scholarly journals Tin-Naphthalene Sulfonic Acid Complexes as Photostabilizers for Poly(vinyl chloride)

Molecules ◽  
2021 ◽  
Vol 26 (12) ◽  
pp. 3629
Author(s):  
Hadeer Jasem ◽  
Angham G. Hadi ◽  
Gamal A. El-Hiti ◽  
Mohammed A. Baashen ◽  
Hassan Hashim ◽  
...  

Poly(vinyl chloride) degrades when exposed to ultraviolet light for long durations; therefore, the photostability of polymeric materials should be enhanced through the application of additives. New organotin complexes containing 4-aminonaphthalene-1-sulfonic acid were synthesized and their role as poly(vinyl chloride) photostabilizers were evaluated. The reaction of 4-amino-3-hydroxynaphthalene-1-sulfonic acid and appropriate di- or trisubstituted tin chloride (triphenyltin chloride, tributyltin chloride, dibutyltin dichloride, and dimethyltin dichloride) in methanol under reflux gave the corresponding tin-naphthalene complexes with yields of 75%–95%. Elemental analyses and spectroscopic techniques including infrared and nuclear magnetic resonance (proton and tin) were used to confirm their structures. The tin complexes were added to poly(vinyl chloride) to produce thin films that irradiated with ultraviolet light. Various parameters were assessed, such as the weight loss, formation of specific functional groups, changes in the surface due to photoirradiation, and rate constant of photodegradation, to test the role played by the organotin complexes to reduce photodegradation in polymeric films. The results proved that organotin complexes acted as photostabilizers in these circumstances. The weight loss, formation of fragments containing specific functional groups, and undesirable changes in the surface of polymeric films were limited in the presence of organotin complexes. Organotin complexes containing three phenyl groups showed the most desirable stabilization effect. These act as efficient primary and secondary photostabilizers, and as decomposers for peroxides. In addition, such an additive inhibits the dehydrochlorination process, which is the main cause of poly(vinyl chloride) photodegradation.

Polymers ◽  
2020 ◽  
Vol 12 (12) ◽  
pp. 2923
Author(s):  
Baneen Salam ◽  
Gamal A. El-Hiti ◽  
Muna Bufaroosha ◽  
Dina S. Ahmed ◽  
Ahmed Ahmed ◽  
...  

The lifetime of poly(vinyl chloride) (PVC) can be increased through the addition of additives to provide protection against irradiation. Therefore, several new tin complexes containing atenolol moieties were synthesized and their photostabilizing effect on PVC was investigated. Reacting atenolol with a number of tin reagents in boiling methanol provided high yields of tin complexes. PVC was then mixed with the tin complexes at a low concentration, producing polymeric thins films. The films were irradiated with ultraviolet light and the resulting damage was assessed using different analytical and surface morphology techniques. Infrared spectroscopy and weight loss determination indicated that the films incorporating tin complexes incurred less damage and less surface changes compared to the blank film. In particular, the triphenyltin complex was very effective in enhancing the photostability of PVC, and this is due to its high aromaticity (three phenyl rings) compared to other complexes. Such an additive acts as a hydrogen chloride scavenger, radical absorber, and hydroperoxide decomposer.


2020 ◽  
Vol 26 (4) ◽  
pp. 601-612
Author(s):  
Alabbas Majeed ◽  
Emad Yousif ◽  
Gamal A. El‐Hiti ◽  
Dina S. Ahmed ◽  
Ahmed A. Ahmed

Molecules ◽  
2019 ◽  
Vol 24 (4) ◽  
pp. 803 ◽  
Author(s):  
Gamal El-Hiti ◽  
Mohammad Alotaibi ◽  
Ahmed Ahmed ◽  
Basheer Hamad ◽  
Dina Ahmed ◽  
...  

Five Schiff bases derived from melamine have been used as efficient additives to reduce the process of photodegradation of poly(vinyl chloride) films. The performance of Schiff bases has been investigated using various techniques. Poly(vinyl chloride) films containing Schiff bases were irradiated with ultraviolet light and any changes in their infrared spectra, weight, and the viscosity of their average molecular weight were investigated. In addition, the surface morphology of the films was inspected using a light microscope, atomic force microscopy, and a scanning electron micrograph. The additives enhanced the films resistance against irradiation and the polymeric surface was much smoother in the presence of the Schiff bases compared with the blank film. Schiff bases containing an ortho-hydroxyl group on the aryl rings showed the greatest photostabilization effect, which may possibly have been due to the direct absorption of ultraviolet light. This phenomenon seems to involve the transfer of a proton as well as several intersystem crossing processes.


Molecules ◽  
2019 ◽  
Vol 24 (13) ◽  
pp. 2396 ◽  
Author(s):  
Angham G. Hadi ◽  
Emad Yousif ◽  
Gamal A. El-Hiti ◽  
Dina S. Ahmed ◽  
Khudheyer Jawad ◽  
...  

As poly(vinyl chloride) (PVC) photodegrades with long-term exposure to ultraviolet radiation, it is desirable to develop methods that enhance the photostability of PVC. In this study, new aromatic-rich diorganotin(IV) complexes were tested as photostabilizers in PVC films. The diorganotin(IV) complexes were synthesized in 79–86% yields by reacting excess naproxen with tin(IV) chlorides. PVC films containing 0.5 wt % diorganotin(IV) complexes were irradiated with ultraviolet light for up to 300 h, and changes within the films were monitored using the weight loss and the formation of specific functional groups (hydroxyl, carbonyl, and polyene). In addition, changes in the surface morphologies of the films were investigated. The diorganotin(IV) complexes enhanced the photostability of PVC, as the weight loss and surface roughness were much lower in the films with additives than in the blank film. Notably, the dimethyltin(IV) complex was the most efficient photostabilizer. The polymeric film containing this complex exhibited a morphology of regularly distributed hexagonal pores, with a honeycomb-like structure—possibly due to cross-linking and interactions between the additive and the polymeric chains. Various mechanisms, including direct absorption of ultraviolet irradiation, radical or hydrogen chloride scavenging, and polymer chain coordination, could explain how the diorganotin(IV) complexes stabilize PVC against photodegradation.


Molecules ◽  
2019 ◽  
Vol 24 (19) ◽  
pp. 3557 ◽  
Author(s):  
Angham G. Hadi ◽  
Khudheyer Jawad ◽  
Gamal A. El-Hiti ◽  
Mohammad Hayal Alotaibi ◽  
Ahmed A. Ahmed ◽  
...  

Poly(vinyl chloride) (PVC), a polymer widely used in common household and industrial materials, undergoes photodegradation upon ultraviolet irradiation, leading to undesirable physicochemical properties and a reduced lifetime. In this study, four telmisartan organotin(IV) compounds were tested as photostabilizers against photodegradation. PVC films (40-µm thickness) containing these compounds (0.5 wt%) were irradiated with ultraviolet light at room temperature for up to 300 h. Changes in various polymeric parameters, including the growth of hydroxyl, carbonyl, and alkene functional groups, weight loss, reduction in molecular weight, and appearance of surface irregularities, were investigated to test the efficiency of the photostabilizers. The changes were more noticeable in the blank PVC film than in the films containing the telmisartan organotin(IV) compounds. These results reflect that these compounds effectively inhibit the photodegradation of PVC, possibly by acting as hydrogen chloride and radical scavengers, peroxide decomposers, and primary photostabilizers. The synthesized organotin(IV) complexes could be used as PVC additives to enhance photostability.


1991 ◽  
Vol 44 (4) ◽  
pp. 581 ◽  
Author(s):  
NM Boughdady ◽  
KR Chynoweth ◽  
DG Hewitt

Computer simulation has been used to analyse the condensed-phase thermal degradation of a series of compounds with functional groups related to defects found in poly(vinyl chloride) ( pvc ). We have been able to estimate the relative significance of catalysed and non- catalysed processes and make some estimates of the significance of allylic rearrangement.


2022 ◽  
Vol 16 (1) ◽  
pp. 23
Author(s):  
Hassan Ghani ◽  
Emad Yousif ◽  
Mohammed Kadhom ◽  
Waled Abdo Ahmed ◽  
Muhammad Rahimi Yusop ◽  
...  

The photostabilization of poly (vinyl chloride) (PVC) film filled with an organotin complex in its structure was examined and compared with the blank PVC film. The organotin (IV) complex that contains 4-(benzylideneamino) benzenesulfonamide as a ligand was synthesized and applied as a PVC photostabilizer. The impact of the complex on the polymer was assessed by comparing the properties of the films with and without the complex, before and after irradiation, using Fourier transform infrared spectroscopy, weight loss, viscosity change, atomic force microscopy, and field emission scanning electron microscopy (FE-SEM). Results showed that the complex film had lower weight loss, gel content, and molecular weight deterioration than the plain PVC film. Also, surfaces of the complexes-filled films were smoother, less lumpy, and more homogeneous. These findings were obtained via the FE-SEM and light microscope images and confirmed by measuring the roughness factor. The organotin (IV) complex proved its activity in delaying the photo-degradation of PVC by several mechanisms. Ultimately, the Tin complex has effectively protected the PVC film against irradiation. The photostabilization of poly (vinyl chloride) (PVC) film filled with an organotin complex in its structure was examined and compared with the blank PVC film. The organotin (IV) complex that contains 4-(benzylideneamino) benzenesulfonamide as a ligand was synthesized and applied as a PVC photostabilizer. The impact of the complex on the polymer was assessed by comparing the properties of the films with and without the complex, before and after irradiation, using Fourier transform infrared spectroscopy, weight loss, viscosity change, atomic force microscopy, and field emission scanning electron microscopy (FE-SEM). Results showed that the complex film had lower weight loss, gel content, and molecular weight deterioration than the plain PVC film. Also, surfaces of the complexes-filled films were smoother, less lumpy, and more homogeneous. These findings were obtained via the FE-SEM and light microscope images and confirmed by measuring the roughness factor. The organotin (IV) complex proved its activity in delaying the photo-degradation of PVC by several mechanisms. Ultimately, the Tin complex has effectively protected the PVC film against irradiation.


2014 ◽  
Vol 1015 ◽  
pp. 397-400
Author(s):  
Qin Wang ◽  
Wei Wu ◽  
Yan Fang Tang ◽  
Jian Jian Bian ◽  
Song Wei Zhu

The risk of di (2-ethylhexyl) phthalate (DEHP) migration from plasticized poly (vinyl chloride) (PVC) is an important issue for patients.We present a study on the effect of gamma radiation on the migration of DEHP from plasticized PVC into air and PVC as a function of time (0-28day) at 75°C.The samples were irradiated at dose of 25 kGy using a 60Co gamma radiation source.The change of weight loss at 75°C was studied as a function of time.Diffusion coefficient of samples was calculated,it was found that the diffusion coefficient significant increased after irradiation,the sample having ESO exhibited an decrease trend of DEHP migration,which shown that ESO can effectively impress the migration of DEHP from plasticized PVC either in control or irradiate samples,the same Phenomenon was found in air and PVC.The diffusion coefficient was between 8.37×10-11 and 2.68×10-10 cm2/s in air, 8.87×10-8 and 9.99×10-8 cm2/s in PVC.


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