Radiopaque polymers with enhanced radiopacity
AssigneeEmbolization, Inc.
InventorsStephen D. Goodrich, Jeffrey P. Castleberry
Life of this patent
Estimating the term…
Abstract
Radiopaque polymer compositions and methods for making the compositions are provided. These radiopaque polymer compositions include polymer compositions comprising a crosslinked polymer network, the network comprising a first repeating unit derived from a monofunctional monomer, a second repeating unit derived from a crosslinker monomer having more than two polymerizable groups and a third repeating unit a derived from a crosslinker monomer having two or more polymerizable groups. Devices formed from radiopaque polymer compositions and methods for synthesizing radiopaque polymer compositions are also provided.
Claims15
A crosslinked polymer network comprising:
- a) a plurality of first repeating units comprising a first reagent, the first reagent defined by the formula FX1a, FX1b, FX1c or FX1d:
- wherein:
- X is Br or I;
- m is an integer selected from the range of 1 to 5;
- each R11 is, independently, a substituted or unsubstituted C6-C20 alkylene group;
- each L11 is, independently, a single bond, —(CH2)j—, —(HCCH)j—, —O—, —S—, —SO—, —SO2—, —SO3—, —OSO2—, —NR12, —CO—, —COO—, —OCO—, —OCOO—, —CONR13—, —NR14CO—, —OCONR15—, —NR16COO—, —NR17CONR18—, —SiO(Z1)(Z2)—, or —Si[SiO(Z1)(Z2)]n—,
- wherein Z1 is given by the formula L1(T1)p and Z2 is given by the formula L2(T2)q, and
- wherein each of L1 and L2 are, independently, a single bond, a polyvalent alkane radical having from 1 to 36 carbon atoms, a polyvalent heteroalkane radical having from 1 to 36 carbon atoms and including —O— or —C(O)O—, a polyvalent aryl radical having from 1 to 36 carbon atoms, or a polyvalent heteroaryl radical having from 1 to 36 carbon atoms and including —O— or —C(O)O—, and
- wherein each of T1 and T2 are, independently, a polymerizable group having a terminal (meth)acrylate, (meth)acrylamide or styryl group, and
- wherein n is an integer selected from the range of 1-10;
- each Ar11 is, independently, an iodine- or bromine-containing C5-C36 aryl group containing one or more rings, or an iodine- or bromine-containing C5-C36 heteroaryl group containing one or more rings;
- and
- wherein each of R12-R18 is, independently, hydrogen or a C1-C10 alkyl group and each j is, independently, an integer selected from the range of 1 to 10;
- b) a plurality of second repeating units comprising a second reagent, the second reagent defined by the formula Z3aX1cSidOeZ4b;
- wherein:
- Z3 is given by the formula L3(T3)p and Z4 is given by the formula L4(T4)q,
- wherein each of L3 and L4 are, independently, a single bond, a polyvalent alkane radical having from 1 to 36 carbon atoms, a polyvalent heteroalkane radical having from 1 to 36 carbon atoms and including —O— or —C(O)O—, a polyvalent aryl radical having from 1 to 36 carbon atoms, or a polyvalent heteroaryl radical having from 1 to 36 carbon atoms and including —O— or —C(O)O—,
- wherein each of T3 and T4 are, independently, a polymerizable group having a terminal (meth)acrylate, (meth)acrylamide, or styryl group;
- each X1 is, independently, an alkyl group, a (meth)acrylate group, a (meth)acrylamide group, or a styryl group having 1 to 36 carbon atoms;
- each a, b and d are, independently, integers selected from the range of 1 to 10 and each c and e are, independently, integers selected from the range of 1 to 20;
- and
- p and q are each, independently, an integer selected from the range of 1 to 9;
- and
- c) a plurality of third repeating units comprising a third reagent, the third reagent comprising at least three terminal (meth)acrylate, (meth)acrylamide, or styryl groups.
A crosslinked polymer network comprising:
- a) a plurality of first repeating units comprising a first reagent, the first reagent defined by the formula FX1a, FX1b, FX1c or FX1d:
- wherein:
- X is Br or I;
- m is an integer selected from the range of 1 to 5;
- each R11 is, independently, a substituted or unsubstituted C7-C20 alkylene group;
- each L11 is independently a single bond, —(CH2)j—, —(HCCH)j—, —O—, —S—, —SO—, —SO2—, —SO3—, —OSO2—, —NR12, —CO—, —COO—, —OCO—, —OCOO—, —CONR13—, —NR14CO—, —OCONR15—, —NR16COO—, —NR17CONR18—, —SiO(Z1)(Z2)—, or —Si[SiO(Z1)(Z2)]n—,
- wherein Z1 is given by the formula L′(T1)p and Z2 is given by the formula L2(T2)q,
- wherein each of L1 and L2 are, independently, a single bond, a polyvalent alkane radical having from 1 to 36 carbon atoms, a polyvalent heteroalkane radical having from 1 to 36 carbon atoms and including —O— or —C(O)O—, a polyvalent aryl radical having from 1 to 36 carbon atoms, or a polyvalent heteroaryl radical having from 1 to 36 carbon atoms and including —O— or —C(O)O—,
- wherein each of T1 and T2 are, independently, a polymerizable group having a terminal (meth)acrylate, (meth)acrylamide, or styryl group, and n is an integer selected from the range of 1-10;
- each Ar11 is, independently, an iodine- or bromine-containing C5-C36 aryl group containing one or more rings, or an iodine- or bromine-containing C5-C36 heteroaryl group containing one or more rings, wherein each of R12-R18 is, independently, hydrogen or a C1-C10 alkyl group and each j is, independently, an integer selected from the range of 1 to 10;
- b) a plurality of second repeating units comprising a second reagent, the second reagent defined by the formula Z3aX1cSidOeZ4b;
- wherein:
- Z3 is given by the formula L3(T3)p and Z4 is given by the formula L4(T4)q;
- wherein each of L3 and L4 are, independently, a single bond, a polyvalent alkane radical having from 1 to 36 carbon atoms, a polyvalent heteroalkane radical having from 1 to 36 carbon atoms and including —O— or —C(O)O—, a polyvalent aryl radical having from 1 to 36 carbon atoms, or a polyvalent heteroaryl radical having from 1 to 36 carbon atoms and including —O— or —C(O)O—,
- wherein each of T3 and T4 are, independently, a polymerizable group having a terminal (meth)acrylate, (meth)acrylamide, or styryl group;
- each X1 is, independently, an alkyl group, a (meth)acrylamide group, or a styryl group having 1 to 36 carbon atoms;
- each a, b and d are, independently, integers selected from the range of 1 to 10 and each c and e are, independently, integers selected from the range of 1 to 20;
- and
- p and q are each, independently, an integer selected from the range of 1 to 9;
- and
- c) a plurality of third repeating units, each of the third repeating units comprising at least three terminal (meth)acrylate, (meth)acrylamide, or styryl groups.
Dependencies are inferred from the claim text.