Effect of gamma-ray irradiation on degradation of di(2-ethylhexyl)phthalate in polyvinyl chloride sheet

Ito, Rie; Miura, Naoko; Ushiro, Masaru; Kawaguchi, Migaku; Nakamura, Hiroko; Iguchi, Hirofumi; Ogino, Jun-ichi; Oishi, Manabu; Wakui, Nobuyuki; Iwasaki, Yusuke; Saito, Koichi; Nakazawa, Hiroyuki

doi:10.1016/j.ijpharm.2009.04.019

Cited by 26 publications

(13 citation statements)

References 21 publications

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“…The physicochemical properties of the UV-irradiated surface were found to remain unchanged with regard to the suppression of DEHP elution following the sterilization methods used in this study. The DEHP present in PVC products has been reported to partially convert into MEHP by sterilization with gamma irradiation, 26 and hence, the quantity of MEHP eluted from a control PVC sheet after gamma-ray sterilization was slightly increased in comparison with that of sheets sterilized by autoclave, EO gas, and H 2 O 2 gas plasma. Following gamma-ray sterilization, however, the amount of MEHP eluted from a PVC sheet treated under condition 3 was half that of the control PVC sheet, indicating that the surface structure of the UV-irradiated side was not destroyed and the release of MEHP from the side was effectively suppressed even after gamma-ray sterilization.…”

Section: Discussionmentioning

confidence: 99%

A development and biological safety evaluation of novel PVC medical devices with surface structures modified by UV irradiation to suppress plasticizer migration

Haishima

Isama

Hasegawa

et al. 2013

J Biomedical Materials Res

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This study examines the chemical, physicochemical, and biological properties of PVC sheets treated with UV irradiation on their surfaces to suppress the elution of a plasticizer, di-(2-ethylhexyl) phthalate (DEHP), for developing novel polyvinyl chloride (PVC) medical devices. The PVC sheets irradiated under conditions 1 (52.5 μW/cm(2), 136 J/cm(2)) and 2 (0.45 mW/cm(2), 972 J/cm(2)) exhibited considerable toxicity in cytotoxicity tests and chromosome aberration tests due to the generation of DEHP oxidants, but no toxicity was detected in the PVC sheet irradiated under condition 3 (8.3 mW/cm(2), 134 J/cm(2)). The release of DEHP from the surface irradiated under condition 3 was significantly suppressed, and mono-(2-ethylhexyl) phthalate (MEHP) converted from a portion of DEHP could be easily removed from the surface by washing with methanol. The physicochemical properties of the surface regarding the suppression of DEHP elution remained stable through all sterilizations tested, but MEHP elution was partially recrudesced by the sterilizations except for gamma irradiation. These results indicated that UV irradiation using a strong UV-source over a short time (condition 3) followed by methanol washing and gamma sterilization may be useful for preparing novel PVC products that did not elute plasticizers and do not exhibit toxicity originating from UV irradiation.

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Section: Discussionmentioning

confidence: 99%

A development and biological safety evaluation of novel PVC medical devices with surface structures modified by UV irradiation to suppress plasticizer migration

Haishima

Isama

Hasegawa

et al. 2013

J Biomedical Materials Res

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“…Different chemical oxidation methods for degrading diclofenac have recently been described, such as Fenton reactions, sonolysis in the presence of catalysts, ultrasound in the presence of photocatalysts, and UV-light irradiation in the presence of H 2 O 2 or ozone (Ravina et al 2002;Huber et al 2003;Vogna et al 2004;Leónidas et al 2005;Pérez-Estrada et al 2005;Hartmann et al 2008;Vincenzo et al 2009;Madhavan et al 2010;Güyer and Ince 2011). As an AOP, gamma ray irradiation is an effective way for degrading organic compounds due to its high penetrating power and the isothermal character (Yamazaki et al 1983;Kimura et al 2006;Zhang et al 2008b;Ito et al 2009;Choi et al 2010). By exposure to gamma rays, radiolysis initially occurs to produce some reactive primary species such as hydroxyl radicals, hydrogen atoms, hydrated electrons, and hydrogen ions, which are responsible for the degradation of the pollutants.…”

Section: Introductionmentioning

confidence: 99%

Factors that have an effect on degradation of diclofenac in aqueous solution by gamma ray irradiation

Luo

Zhang

et al. 2011

Environ Sci Pollut Res

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“…The average molecular weights determined by GPC were M W = 112,000 g/mol and M N = 48,000 g/mol. The tacticity measured by 13 C-NMR was syndio = 30.6%, hetero = 49.8% and iso = 19.6%.…”

Section: Methodsmentioning

confidence: 92%

“…Many different strategies [8][9][10][11][12][13][14][15] have been proposed to solve this migration problem, one of them being the covalent binding of the plasticizer to the PVC chains [16][17][18][19][20]. This binding reaction can be carried out by simple nucleophilic substitution of the chlorine atoms.…”

Section: Introductionmentioning

confidence: 99%

Opening New Gates for the Modification of PVC or Other PVC Derivatives: Synthetic Strategies for the Covalent Binding of Molecules to PVC

et al. 2016

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Several synthetic strategies based on the use of substituted aromatic and hetero-aromatic thiols for the covalent binding of modifier compounds to PVC are described. A variety of aliphatic alcohols and amines are linked to the aromatic or heteroaromatic rings via highly active functionalities as the isocyanate, acidchloride, or chlorosulfonyl group, and the three chlorine atoms of trichlorotriazine. The first three pathways lead to protected aromatic disulfides obtaining the substituted aromatic thiols by reduction as a final step of an unprecedented synthetic route. The second approach, in a novel, extremely efficient, and scalable process, uses the particular selectivity of trichlorotriazine to connect aliphatic amines, alcohols, and thiols to the ring and creates the thiol via nucleophilic substitution of a heteroaromatic halogen by thiourea and subsequent hydrolysis. Most of the modifier compounds were linked to the polymer chains with high degrees of anchorage. The presented approaches are highly versatile as different activations of aromatic and heteroaromatic rings are used. Therefore, many types of tailored functional nucleophiles may be anchored to PVC providing non-migrating materials with a broad range of applications and properties.

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Effect of gamma-ray irradiation on degradation of di(2-ethylhexyl)phthalate in polyvinyl chloride sheet

Cited by 26 publications

References 21 publications

A development and biological safety evaluation of novel PVC medical devices with surface structures modified by UV irradiation to suppress plasticizer migration

A development and biological safety evaluation of novel PVC medical devices with surface structures modified by UV irradiation to suppress plasticizer migration

Factors that have an effect on degradation of diclofenac in aqueous solution by gamma ray irradiation

Opening New Gates for the Modification of PVC or Other PVC Derivatives: Synthetic Strategies for the Covalent Binding of Molecules to PVC

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