Remarkable Swelling Capability of Amino Acid Based Cross-Linked Polymer Networks in Organic and Aqueous Medium
Remarkable Swelling Capability of Amino Acid Based Cross-Linked Polymer Networks in Organic and Aqueous Medium
复制标题
DOI：
10.1021/am405932f
复制
发表时间：
2014-03-26
影响因子：
9.5
通讯作者：
De, Priyadarsi
中科院分区：
文献类型：
--
作者：
Roy, Saswati Ghosh;Haldar, Ujjal;De, Priyadarsi
本工作报告的设计和合成的侧链氨基酸为基础的交联聚合物凝胶，能够切换从有机凝胶水凝胶通过一个简单的脱保护反应，并显示在水中的超吸收性。以叔丁氧羰基（Boc）-L/D-丙氨酸甲基丙烯酰氧乙酯（Boc-L/D-Ala-HEMA）为单体，采用自由基聚合（FRP）和可逆加成-断裂链转移（RAFT）技术，在交联剂存在下，合成了交联聚合物凝胶。研究了这些有机凝胶在有机溶剂中的溶胀行为，发现它们对二氯甲烷、丙酮、四氢呋喃等有机溶剂具有高吸水性。在从侧链丙氨酸部分脱保护叔丁氧羰基后，由于侧链铵（-NH3+）基团的形成，有机凝胶转变为水凝胶，并且这些水凝胶在水中显示出显着高的溶胀比（类似于其干体积的560倍）。用场发射扫描电子显微镜（FE-SEM）研究了有机凝胶和水凝胶的形貌。基于氨基酸的交联凝胶可以用作水面溢油的吸收剂以及高吸水性水凝胶。
This work reports design and synthesis of side chain amino acid based cross-linked polymeric gels, able to switch over from organogel to hydrogel by a simple deprotection reaction and showing superabsorbancy in water. Amino acid based methacrylate monomers, tert-butoxycarbonyl (Boc)-L/D-alanine methacryloyloxyethyl ester (Boc-L/D-Ala-HEMA), have been polymerized in the presence of a cross-linker via conventional free radical polymerization (FRP) and the reversible addition-fragmentation chain transfer (RAFT) technique for the synthesis of cross-linked polymer gels. The swelling behaviors of these organogels are investigated in organic solvents, and they behave as superabsorbent materials for organic solvents such as dichloromethane, acetone, tetrahydrofuran, etc. Swollen cross-linked polymer gels release the absorbed organic solvent rapidly. After Boc group deprotection from the pendant alanine moiety, the organogels transform to the hydrogels due to the formation of side chain ammonium (-NH3+) groups, and these hydrogels showed a significantly high swelling ratio (similar to 560 times than their dry volumes) in water. The morphology of organogels and hydrogels is studied by field emission scanning electron microscopy (FE-SEM). Amino acid based cross-linked gels could find applications as absorbents for oil spilled on water as well as superabsorbent hydrogels.