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US 10,167,377 B2Granted
Phosphorus containing epoxy compounds and compositions therefrom
AssigneeFrx Polymers, Inc.
InventorsYoumi Jeong, Jan-Pleun Lens
Life of this patent
Estimating the term…
Abstract
Epoxy containing phosphonate monomers, polymers, copolymers, oligomers and co-oligomers and methods for making the same are describes herein. These materials can be used to make polymers, and can be combined with other polymers, oligomers or monomer mixtures to make resins with excellent fire resistance that can be used in a variety of industrial and consumer products.
Claims25
A compound of Formula I:
- wherein:
- R is C1 to C20 alkyl, C1 to C20 alkenyl, C1 to C20 alkynyl, substituted C1 to C20 alkyl, substituted C1 to C20 alkenyl, substituted C1 to C20 alkynyl, C3 to C20 cycloalkyl, substituted C3 to C20 cycloalkyl, C6 to C20 aryl, C6 to C20 heteroaryl, substituted C6 to C20 aryl, or substituted C6 to C20 heteroaryl;
- X is C1 to C20 alkylene, C1 to C20 alkenylene, C1 to C20 alkynylene, substituted C1 to C20 alkylene, substituted C1 to C20 alkenylene, substituted C1 to C20 alkynylene, C3 to C20 cycloalkylene, substituted C3 to C20 cycloalkylene, C6 to C20 arylene, C6 to C20 heteroarylene, or substituted C6 to C20 heteroarylene;
- Y is X—OH or X—O—Z-epoxy, C6 to C20 arylene, C6 to C20 heteroarylene, substituted C6 to C20 arylene, substituted C6 to C20 heteroarylene, carboxyl, amine, vinyl, or isocyanate;
- Z is C1 to C20 alkylene, C1 to C20 alkenylene, C1 to C20 alkynylene, substituted C1 to C20 alkylene, substituted C1 to C20 alkenylene, or substituted C1 to C20 alkynylene;
- and
- n is an integer from 2 to 1000;
- and
- wherein the compound has a weight average molecular weight of from about 5,000 g/mole to about 10,000 g/mole as determined by gel permeation chromatography based on polystyrene calibration.
6 more elements
A composition comprising a compound of Formula I:
- wherein:
- each R is, independently, C1 to C20 alkyl, C1 to C20 alkenyl, C1 to C20 alkynyl, substituted C1 to C20 alkyl, substituted C1 to C20 alkenyl, substituted C1 to C20 alkynyl, C3 to C20 cycloalkyl, substituted C3 to C20 cycloalkyl, C6 to C20 aryl, C6 to C20 heteroaryl, substituted C6 to C20 aryl, or substituted C6 to C20 heteroaryl;
- each X is, independently, C1 to C20 alkylene, C1 to C20 alkenylene, C1 to C20 alkynylene, substituted C1 to C20 alkylene, substituted C1 to C20 alkenylene, substituted C1 to C20 alkynylene, C3 to C20 cycloalkylene, substituted C3 to C20 cycloalkylene, C6 to C20 arylene, C6 to C20 heteroarylene, or substituted C6 to C20 heteroarylene;
- each Y is, independently, X—OH or X—O—Z-epoxy, C6 to C20 arylene, C6 to C20 heteroarylene, substituted C6 to C20 arylene, substituted C6 to C20 heteroarylene, carboxyl, amine, vinyl, or isocyanate;
- each Z is, independently, C1 to C20 alkylene, C1 to C20 alkenylene, C1 to C20 alkynylene, substituted C1 to C20 alkylene, substituted C1 to C20 alkenylene, or substituted C1 to C20 alkynylene;
- and
- each n is, independently, an integer from 2 to 1000;
- and
- wherein the compound has a weight average molecular weight of from about 5,000 g/mole to about 10,000 g/mole as determined by gel permeation chromatography based on polystyrene calibration.
6 more elements
A method for making an epoxy terminated phosphonate containing oligomer or polymer comprising:
- combining a phosphonate containing polymer, copolymer, oligomer or co-oligomer having a weight average molecular weight of from about 5,000 g/mole to about 15,000 g/mole as determined by gel permeation chromatography based on polystyrene calibration, an epoxy containing monomer, and sterically hindered non-nucleophilic base;
- and
- reacting the phosphonate containing polymer, copolymer, oligomer or co-oligomer with the epoxy containing monomer.
An article of manufacture comprising a composition having a compound of Formula I:
- wherein:
- each R is, independently, C1 to C20 alkyl, C1 to C20 alkenyl, C1 to C20 alkynyl, substituted C1 to C20 alkyl, substituted C1 to C20 alkenyl, substituted C1 to C20 alkynyl, C3 to C20 cycloalkyl, substituted C3 to C20 cycloalkyl, C6 to C20 aryl, C6 to C20 heteroaryl, substituted C6 to C20 aryl, or substituted C6 to C20 heteroaryl;
- each X is, independently, C1 to C20 alkylene, C1 to C20 alkenylene, C1 to C20 alkynylene, substituted C1 to C20 alkylene, substituted C1 to C20 alkenylene, substituted C1 to C20 alkynylene, C3 to C20 cycloalkylene, substituted C3 to C20 cycloalkylene, C6 to C20 arylene, C6 to C20 heteroarylene, or substituted C6 to C20 heteroarylene;
- each Y is, independently, X—OH or X—O—Z-epoxy, C6 to C20 arylene, C6 to C20 heteroarylene, substituted C6 to C20 arylene, substituted C6 to C20 heteroarylene, carboxyl, amine, vinyl, or isocyanate;
- each Z is, independently, C1 to C20 alkylene, C1 to C20 alkenylene, C1 to C20 alkynylene, substituted C1 to C20 alkylene, substituted C1 to C20 alkenylene, or substituted C1 to C20 alkynylene;
- and
- each n is, independently, an integer from 2 to 1000;
- and
- wherein the compound has a weight average molecular weight of from about 5,000 g/mole to about 10,000 g/mole as determined by gel permeation chromatography based on polystyrene calibration.
6 more elements
Dependencies are inferred from the claim text.