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Synthesis of Silicon-Containing Polyacetylenes and the Gas Separation Ability of Their Membranes

Author: WangJianJun
Tutor: SuLiQiang
School: Qiqihar University
Course: Analytical Chemistry
Keywords: Phenylacetylene Membrane Helix Sense Structure Gas Separation
CLC: TQ320.721
Type: Master's thesis
Year: 2012
Downloads: 40
Quote: 0
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Abstract


Poly(phenylacetylene) have widely attracted attention because of their unique propertiesand application in electronic, magnetic and chiral polymer materials. Phenylacetylene withlarge side groups can be polymerized by rhodium catalyst and get the polymers with goodsolubility and high molecular weight. This kind of phenylacetylene polymers have conjugatedmain chain with alternating single-double bond structure. The polymer has good mechanicalproperties due to the hard main-chain. In order to get poly(phenylacetylene) materials whichhave better flexibility and higher gas permeability, we have synthesized four monomers:4-trimethylsilylphenylacetylene (SPA, M1),4-dimethylsilylphenylacetylene (HSPA, M2),1-(1-heptamethyltrisiloxanyl)-4-{4-ethynyl-2,6-bis(hydroxymethyl)-1-phenoxymethyl}benzene (S3BDHPA, M3) and OEDHPA.In this paper, four new monomers are designed and the synthetic route and the reactionconditions of the monomers are discussed. Then confirmed the structure of these monomersusing nuclear magnetic resonance (1H-NMR) and determine the best synthetic conditions forthese monomers.The polymerization and copolymerization of HSPA are carried out using the[Rh(nbd)Cl]2as a catalyst, PEA and TEA as a cocatalyst respectively.The results indicatethat the [Rh(nbd)Cl]2/PEA catalyst system is the best one for this polymerization. Thestructure of the resulted polymers were confirmed by the NMR spectra, IR spectra and the gelpermeation chromatography (GPC).In this research, we discussed the polymerization of OEDHPA in the achiral and chiralcatalytic system and get the results that the polymerization initiated by the catalytic systemconsisting of Rh[(nbd)Cl]2and chiral amine (R)-PEA or (S)-PEA can provide one-handhelical polymer. We confirmed the helical structure of the polymer by the CD-UV spectra.Then we also carried out the Hex-Sence-Selective Polymerization of S3BDHPA under thiscatalytic system and get the trimer through the light irradiation of the polymer membrane.For the last part, the permeability and permselectivity of the copoly(HSPA/SPA) weretested and the reasons for the results have been discussed deeply. At the same time, we usingthe cyclic tirmer and different basic membranes to get the homogeneous and heterogeneousblend membranes through different membrane fabrication methods and confirm the structureof the blend membranes by ATR-IR spectra and water contact angle on the membranes’ surface. The permselectivity and permeability of these blend membranes were tesed and theresults have been discussed in this paper.

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