Rapidly-cured isosorbide-based cross-linked polycarbonate elastomers

Rapidly-cured isosorbide-based cross-linked polycarbonate elastomers
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DOI:
10.1039/c5py01659b
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发表时间:
2016-01-01
期刊:
影响因子:
4.6
通讯作者:
Wooley, Karen L.
Wooley, Karen L.
中科院分区:
化学2区
文献类型:
--
作者:
Kristufek, Tyler S.;Kristufek, Samantha L.;Wooley, Karen L.

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利用天然来源异山梨酯,快速合成了一种光学透明的柔性弹性体。采用碳酸盐官能团与外部烯烃相结合的方法,制备了一种新型的以异山梨酯为基础的单体(异山梨酯双alloc, IDA)。使用商用交联剂三甲基丙烷三(3-巯基丙酸)(TMPTMP)创建交联网络,并产生IDA-co-TMPTMP,这是一种光学透明弹性体。系统地,使用光引发剂,1分钟的UV固化时间和不同的后固化时间(0-24小时,125毫米汞柱)在100摄氏度下合成了IDA-co-TMPTMP网络,以观察其机械,热和表面变化的影响。力学性能随后固化时间的变化也有限,包括25℃时的模量为1.9-2.8 MPa,伸长率为220-344%。网络的热分解温度一致,约为320℃,而所有样品的玻璃化转变温度保持在室温以下。本研究还报道了细胞活力测定和贴壁细胞荧光成像,以显示该材料作为生物医学基质的潜力。60天的降解研究表明,在加速(1 M NaOH, 60℃)和生物条件(pH 7.4 PBS, 37℃)下,样品的质量分别为8.3 +/- 3.5%和97.7 +/- 0.3%。这种快速合成的材料具有水解降解成对生物无害和环境友好的副产品的潜力,可用于可再生塑料和/或生物弹性体应用。
The rapid synthesis of an optically-transparent, flexible elastomer was performed utilizing the naturally-derived source, isosorbide. A novel monomer based on isosorbide (isosorbide dialloc, IDA) was prepared by installing carbonate functionalities along with external olefins for use in thiol-ene click chemistry. Cross-linked networks were created using the commercially-available cross-linker, trimethylolpropane tris(3-mercaptopropionate) (TMPTMP) and resulted in IDA-co-TMPTMP, an optically-transparent elastomer. Systematically, IDA-co-TMPTMP networks were synthesized using a photoinitiator, a UV cure time of one minute and varied post cure times (0-24 h, 125 mm Hg) at 100 degrees C to observe effects on mechanical, thermal and surface alterations. The mechanical properties also had limited changes with post cure time, including a modulus at 25 degrees C of 1.9-2.8 MPa and an elongation of 220-344%. The thermal decomposition temperatures of the networks were consistent, ca. 320 degrees C, while the glass transition temperature remained below room temperature for all samples. A cell viability assay and fluorescence imaging with adherent cells are also reported in this study to show the potential of the material as a biomedical substrate. A degradation study for 60 days resulted in 8.3 +/- 3.5% and 97.7 +/- 0.3% mass remaining under accelerated (1 M NaOH, 60 degrees C) and biological conditions (pH 7.4 PBS at 37 degrees C), respectively. This quickly-synthesized material has the potential to hydrolytically degrade into biologically-benign and environmentally- friendly by-products and may be utilized in renewable plastics and/or bioelastomer applications.