Photo-cross-linked Poly(thioether-co-carbonate) Networks Derived from the Natural Product Quinic Acid

被引：21
|
作者：
Link, Lauren A. [1 ,2 ,3 ]
Lonnecker, Alexander T. [1 ,2 ,3 ]
Hearon, Keith [4 ]
Maher, Cameron A. [4 ]
Raymond, Jeffery E. [1 ,2 ,3 ]
Wooley, Karen L. [1 ,2 ,3 ]
机构：
[1] Texas A&M Univ, Dept Chem, College Stn, TX 77842 USA
[2] Texas A&M Univ, Dept Chem Engn, College Stn, TX 77842 USA
[3] Texas A&M Univ, Dept Mat Sci & Engn, College Stn, TX 77842 USA
[4] Texas A&M Univ, Dept Biomed Engn, College Stn, TX 77842 USA
来源：
ACS APPLIED MATERIALS & INTERFACES | 2014年 / 6卷 / 20期
基金：
美国国家科学基金会;
关键词：
quinic acid; polycarbonates; renewable polymers; thiol-ene chemistry; photo-cross-linking; IN-VITRO DEGRADATION; BIODEGRADABLE POLYMERS; POLYCARBONATES; RESOURCES; CHEMISTRY;
D O I：
10.1021/am506087e
中图分类号：
TB3 [工程材料学];
学科分类号：
0805 ; 080502 ;
摘要：
Polycarbonate networks derived from the natural product quinic acid that can potentially return to their natural building blocks upon hydrolytic degradation are described herein. Solvent-free thiol-ene chemistry was utilized in the copolymerization of tris(alloc)quinic acid and a variety of multifunctional thiol monomers to obtain poly(thioether-co-carbonate) networks with a wide range of achievable thermomechanical properties including glass transition temperatures from -18 to +65 degrees C and rubbery moduli from 3.8 to 20 MPa. The network containing 1,2-ethanedithiol expressed an average toughness at 25 and 63 degrees C of 1.08 and 2.35 MJ/m(3), respectively, and an order-of-magnitude increase in the average toughness at 37 degrees C of 15.56 MJ/m(3).
引用
收藏
页码：17370 / 17375
页数：6
相关论文
共 49 条
  • [21] In vivo degradation behavior of photo-cross-linked star-poly(ε-caprolactone-co-D,L-lactide) elastomers
    Amsden, BG
    Tse, MY
    Turner, ND
    Knight, DK
    Pang, SC
    BIOMACROMOLECULES, 2006, 7 (01) : 365 - 372
  • [22] Influence of peripheral hydrogen bonding on the mechanical properties of photo-cross-linked star-shaped poly(D,L-lactide) networks
    Karikari, AS
    Edwards, WF
    Mecham, JB
    Long, TE
    BIOMACROMOLECULES, 2005, 6 (05) : 2866 - 2874
  • [23] Photo-cross-linked hybrid polymer networks consisting of poly(propylene fumarate) and poly(caprolactone fumarate): Controlled physical properties and regulated bone and nerve cell responses
    Wang, Shanfeng
    Kempen, Diederik H.
    Simha, Narendra X.
    Lewis, Jack L.
    Windebank, Anthony J.
    Yaszemski, Michael J.
    Lu, Lichun
    BIOMACROMOLECULES, 2008, 9 (04) : 1229 - 1241
  • [24] Lipase-catalyzed synthesis of renewable acid-degradable poly(β-thioether ester) and poly(β-thioether ester-co-ricinoleic acid) copolymers derived from castor oil
    Wu, Wan-Xia
    Li, Jun
    Yang, Xian-Ling
    Wang, Na
    Yu, Xiao-Qi
    EUROPEAN POLYMER JOURNAL, 2019, 121
  • [25] Photo-Cross-Linked Poly(DL-lactide)-Based Networks. Structural Characterization by HR-MAS NMR Spectroscopy and Hydrolytic Degradation Behavior
    Melchels, Ferry P. W.
    Velders, Aldrik H.
    Feijen, Jan
    Grijpma, Dirk W.
    MACROMOLECULES, 2010, 43 (20) : 8570 - 8579
  • [26] Long term in vivo degradation and tissue response to photo-cross-linked elastomers prepared from star-shaped prepolymers of poly(ε-caprolactone-co-D,L-lactide)
    Chapanian, Rafi
    Tse, Man Y.
    Pang, Stephen C.
    Amsden, Brian G.
    JOURNAL OF BIOMEDICAL MATERIALS RESEARCH PART A, 2010, 92A (03) : 830 - 842
  • [27] Photo-Cross-Linked PLA-PEO-PLA Hydrogels from Self-Assembled Physical Networks: Mechanical Properties and Influence of Assumed Constitutive Relationships
    Sanabria-DeLong, Naomi
    Crosby, Alfred J.
    Tew, Gregory N.
    BIOMACROMOLECULES, 2008, 9 (10) : 2784 - 2791
  • [28] Chemically stable thioether cross-linked membranes derived from sulfonated poly(arylene ether ketone)s for direct methanol fuel cells
    Li, Ye
    Yang, Bo
    Wei, Shilin
    Geng, Chengzhen
    Kang, Ming
    Lu, Ai
    HIGH PERFORMANCE POLYMERS, 2018, 30 (02) : 129 - 138
  • [29] Poly(carbonate-amide)s Derived from Bio-Based Resources: Poly(ferulic acid-co-tyrosine)
    Noel, Amandine
    Borguet, Yannick P.
    Raymond, Jeffery E.
    Wooley, Karen L.
    MACROMOLECULES, 2014, 47 (09) : 2974 - 2983
  • [30] Dual Cross-Linked Polymer Networks Derived from the Hyperbranched Poly(ethyleneimine) and Poly(acrylic acid) as Efficient Binders for Silicon Anodes in Lithium-Ion Batteries
    Chuang, Yi-Pei
    Lin, Yi-Long
    Wang, Chih-Chieh
    Hong, Jin-Long
    ACS APPLIED ENERGY MATERIALS, 2021, 4 (02) : 1583 - 1592
12345