Multi-armed catechol compound blends
View Patent ↗The invention describes families of compounds that utilize multihydroxyl phenyl groups to provide adhesive properties. Selection of the multihydroxy phenyl group along with linkers or linking groups and the linkages between the linkers or linking groups with polyalkylene oxides, provides materials that can be engineered to afford controllable curing time, biodegradation and/or swelling.
1. A compound comprising formula (I):
wherein
each DHPD a , DHPD 1 , DHPD p , independently, can be the same or different;
each L b , L k , and L o , is
each L d , L i and L m represent a bond between the O and respective PA of the compound;
each PA c , PA j and PA n , independently, can be the same or different;
e is a value from 1 to about 3;
f is a value from 1 to about 10;
g is a value from 1 to about 3;
h is a value from 1 to about 10; wherein f+h is a value from 6 to about 20;
each of R 1 , R 2 and R 3 , independently, is a branched or unbranched alkyl group having at least 1 carbon atom;
each PA, independently, is a poly(alkylene oxide) polyether having a molecular weight between about 1,500 and about 5,000 daltons; and
each DHPD, independently, is a dopamine, 3,4-dihydroxyphenylalanine, 3,4-dihydroxyphenyl ethanol or 3,4-dihydroxyhydrocinnamic acid residue.
2. The compound of claim 1 , wherein each of PA c , PA j and PA n is a polyethylene glycol polyether.
3. The compound of claim 1 , wherein each of L b , L k , and L o are amide linkages and L d , L i and L m represent ether bonds.
4. The compound of claim 1 , wherein e and g each have a value of 1 and f is 4 or 6.
5. The compound of claim 1 , wherein h is 1.
6. The compound of claim 1 , wherein each of DHPD a , DHPD 1 , DHPD p is a dopamine residue;
each of L d , L i and L m represent ether bonds;
each of PA c , PA j and PA n are polyethylene glycol polyether derivatives comprising a hydroxyl terminal residue, each having a molecular weight of between about 1,500 and about 5,000 daltons;
e is 1;
f is 1;
g is 1; and
h is 6.
7. A compound comprising formula (I):
wherein
each of DHPD a , DHPD l , DHPD p is a dopamine residue;
each of the linkers, L b , L k , and L o , form an amide linkage between the dopamine residue and one terminal portion of a dicarboxylic acid residue and an ester between the second terminal portion of the dicarboxylic acid residue and the terminal portion of the polyethylene glycol polyether;
each L b , L k , and L o , independently, can be the same or different;
each of L d , L i and L m represent ether bonds;
each of PA c , PA j and PA n are polyethylene glycol polyether derivatives comprising a hydroxyl terminal residue, each having a molecular weight of between about 1,500 and about 3,500 daltons;
each PA c , PA j and PA n , independently, can be the same or different;
wherein e, f and g each have a value of 1; and
h is 6.
8. The compound of claim 7 , wherein each of the linkers L b , L k , and Lo, independently, can be the same or different, and is selected from the group consisting of