2015
DOI: 10.1002/vnl.21494
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Synthesis of a secondary plasticizer for poly(vinyl chloride) by recycling of poly(ethylene terephthalate) bottle waste through aminolytic depolymerization

Abstract: This study focuses on the synthesis and application of didecanoate of bis(3‐hydroxypropyl) terephthalamide (DD‐BHPTA) as a secondary plasticizer in poly(vinyl chloride) (PVC) compounding. DD‐BHPTA was synthesized from poly(ethylene terephthalate) bottle waste through aminolysis followed by condensation reaction with decanoic acid. Synthesized DD‐BHPTA was characterized by Fourier‐transform infrared spectroscopy, differential scanning calorimetry, and nuclear magnetic resonance. Plasticized PVC was prepared by … Show more

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Cited by 10 publications
(8 citation statements)
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References 19 publications
(21 reference statements)
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“…Due to their potential applications, two groups of reactive, N-substituted terephthalamides containing the OH or amino groups are of particular interest to researchers. The first of them are the products of the reaction between PET and alkanolamines, for example ethanolamine [136,145,146,[148][149][150][151][152][153][154][155], 3-amino-1-propanol [155,156], 2-amino-2-methyl-1-propanol [157], 1-amino-2-propanol [157] and diethanolamine [158]. On the other hand the amino functionality can be introduced by using bifunctional degradation agents like hydrazine [159,160] and its homologues with the C2-C6 alkane chains [145,146,161], aliphatic diamines containing aromatic rings (e.g.…”
Section: Ammonolysis and Aminolysis Of Petmentioning
confidence: 99%
See 1 more Smart Citation
“…Due to their potential applications, two groups of reactive, N-substituted terephthalamides containing the OH or amino groups are of particular interest to researchers. The first of them are the products of the reaction between PET and alkanolamines, for example ethanolamine [136,145,146,[148][149][150][151][152][153][154][155], 3-amino-1-propanol [155,156], 2-amino-2-methyl-1-propanol [157], 1-amino-2-propanol [157] and diethanolamine [158]. On the other hand the amino functionality can be introduced by using bifunctional degradation agents like hydrazine [159,160] and its homologues with the C2-C6 alkane chains [145,146,161], aliphatic diamines containing aromatic rings (e.g.…”
Section: Ammonolysis and Aminolysis Of Petmentioning
confidence: 99%
“…- PVC plasticizers (e.g. hydrazine derivative [165] or products of the reaction between ω-hydroxyphthalamides and C7-C10 alkane acids [136,155]); - thermal stabilizing additives for PVC [137] and LDPE [166];…”
Section: T a B L E 1 Reaction Conditions And Yields Of Pet Ammonolysismentioning
confidence: 99%
“…The plasticizers mainly used in PVC are phthalates, e.g. dibutyl phthalate (DBP), dioctyl phthalate (DOP) [61], diisodecyl phthalate (DIDP) and di(2-ethylhexyl) phthalate (DEHP) [62,63]. There are also many bio-based plasticizers [64][65][66][67], in which the soybean oil and the epoxidizes soybean oil (ESBO) and the acetic acid ester (AAE) are the most common [68,69].…”
Section: Materials and Equipmentmentioning
confidence: 99%
“…N,N′‐dihydroxoethyl terephthalamide and N,N′‐diaminoethyl terephthalamide are the most studied organic compounds for various applications owing to the presence of reactive ─OH and ─NH 2 end groups. End products of chemical depolymerization of PET waste have also been used as plasticizers for PVC formulations . Largely, the synthesis methods involve high temperature and pressure conditions along with toxic and expensive catalytic systems, which are questionable in terms of commercial viability of the developed process; therefore, greener routes for chemical depolymerization are becoming point of concern .…”
Section: Introductionmentioning
confidence: 99%