title: Effect of Linker Structure on Salicylic Acid-Derived Poly(anhydride-esters).
abstract: A series of salicylic acid-derived poly(anhydride-esters) were synthesized by melt polym erization methods, in which the structures of the molecule ("linker") linking together the two salicylic acids were varied. To determine the relationship between the linker and the physical properties of the corresponding poly(anhydride-ester), several linkers were evaluated including linear aliphatic, aromatic, and aliphatic branched structures. For the linear aliphatic linkers, higher molecular weights were obtained with longer linear alkyl chains. The most sterically hindered linkers yielded lower molecular weight polymers. The thermal decomposition temperature increased with the alkyl chain length, but the glass transition temperature decreased, due to the enhanced flexibility of the polymer. The highest glass transition temperatures were obtained by using aromatic linkers as a result of increased π-π interactions. Water contact angles determined the relative hydrophobicity of the polymers, which correlated to hydrolytic degradation rates; i.e., the highest contact angle values yielded the slowest degrading polymers.
authors: Department of Chemistry and Chemical Biology, Rutgers University, Piscataway, New Jersey 08854-8087.
authors: Almudena
authors: A
authors: Prudencio
authors: Robert C
authors: RC
authors: Schmeltzer
authors: Kathryn E
authors: KE
authors: Uhrich
references: Biomaterials. 1986 Sep;7(5):364-71
references: 3778996
references: J Mater Sci Mater Med. 1997 Dec;8(12):743-6
references: 15348783
references: J Biomater Sci Polym Ed. 1991;2(1):1-13
references: 1863573
references: Biomaterials. 1996 Jan;17(2):103-14
references: 8624387
references: J Biomed Mater Res. 1986 Jan;20(1):51-64
references: 3949823
references: J Control Release. 2004 Jun 18;97(2):333-43
references: 15196760
references: Proc Natl Acad Sci U S A. 1993 Jan 15;90(2):552-6
references: 8421690
references: J Biomed Mater Res. 1996 Sep;32(1):19-27
references: 8864869
references: Chem Rev. 1999 Nov 10;99(11):3181-98
references: 11749514
references: Biomaterials. 2000 Dec;21(23):2395-404
references: 11055287
references: Biomaterials. 2002 Nov;23(21):4221-31
references: 12194525
references: Biomaterials. 1998 Jan-Feb;19(1-3):163-72
references: 9678864
references: Nature. 1997 Mar 27;386(6623):410-4
references: 9121559
references: Biomacromolecules. 2005 Jan-Feb;6(1):359-67
references: 15638540
references: Adv Drug Deliv Rev. 2002 Oct 16;54(7):911-31
references: 12384315
references: Polym Bull (Berl). 2013 Mar 1;49(6):441-448
references: 23976808
references: J Biomed Mater Res A. 2004 Aug 1;70(2):309-18
references: 15227676
references: Biomaterials. 2000 Dec;21(24):2507-12
references: 11071600
references: J Control Release. 2001 May 18;73(1):75-88
references: 11337061
references: Lancet. 1995 Apr 22;345(8956):1008-12
references: 7723496
references: Biomaterials. 2000 Oct;21(19):1941-6
references: 10941915
references: Acc Chem Res. 2000 Feb;33(2):94-101
references: 10673317