Polystyrene microgel amphiphiles with maltohexaose. Synthesis, characterization, and potential applications.
Polystyrene microgel amphiphiles with maltohexaose. Synthesis, characterization, and potential applications.
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DOI：
10.1021/bm0601068
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发表时间：
2006-04
影响因子：
6.2
通讯作者：
A. Narumi;H. Kaga;Y. Miura;I. Otsuka;T. Satoh;Noriaki Kaneko;T. Kakuchi
中科院分区：
文献类型：
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作者：
A. Narumi;H. Kaga;Y. Miura;I. Otsuka;T. Satoh;Noriaki Kaneko;T. Kakuchi
4-以1-苯基-1-（2 ′，2 ′，6 ′，6 ′-四甲基-1 ′-哌啶氧基）乙烷（2）为原料，在间二甲苯中，使乙烯基苄基麦芽六糖苷过乙酸酯（1）与二乙烯基苯（DVB）共聚。在138 ℃下使用1和DVB的总进料中1的摩尔分数（F1：[1]/[1]+[DVB]）进行共聚20小时，得到聚合产物，产率为32 - 40%。通过线性PS校准的尺寸排阻色谱（SEC）、动态激光散射（DLS）测量和1H NMR光谱的表征表明，产物可归属于交联的聚（4-乙烯基苄基麦芽六糖苷过乙酸酯）颗粒，其能够产生稳定的溶液，即，PSt微凝胶与乙酰基麦芽六糖，3. 3的比旋光度（[alpha]D23，c = 1.0 CHCl 3）范围为+43.3度至+85.6度。通过3的静态激光散射（SLS）测量确定的平均摩尔质量，M（w，SLS）为64，700至118，000，其使用范围为0.03387至0.08340的相应折射率增量dn/dc计算。3、N1、N2和N（DVB）中1、2和DVB单元的表观数目分别为22 - 35、7 - 26和146 - 506，这些表观数目是根据相应的[alpha]D23值、M（w，SLS）和真实的产率估算的。3的脱乙酰化通过在干燥的1，4-二氧六环中用甲醇钠处理来实现，以产生具有麦芽六糖作为亲水性链段的PSt微凝胶，4为白色固体。检查了4在各种溶剂中的溶解度，表明有效地引入了亲水性。值得注意的是，4在1，4-二氧六环和H2O的混合溶剂中得到澄清溶液。溶解富勒烯（富勒烯的混合物，C60/C70 =约100）的能力。9/1）在水溶液中的含量。约100 mg 4（1.7微摩尔）溶解1.3 mg富勒烯（1.7微摩尔）。
4-Vinylbenzyl maltohexaoside peracetate (1) was copolymerized with divinylbenzene (DVB) using 1-phenyl-1-(2',2',6',6'-tetramethyl-1'-piperidinyloxy)ethane (2) in m-xylene. The copolymerizations were performed at 138 degrees C for 20 h using the mole fraction of 1 in the total feed of 1 and DVB (F1: [1]/[1]+[DVB]) varying from 0.11 to 0.38, affording polymeric products in yields ranging from 32 to 40%. The characterizations by linear PS-calibrated size exclusion chromatography (SEC), dynamic laser light scattering (DLS) measurements, and 1H NMR spectroscopy indicated that the product was assignable to the cross-linked poly(4-vinylbenzyl maltohexaoside peracetate) particle which is able to produce stable solutions, i.e., the PSt microgel with acetyl maltohexaose, 3. The specific rotations ([alpha]D23, c = 1.0 CHCl3) of 3 ranged from +43.3 degrees to +85.6 degrees. The average molar masses determined by the static laser light scattering (SLS) measurement of 3, M(w,SLS)'s, were from 64,700 to 118,000, which were calculated using the respective refractive index increments, dn/dc's, ranging from 0.03387 to 0.08340. The apparent numbers of the 1, 2, and DVB units in 3, N1, N2, and N(DVB), which were estimated from the respective [alpha]D23 values, M(w,SLS)'s, and real yields, ranged from 22 to 35, from 7 to 26, and from 146 to 506, respectively. The deacetylation of 3 was achieved by treatment with sodium methoxide in dry 1,4-dioxane to produce the PSt microgel with maltohexaose as the hydrophilic segment, 4, as a white solid. The solubility of 4 in various solvents was examined, indicating that a hydrophilic property was effectively introduced. Notably, 4 gave clear solutions in the mixed solvent of 1,4-dioxane and H2O. The ability to solubilize fullerite (mixture of fullerenes, C60/C70 = ca. 9/1) in aqueous solutions was examined according to the literature method. Approximately, 100 mg of 4 (1.7 micromol) solubilizes 1.3 mg of fullerite (1.7 micromol).