)
• wherein
• A″ represents an -Alkyl, -Alkenyl, or -Alkynyl radical, each of which is optionally substituted by one or more substituents selected from -Alkyl, -Hal, —NO2, —NRR′, —CN, —CF3, —OH, —OAlkyl, -Aryl, and -Aralkyl,
• wherein R and R′, which are identical or different, each independently of the other represents a hydrogen atom or an -Alkyl, -Aryl, or -Aralkyl radical.

A dendritic polymer of generation n comprising:

• a central core § of valence m;
• optionally, generation chains branching around the core;
• an intermediate chain at the end of each generation chain that is present, or at the end of each bond around the core, where appropriate;
• and
• a terminal group at the end of each intermediate chain,
• wherein said dendritic polymer which is represented by the following formula (I-1i):
• §-{{A-B-C(D)=N—N(E)-(P(=G))<}n[J-K-(Alk)a-N<[A2-P(═O)(OX)2]2]2}m (I-1i)
• in which:
• § represents a central core;
• {A-B-C(D)=N—N(E)-(P(=G))<}n represents generation chains;
• J-K-(Alk)a- represents an intermediate chain;
• A represents an oxygen, sulfur or phosphorus atom or a radical —NR—;
• B represents an -Aryl-, -Heteroaryl-, or -Alkyl- radical, each of which is optionally substituted by a Halogen atom or a —NO2, —NRR′, —CN, —CF3, —OH, -Alkyl, -Aryl, or -Aralkyl radical;
• C represents a carbon atom,
• D and E, which are identical or different, each independently of the other represents a hydrogen atom, or an -Alkyl, —OAlkyl, -Aryl, or -Aralkyl radical, each of which is optionally substituted by a Halogen atom or a —NO2, —NRR′, —CN, —CF3, —OH, -Alkyl, -Aryl, or -Aralkyl radical;
• G represents a sulfur, oxygen, nitrogen, selenium or tellurium atom or a radical ═NR;
• N represents a nitrogen atom;
• P represents a phosphorus atom;
• R and R′, which are identical or different, each independently of the other represents a hydrogen atom or an -Alkyl, -Aryl, or -Aralkyl radical;
• J represents an oxygen atom, a sulfur atom or a radical —NR—;
• K represents an -Aryl-, -Heteroaryl-, or -Alkyl- radical, each of which is optionally substituted by a Halogen atom or a —NO2, —NRR′, —CN, —CF3, —OH, -Alkyl, -Aryl, or -Aralkyl radical;
• X represents an -alkyl or -Aryl radical, —H or /M+, where M is a cation,
• the radicals A2, which are identical or different, each independently of the other represents a single bond or a linear or branched hydrocarbon chain having from 1 to 6 chain members, each of said chain members optionally being selected from a heteroatom, each chain member being optionally substituted by one or more substituents selected from -Alkyl, -Hal, —NO2, —NRR′, —CN, —CF3, —OH, —OAlkyl, -Aryl, and -Aralkyl;
• m represents an integer greater than or equal to 1;
• n represents an integer from 0 to 12;
• denotes the branched structure of the generation n chains of said dendritic polymer, and
• a represents 0 or 1.

A dendritic polymer of generation n comprising:

• a central core § of valence m;
• optionally, generation chains branching around the core;
• an intermediate chain at the end of each generation chain that is present, or at the end of each bond around the core, where appropriate;
• and
• a terminal group at the end of each intermediate chain,
• wherein said dendritic polymer is represented by the following formula (I-1ii):
• §-{{A-B-C(D)=N—N(E)-(P(=G))<}n[J-K-C(D)=N—N(E)-(Alk)a-CH<[A2-P(═O)(OX)2]2]2}m (I-1 ii)
• in which:
• § represents a central core;
• {A-B-C(D)=N—N(E)-(P(=G))<}n represents generation chains;
• J-K-C(D)=N—N(E)-(Alk)a- represents and intermediate chain;
• A represents an oxygen, sulfur or phosphorus atom or a radical —NR—;
• B represents an -Aryl-, -Heteroaryl-, or -Alkyl- radical, each of which is optionally substituted by a Halogen atom or a —NO2, —NRR′, —CN, —CF3, —OH, -Alkyl, -Aryl, or -Aralkyl radical;
• C represents a carbon atom,
• D and E, which are identical or different, each independently of the other represents a hydrogen atom, or an -Alkyl, —OAlkyl, -Aryl, or -Aralkyl radical, each of which is optionally substituted by a Halogen atom or a —NO2, —NRR′, —CN, —CF3, —OH, -Alkyl, -Aryl, or -Aralkyl radical;
• G represents a sulfur, oxygen, nitrogen, selenium or tellurium atom or a radical ═NR;
• N represents a nitrogen atom;
• P represents a phosphorus atom;
• J represents an oxygen atom, a sulfur atom or a radical —NR—;
• K represents an -Aryl-, -Heteroaryl-, or -Alkyl- radical, each of which is optionally substituted by a Halogen atom or by a —NO2, —NRR′, —CN, —CF3, —OH, -Alkyl, -Aryl, or -Aralkyl radical;
• X represents an Alkyl or-Aryl radical, —H or /M+, where M is a cation,
• the radicals A2, which are identical or different, each independently of the other represents a single bond or a linear or branched hydrocarbon chain having from 1 to 6 chain members, each of said chain members optionally being selected from a heteroatom, each chain member being optionally substituted by one or more substituents selected from -Alkyl, -Hal, —NO2, —NRR′, —CN, —CF3, —OH, —OAlkyl, -Aryl, and -Aralkyl;
• m represents an integer greater than or equal to 1;
• n represents an integer from 0 to 12;
• denotes the branched structure of the generation n chains of said dendritic polymer, and
• a represents 0 or 1.

A dendritic polymer of generation n comprising:

• a central core § of valence m;
• optionally, generation chains branching around the core;
• an intermediate chain at the end of each generation chain that is present, or at the end of each bond around the core, where appropriate;
• and
• a terminal group at the end of each intermediate chain,
• wherein said terminal group is represented by the formula:
• -(A1)<[A2-P(═O)(OX)2]2 (T)
• wherein
• -A1< represents the radical —CR< or -Heteroatom<;
• the radicals A2, which are identical or different, each independently of the other represents a single bond or a linear or branched hydrocarbon chain having from 1 to 6 chain members, each of said chain members optionally being selected from a heteroatom, each chain member being optionally substituted by one or more substituents selected from -Alkyl, -Hal, —NO2, —NRR′, —CN, —CF3, —OH, —OAlkyl, -Aryl, and -Aralkyl;
• R and R′, which are identical or different, each independently of the other represents a hydrogen atom or an -Alkyl, -Aryl, or -Aralkyl radical;
• X represents an -Alkyl or -Aryl radical, —H or /M+, where M is a cation,
• m represents an integer greater than or equal to 1;
• n represents an integer from 0 to 3, and < represents two bonds situated on A1,
• wherein the intermediate chains are represented by formula:
• -J-K-L- (C2)
• wherein
• J represents an oxygen atom, a sulfur atom or a radical —NR—;
• K represents an -Aryl-, —C(═O), -Heteroaryl-, or -Alkyl- radical, each of which is optionally substituted by a Halogen atom or a —NO2, —NRR′, —CN, —CF3, —OH, -Alkyl, -Aryl, or -Aralkyl radical;
• L represents a linear or branched hydrocarbon chain having from 1 to 6 chain members and optionally having one or more double or triple bonds, each of said chain members optionally being a heteroatom, each chain member being optionally substituted by one or more substituents selected from -Alkyl, -Hal, —NO2, —NRR′, —CN, —CF3, —OH, —OAlkyl, -Aryl, and -Aralkyl,
• wherein R and R′, which are identical or different, each independently of the other represents a hydrogen atom or an -Alkyl, -Aryl, or -Aralkyl radical.