general approach to cellulosic material with controlled slow release of active substances by derivatization of a cellulosic carrier matrix with trifunctional triazines

Novel trifunctional triazines (“TATORT reagents”) for the modification of cellulosic material were prepared from cyanuric chloride. The compounds employ a cellulose-reactive anchor group for fixation, an active substance showing slow release properties, and a reactivity tuner to facilitate release c...

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Published in:	Cellulose (London) Vol. 16; no. 5; pp. 929 - 942
Main Authors:	Rosenau, Thomas, Potthast, Antje, Liebner, Falk, Ebner, Gerald, Renfrew, A. Hunter M, Eichhorn, Stephan, Fürst-Wiesmann, Eva-Barbara
Format:	Journal Article
Language:	English
Published:	Dordrecht Dordrecht : Springer Netherlands 01-10-2009 Springer Netherlands Springer Nature B.V
Subjects:	Active control Anchors Bioorganic Chemistry Ceramics Chemistry Chemistry and Materials Science Composites Glass Natural Materials Niche marketing Organic Chemistry Physical Chemistry Polymer Sciences Reaction kinetics Reactivity Reagents Sustainable Development Prodrugs Cellulosics Slow-release reagents TATORT reagents Cellulose Reactivity tuner Triazine chemistry Cellulose modification
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Abstract	Novel trifunctional triazines (“TATORT reagents”) for the modification of cellulosic material were prepared from cyanuric chloride. The compounds employ a cellulose-reactive anchor group for fixation, an active substance showing slow release properties, and a reactivity tuner to facilitate release control. According to this approach, humidity acts as an external trigger to “switch on” the slow-release. While the release-compounds are completely stable under dry conditions, the active substances are released simply by surrounding moisture. The reactivity tuner controls the rate of the release: by choosing an appropriate tuner, the concentration maximum can be set anytime between minutes and several weeks. The release kinetics depends mainly on the structure of reactivity tuner and active substance, but only insignificantly on the type of the (cellulosic) carrier matrix. Apart from the inherent limitation to phenolic and carboxylic active substances, the approach is quite general as the active substances may encompass wide ranges of compounds and applications.
AbstractList	Novel trifunctional triazines (“TATORT reagents”) for the modification of cellulosic material were prepared from cyanuric chloride. The compounds employ a cellulose-reactive anchor group for fixation, an active substance showing slow release properties, and a reactivity tuner to facilitate release control. According to this approach, humidity acts as an external trigger to “switch on” the slow-release. While the release-compounds are completely stable under dry conditions, the active substances are released simply by surrounding moisture. The reactivity tuner controls the rate of the release: by choosing an appropriate tuner, the concentration maximum can be set anytime between minutes and several weeks. The release kinetics depends mainly on the structure of reactivity tuner and active substance, but only insignificantly on the type of the (cellulosic) carrier matrix. Apart from the inherent limitation to phenolic and carboxylic active substances, the approach is quite general as the active substances may encompass wide ranges of compounds and applications.
Author	Potthast, Antje Eichhorn, Stephan Ebner, Gerald Liebner, Falk Rosenau, Thomas Renfrew, A. Hunter M Fürst-Wiesmann, Eva-Barbara
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Cites_doi	10.1016/j.addr.2004.02.006 10.1016/S0734-9750(01)00065-9 10.1021/bm050471j 10.1016/S0928-0987(01)00167-1 10.1016/j.polymer.2004.12.027 10.1021/jf60084a002 10.1016/S0169-409X(01)00229-0 10.1016/j.carres.2004.06.003 10.1021/cr00048a001 10.1016/j.carres.2004.06.004 10.1016/S0378-5173(02)00004-2 10.1016/j.addr.2003.10.040 10.1080/00405009808658641
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Keywords	Prodrugs Cellulosics Slow-release reagents TATORT reagents Cellulose Reactivity tuner Triazine chemistry Cellulose modification
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References	CR2 Burchfield, Schuldt (CR4) 1958; 6 Adorjan, Sjöberg, Rosenau, Hofinger, Kosma (CR1) 2004; 339 Goodwin, Meares (CR8) 2001; 19 Rosenau, Renfrew, Adelwöhrer, Potthast, Kosma (CR11) 2005; 46 Sjöberg, Adorjan, Rosenau, Sixta, Kosma (CR13) 2004; 339 CR6 Yang, Chu, Fix (CR18) 2002; 235 Naughton (CR10) 2001; 53 CR7 Ulbrich, Subr (CR16) 2004; 56 CR17 Buschmann, Denter, Knittel, Schollmeyer (CR5) 1998; 89 Siegel, Venkataraman (CR12) 1972 Majumdar, Duvvuri, Mitra (CR9) 2004; 56 Sjöberg, Potthast, Rosenau, Kosma, Sixta (CR14) 2005; 6 Barry (CR3) 2001; 14 Terrier (CR15) 1982; 82 HJ Buschmann (9336_CR5) 1998; 89 T Rosenau (9336_CR11) 2005; 46 BW Barry (9336_CR3) 2001; 14 DP Naughton (9336_CR10) 2001; 53 9336_CR17 F Terrier (9336_CR15) 1982; 82 9336_CR6 DA Goodwin (9336_CR8) 2001; 19 K Ulbrich (9336_CR16) 2004; 56 9336_CR7 9336_CR2 E Siegel (9336_CR12) 1972 HP Burchfield (9336_CR4) 1958; 6 I Adorjan (9336_CR1) 2004; 339 J Sjöberg (9336_CR13) 2004; 339 S Majumdar (9336_CR9) 2004; 56 J Sjöberg (9336_CR14) 2005; 6 L Yang (9336_CR18) 2002; 235
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SubjectTerms	Active control Anchors Bioorganic Chemistry Ceramics Chemistry Chemistry and Materials Science Composites Glass Natural Materials Niche marketing Organic Chemistry Physical Chemistry Polymer Sciences Reaction kinetics Reactivity Reagents Sustainable Development
Title	general approach to cellulosic material with controlled slow release of active substances by derivatization of a cellulosic carrier matrix with trifunctional triazines
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