CONVERGENT SYNTHESIS OF STARBURST POLY(ETHER KETONE) DENDRONS

CONVERGENT SYNTHESIS OF STARBURST POLY(ETHER KETONE) DENDRONS
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DOI:
10.1021/ma00076a003
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发表时间:
1993-11-22
期刊:
影响因子:
5.5
通讯作者:
IMAI, Y
IMAI, Y
中科院分区:
化学1区
文献类型:
--
作者:
MORIKAWA, A;KAKIMOTO, M;IMAI, Y

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通过芳香族亲核取代反应,采用收敛方法合成了新型高度支化的星爆聚醚酮树枝。 3,5-双(4-氟苯甲酰基)苯甲醚用作结构单元,其中甲氧基是羟基的受保护形式。该结构单元与苯酚反应产生第一代树枝状大分子(G1)。接下来,通过与氯化铝反应将甲氧基转化为羟基后,使所得的G1-OH的酚官能团与结构单元反应,产生第二代树枝状大分子(G2)。通过重复这些过程,获得了在外围位置分别具有8个和16个苯氧基的G3和G4代树枝。 H-1-和 C-13-NMR 谱与这些树枝状分子的结构一致。凝胶渗透色谱测定的分子量和分子量分布表明,经过硅胶柱色谱纯化后,树枝状分子具有非常窄的分子分布。
New highly branched Starburst poly(ether ketone) dendrons were synthesized by the convergent approach through aromatic nucleophilic substitution reactions. 3,5-Bis(4-fluorobenzoyl)anisole was used as the building block, where the methoxy group was a protected form of the hydroxy group. The reaction of the building block with phenol gave the first-generation dendron (G1). Next, after the methoxy group was converted to a hydroxy group by reaction with aluminum chloride, the resulting phenol functionality of G1-OH was allowed to react with the building block to yield the second-generation dendron (G2). By repeating these procedures G3 and G4 generation dendrons possessing 8 and 16 phenoxy groups, respectively, at the periphery position were obtained. The H-1- and C-13-NMR spectra were consistent with the structure of these dendrons. The molecular weight and molecular weight distribution determined by gel permeation chromatography indicated that after purification by silica gel column chromatography the dendrons possessed remarkably narrow molecular distribution.