Replacement of Hazardous Chemicals Used in Engineering Plastics with Safe and Renewable Hydrogen-Bond Donor and Acceptor Solvent-Pair Mixtures

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• 作者：Alif Duereh ; Yoshiyuki Sato ; Richard Lee Smith ; Jr. ; Hiroshi Inomata
• 刊名：ACS Sustainable Chemistry & Engineering
• 出版年：2015
• 出版时间：August 3, 2015
• 年：2015
• 卷：3
• 期：8
• 页码：1881-1889
• 全文大小：481K
• ISSN：2168-0485

文摘

Mixtures of safe and renewable solvents can replace hazardous solvents presently being used in the manufacture of engineering plastics. In this work, a methodology is proposed for identifying solvent-pair mixtures for preparing polymer precursors, with poly(amic acid) (PAA) being studied as an example. The methodology uses a chemical safety index, Hansen solubility parameters and Kamlet鈥揟aft solvatochromic parameters of the pure and solvent-pair mixtures to identify hydrogen bond acceptor (HBA)鈥揾ydrogen bond donor (HBD) solvent-pair combinations. Ten replacement solvent-pairs for PAA syntheses identified were cyclohexanone鈥搈ethanol, cyclohexanone鈥揺thanol, cyclopentanone鈥搈ethanol, cyclopentanone鈥揺thanol, 纬-butyrolactone鈥搈ethanol, 纬-butyrolactone鈥揺thanol, 纬-butyrolactone鈥搘ater, 纬-valerolactone鈥搈ethanol, 纬-valerolactone鈥揺thanol, and 纬-valerolactone鈥搘ater. Homogeneous PAA solutions could be obtained from HBA鈥揌BD solvent-pair mixtures when their solubility parameters were within 21鈥?9 MPa^0.5 and their Kamlet鈥揟aft solvatochromic parameters were 蟺* (>0.67) and 尾 (>0.67) for nonaqueous solutions and 蟺* (>0.68) and 尾 (>0.59) for aqueous solutions. Replacement solvent-pairs, 纬-valerolactone鈥揺thanol, 纬-valerolactone鈥搘ater, and 纬-butyrolactone鈥搘ater gave homogeneous precursor solutions that were comparable with commercial solutions prepared with N-methyl-2-pyrrolidone. The proposed methodology and reported solvatochromic parameters make it is possible to identify other solvent-pair mixtures and new solvent-pairs for preparing polymer precursor solutions used in engineering plastics.