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Synthesis of SIS-based hot-melt pressure sensitive adhesives for transdermal delivery of hydrophilic drugs
Affiliation:1. School of Pharmaceutical Science and Technology, Dalian University of Technology, No.2 Linggong Road, Ganjingzi District, Dalian City, Liaoning Province, China 116024;2. Department of Polymer Science and Engineering, School of Chemical Engineering, Dalian University of Technology, No.2 Linggong Road, Ganjingzi District, Dalian City, Liaoning Province, China 116024;1. Centre for Advanced Materials, Qatar University, Doha, Qatar;2. School of Chemical Sciences, Mahatma Gandhi University, Kottayam 686560, Kerala, India;1. King Faisal University, College of Clinical Pharmacy, Department of Pharmaceutical Sciences, Al-Ahsa, Saudi Arabia;2. Gulf Medical University, College of Pharmacy, Department of Pharmaceutical Sciences, Ajman, United Arab Emirates;1. Politecnico di Torino, Dipartimento di Ingegneria Meccanica ed Aerospaziale, Corso Duca degli Abruzzi, 24, 10129 Torino, Italy;2. Michigan State University, Composite Vehicle Research Center, 2727 Alliance Drive, East Lansing, MI 48910, USA;3. Centro Ricerche FIAT, Strada Torino, 50, 10043 Orbassano, TO, Italy;4. Università degli Studi di Torino, Dipartimento di Chimica, via Pietro Giuria, 7, 10125 Torino, Italy;1. Politechnica University of Bucharest, 313 Splaiul Independentei. Ro 060042, Bucharest, Romania;2. Extreme Light Infrastructure-Nuclear Physics (ELI-NP), Horia Hulubei National Institute for Physics and Nuclear Engineering (IFIN-HH), 077125, Magurele, Romania;3. INCDIE ICPE-CA, 313 Splaiul Unirii, Bucharest, Ro 030138, Romania;4. Center for Research and Eco-Metallurgical Expertise, University Politehnica of Bucharest, 313 Spl.Independentei, Ro 060042, Bucharest, Romania;5. Dental Medicine Faculty, University “Titu Maiorescu”, 22 D âmbovnicului Tineretului St., 040441, Bucharest, Romania
Abstract:A series of epoxidized styrene–isoprene–styrene (SIS) copolymer was obtained with in situ epoxidation. Their epoxidation degrees were analyzed by 1H nuclear magnetic resonance spectroscopy and Fourier transform infrared spectroscopy. SIS, Epoxidized SIS (ESIS), C5 resin, mineral oil and antioxidants were melt-blended to prepare SIS/ESIS-based hot-melt pressure sensitive adhesives (HMPSAs). Their compatibility was studied with differential scanning calorimetry (DSC). The adhesive performances of the HMPSAs were measured, including holding power and 180° peel strength. Geniposide was chosen as a representative hydrophilic drug and it’s in vitro release behavior in the HMPSAs was investigated using a modified Franz type horizontal diffusion cells. It was shown that SIS was successfully epoxidized without side reactions. Although the epoxidation impaired the compatibility between ESIS and other additives, the 180° peel strength increased with the epoxidation degrees of ESIS. Furthermore, the in vitro release behavior of hydrophilic drugs was obviously enhanced with the increment of epoxidation degrees.
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