Effect of β-cyclodextrin on benzophenones and its impact on UVR filtration of cotton fabric through ‘guest absorber—host enhancer’ mechanism

IF 1.7 4区化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Journal of Inclusion Phenomena and Macrocyclic Chemistry Pub Date : 2023-03-27 DOI:10.1007/s10847-023-01184-3

Sivakumar Krishnamoorthy, Nalini Allabasha, Murali Krishnan Mani, Ajoy K. Sarkar

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引用次数: 1

Abstract

The impact of β-CD on 4 benzophenones (BPs) [namely, BP, HBP, d-HBP, t-HBP] and its resultant effect on the ultraviolet protection factor (UPF) of poplin cotton fabric are tested. Drastic enhancement in the UPF values for BPs:β-CD complexes treated fabrics is noticed (than the untreated/fabric treated with free BPs). The impact of β-CD on the tautomerism of hydroxyl substituted BPs are demonstrated by investigatingthe guest (BPs:absorbers)-host(β-CD:enhancer) process. Orientation of -OH substituted benzene towards 1^° rim and positioning of C = O group of BPs in the middle of β-CD could be attributed to the steric effect driven preference of the guest molecules for achieving a rigid fit. Rigid fit rendered by β-CD improves the photostability of BPs and dissipates UVR efficiently through keto-enol tautomerization. With the highest UPF (= 51) d-HBP:β-CD complex is identified as a potential application material for producing sun-protective clothing.

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β-环糊精对二苯甲酮的影响及其对棉织物UVR过滤的影响

研究了β-CD对4种二苯甲酮(BP, HBP, d-HBP, t-HBP)的影响及其对府绸棉织物紫外线防护系数(UPF)的影响。bp的UPF值显著提高:β-CD复合物处理过的织物(比未经处理/用游离bp处理过的织物)。通过研究客体(bp:吸收剂)-宿主(β-CD:增强剂)过程，证实了β-CD对羟基取代bp互变异构的影响。-OH取代苯向1°边缘取向和bp在β-CD中间的C = O基团定位可归因于空间效应驱动的客体分子偏好以实现刚性配合。β-CD呈现的刚性配合提高了bp的光稳定性，并通过酮烯醇互变异构有效地消散UVR。具有最高UPF(= 51)的d-HBP:β-CD复合物被确定为生产防晒服的潜在应用材料。

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来源期刊

Journal of Inclusion Phenomena and Macrocyclic Chemistry Agricultural and Biological Sciences-Food Science

CiteScore

4.10

自引率

8.70%

发文量

期刊介绍： The Journal of Inclusion Phenomena and Macrocyclic Chemistry is the premier interdisciplinary publication reporting on original research into all aspects of host-guest systems. Examples of specific areas of interest are: the preparation and characterization of new hosts and new host-guest systems, especially those involving macrocyclic ligands; crystallographic, spectroscopic, thermodynamic and theoretical studies; applications in chromatography and inclusion polymerization; enzyme modelling; molecular recognition and catalysis by inclusion compounds; intercalates in biological and non-biological systems, cyclodextrin complexes and their applications in the agriculture, flavoring, food and pharmaceutical industries; synthesis, characterization and applications of zeolites. The journal publishes primarily reports of original research and preliminary communications, provided the latter represent a significant advance in the understanding of inclusion science. Critical reviews dealing with recent advances in the field are a periodic feature of the journal.