US 12,234,314 B2
Zwitterionic polymers for biomedical applications
Gang Cheng, Chicago, IL (US); and Huifeng Wang, Chicago, IL (US)
Assigned to The Board of Trustees of the University of Illinois, Urbana, IL (US)
Appl. No. 17/047,716
Filed by THE BOARD OF TRUSTEES OF THE UNIVERSITY OF ILLINOIS, Urbana, IL (US)
PCT Filed Apr. 19, 2019, PCT No. PCT/US2019/028296
§ 371(c)(1), (2) Date Oct. 15, 2020,
PCT Pub. No. WO2019/204712, PCT Pub. Date Oct. 24, 2019.
Claims priority of provisional application 62/659,939, filed on Apr. 19, 2018.
Prior Publication US 2021/0163657 A1, Jun. 3, 2021
Int. Cl. C08G 18/10 (2006.01); A61L 27/18 (2006.01); A61L 29/06 (2006.01); A61L 31/06 (2006.01); C08G 18/08 (2006.01); C08G 18/32 (2006.01); C08G 18/38 (2006.01); C08G 18/48 (2006.01); C08G 18/73 (2006.01)
CPC C08G 18/0833 (2013.01) [A61L 27/18 (2013.01); A61L 29/06 (2013.01); A61L 31/06 (2013.01); C08G 18/10 (2013.01); C08G 18/3206 (2013.01); C08G 18/3275 (2013.01); C08G 18/3821 (2013.01); C08G 18/4833 (2013.01); C08G 18/73 (2013.01); C08G 2210/00 (2013.01)] 12 Claims
 
1. A polymer, comprising:
a polymer backbone:
comprising a first monomeric unit, wherein the first monomeric unit is derived from a combination consisting of an isocyanate and a diol or polyol; and
one or more second monomeric units, wherein the one or more second monomeric units comprise a zwitterionic precursor monomeric unit having a structure according to one or more of Formula (A1) and (B1):

OG Complex Work Unit Chemistry
wherein in Formulas (A1) and (B1):
each X is independently O, NRa, S or Se; and,
each R1, R2, and R3 is independently selected from —(CH2)n—, —(CH2)nO(CH2)m—, —(CH2CH2OCH2CH2)n—, —(CH2CH2O)nCH2CH2—, —((CH2)1-8C(O)O)n(CH2)m—, —((CH2)1-8C(O)O)n(CH2CH2O)m(OC(O)(CH2)1-8)p—, —((CH2)1-8C(O)O)n(CH2CH2)m(OC(O)(CH2)1-8)p—, —(CH2C(O)O)m(CH2CH2)n(OC(O)CH2)m—, —(CH(CH3)C(O)O)m(CH2CH2)n(OC(O)CH(CH3))m—, —(CH(CH3)C(O)O)m(CH2CH2)n(OC(O)CH(CH3))m—, —((CH2)nOC(O)O)(CH2CH2)m, —(CH2)nNHC(O)(CH2)m—, and —(CH2)nC(O)NH(CH2)m;
each Ra and R4 is independently selected from —H, —(CH2CH2O)nCH3, —(CH2CH2O)n(CH2)mCH3, —(CH2CH2O)n(CH2)mOH, —((CH2)nO)m((CH2)pO)q(CH2)rOH, —(CH2CH2O)nH, —(CH2)nOH, —(CH2)nO(CH2)mOH, —(CH2CH2OCH2CH2)nOH, —(CH2CH2O)nCH2CH2OH, —((CH2)1-8C(O)O)n(CH2)mOH, —((CH2)1-8C(O)O)n(CH2CH2O)m(OC(O)(CH2)1-8)pOH, —((CH2)1-8C(O)O)n(CH2CH2)m(OC(O)(CH2)1-8)mOH, —(CH2C(O)O)n(CH2CH2)m(OC(O)CH2)pOH, —(CH(CH3)C(O)O)n(CH2CH2)m(OC(O)CH(CH3))pOH, —((CH2)nOC(O)O)(CH2CH2)mOH, —(CH2)nNHC(O)(CH2)mOH, and —(CH2)nC(O)NH(CH2)mOH, C1-n alkyl, C1-n alkenyl, C1-n alkynyl, C6-10 aryl, and succinimidyl, wherein any one or more H atoms of Ra or R4 can optionally be replaced with an F atom; and
each n, m, p, q, r, and s is independently 1 to 10,000.