Preparation of a squaraine-bounded cellulose derivative for photocurrent generation system. (8th February 2016)

• Record Type: Journal Article
• Authors: Saito, Yasuko; Kamitakahara, Hiroshi; Takano, Toshiyuki
• Is Part Of: Carbohydrate research. Volume 421(2016)
• Page Start: 40
• Page End: 45
• Publication Date: 2016-02-08
• Subjects: Cellulose -- LB film -- Photosensitizer -- Squaraine; Carbohydrates -- Periodicals; Chemistry, Organic -- Periodicals; Biochemistry -- Periodicals; Carbohydrates -- Periodicals; Chimie organique -- Périodiques; Glucides -- Périodiques; Biochemistry; Carbohydrates; Chemistry, Organic; Periodicals; Electronic journals; 507.78
• DOI: 10.1016/j.carres.2015.12.002
• Languages: English
• ISSNs: 0008-6215

Abstract

Highlights: Squaraine (SQ)-bounded cellulose derivative (4 ) was prepared. Langmuir–Blodgett monolayer film of compound4 was prepared. The LB film of compound4 showed high photocurrent generation performance. Graphical abstract: Abstract: A regio-selectively squaraine (SQ)-bounded cellulose derivative (4 ) with a degree of substitution of SQ (DSSQ ) of 0.55 was prepared from 6- O -(4-methoxytrityl) cellulose (1 ) by three reaction steps in 77% total yield. Lauryl SQ carboxylate (8 ) was also prepared as a reference sample. The photostability of SQ moieties of compound4 in CHCl3 was not improved when compared with SQ-COOH (7 ), but that of SQ moiety of compound8 was improved unexpectedly. The Langmuir–Blodgett monolayer films4B and8B on an indium tin oxide (ITO) electrode were successfully prepared from compounds4 and8 by a vertical dipping method, respectively. The films4B and8B showed photocurrent generation performances in the region of 550–680 nm. The quantum yield at 650 nm of film4B was higher than that of film8B . These results showed that the cellulose backbone of compound4 acts as an effective scaffold for the good photocurrent generation performances and that compound4 was a promising complementary material of the porphyrin-bounded cellulose derivatives (for photocurrent generation at 400–420 nm) for effective utilization of solar light, as well as the phthalocyanine-bounded cellulose derivatives (for photocurrent generation at 650–720 nm).