Abstract
In this article, we developed a series of new nontoxic polymeric UV-absorbers through covalently attaching a benzophenone derivative onto the main chain of poly(vinyl chloride) (PVC) via mild and quantitative click chemistry. Azide groups were firstly introduced into the backbone of PVC via a nucleophilic reaction without affecting polymeric skeleton. Copper-catalyzed Husigen-Click cycloaddition reaction was performed between the pendant azide groups of PVC and alkynyl of (2-hydroxy-4-(prop-2-ynyloxy)phenyl)(phenyl)methanone at ambient temperature for affording the desired PVC-based UV-absorbers (PVC-UV) with different amounts of benzophenone moieties, which displayed great resistance to photoaging without degradation while exposed to UV irradiation. These polymeric UV-absorbers also showed good solubilities in common organic solvents and no cytotoxicity vs. HaCat cell. Small amounts of PVC-UV were homogeneously mixed with PVC as additive for stabilizing PVC against UV-photoaging without degradation and releasing small molecule even after 200 h while keeping thermal stability. This route of polymeric additive clearly paved an efficient way for solving the puzzle of separation of small molecule additive.
Highlights
(vinyl chloride) (PVC) is a kind of extensively used thermoplastic material due to its valuable properties such as superior mechanical and physical properties, high chemical and abrasion resistance
We developed a polymeric nontoxic additive strategy to solve the puzzle of separation of small molecule additive for poly(vinyl chloride) (PVC) (Fig. 15)
The PVC-based UV-absorber was synthesized via copper-catalyzed Husigen-Click cycloaddition reaction under mild conditions with quantitative functionality conversion while keeping polymeric skeleton
Summary
(vinyl chloride) (PVC) is a kind of extensively used thermoplastic material due to its valuable properties such as superior mechanical and physical properties, high chemical and abrasion resistance. Most studies on UV-absorbers for PVC are as followings[16,17,18]: (1) increasing the molecular weight of UV-absorbers; (2) introducing UV-absorber moieties covalently through random copolymerization; (3) intra-molecular multifunction of UV-absorbers These modifications lead to some new problems[12,19]: the light stability of UV absorbers with relatively high molecular weight (still not comparable to PVC matrix) is usually not good enough as low molecular weight species due to poor dispersion in polymer matrix; the copolymerization with UV absorbers will inevitably affect the material properties of polymers; intramolecular multifunction often has a bad effect on material application in thermal stability, compatibility, color and so on. There is still a strong demand from industrial application to develop a new approach for stabilizing PVC against photoaging without the separation of UV-absorber
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