Flame-Retardant Derivatives
AssigneeUniversity of Massachusetts
InventorsJayant Kumar, E. Bryan Coughlin, Todd Emrick, Bon-Cheol Ku, Sethumadhavan Ravichandran, Subhalakshmi Nagarajan, Ramaswamy Nagarajan, Weeradech Kiratitanavit
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Abstract
A chemical compound of structural formula (I) useful in preparation of flame retardant materials is disclosed. Homopolymer, and copolymers of a compound of formula (I), as well as methods of preparing said homo- and copolymers are also disclosed. Polymers described herein advantageous possess low heat release capacities and high char yields.
Claims39
A chemical compound of structural formula (I):
- wherein:
- R1, R2, R3, R4, R5 and R6 each independently is selected from —H, —OH, a C1-C8 alkoxy, a C1-C15 alkyl, a C2-C15 alkenyl, or a C2-C15 alkynyl;
- and
- n is 0 or 1;
- provided that:
- (1) at least one of R1, R2, R3, R4, R5 and R6 is —OH;
- (2) when R1 and R2 each is —OH, then at least one of R3, R4, R5 and R6 is not —H;
- and
- (3) when R1 is —OH and R2 is —OCH3, then at least one of R3, R4, R5 and R6 is not —H.
A poly(deoxybenzoin) homopolymer of any one of the monomers of structural formula (I):
- wherein:
- R1, R2, R3, R4, R5 and R6 each independently is selected from —H, —OH, a C1-C8 alkoxy, or a C1-C15 alkyl;
- and
- n is 0 or 1,
- provided that at least one of R1, R2, R3, R4, R5 and R6 is —OH.
A poly(deoxybenzoin) copolymer of at least one of the monomers of structural formula (I) and at least one additional monomer:
- wherein:
- R1, R2, R3, R4, R5 and R6 each independently is selected from —H, —OH, a C1-C8 alkoxy, a C1-C15 alkyl, a C2-C15 alkenyl or a C2-C15 alkynyl;
- and
- n is 0 or 1,
- provided that:
- (1) at least one of R1, R2, R3, R4, R5 and R6 is —OH;
- and
- (2) when n=1 and when R1 and R2 each is —OH, then at least one of R3, R4, R5 and R6 is not —H.
A method of producing a poly(deoxybenzoin) homopolymer of any one of the monomers of structural formula (I):
- wherein:
- R1, R2, R3, R4, R5 and R6 each independently is selected from —H, —OH, a C1-C8 alkoxy, a C1-C8 alkyl, a C1-C8 alkenyl or a C1-C8 alkynyl,
- provided that at least one of R1, R2, R3, R4, R5 and R6 is —OH, comprising the step of:
- synthesizing a covalent bond between at least two monomers of structural formula (I) to produce the poly(deoxybenzoin) homopolymer.
A method of producing a poly(deoxybenzoin) copolymer of at least one of the monomers of structural formula (I) and at least one additional monomer:
- wherein:
- R1, R2, R3, R4, R5 and R6 each independently is selected from —H, —OH, a C1-C8 alkoxy, a C1-C15 alkyl, a C2-C15 alkenyl or a C2-C15 alkynyl;
- and
- n is 0 or 1;
- provided that:
- (1) at least one of R1, R2, R3, R4, R5 and R6 is —OH;
- and
- (2) when n=1 and when R1 and R2 each is —OH, then at least one of R3, R4, R5 and R6 is not —H,
- comprising the step of:
- synthesizing a covalent bond between at least one monomer of structural formula (I) and at least one additional monomer to produce the poly(hydroxydeoxybenzoin) copolymer.
An article of manufacture, comprising a poly(deoxybenzoin) homopolymer of any one of the monomers of structural formula (I):
- wherein:
- R1, R2, R3, R4, R5 and R6 each independently is selected from —H, —OH, a C1-C8 alkoxy, a C1-C15 alkyl, a C2-C15 alkenyl or a C2-C15 alkynyl;
- and
- n is 0 or 1;
- provided that at least one of R1, R2, R3, R4, R5 and R6 is —OH.
An article of manufacture, comprising a poly(deoxybenzoin) copolymer of at least one of the monomers of structural formula (I) and at least one additional monomer:
- wherein:
- R1, R2, R3, R4, R5 and R6 each independently is selected from —H, —OH, a C1-C8 alkoxy, a C1-C15 alkyl, a C2-C15 alkenyl or a C2-C15 alkynyl;
- and
- n is 0 or 1;
- provided that:
- (1) at least one of R1, R2, R3, R4, R5 and R6 is —OH;
- and
- (2) when R1 and R2 each is —OH, then at least one of R3, R4, R5 and R6 is not —H.
Dependencies are inferred from the claim text.