Preparation and Dyeing Performance of a Novel Crosslinking Polymeric Dye Containing Flavone Moiety

›› 2011, Vol. 19 ›› Issue (4): 661-665.

• PRODUCT ENGINEERING AND CHEMICAL TECHNOLOGY • Previous Articles Next Articles

Preparation and Dyeing Performance of a Novel Crosslinking Polymeric Dye Containing Flavone Moiety

TANG Lijun^1,2, TANG Bingtao², ZHANG Shufen²

1. College of Chemistry and Chemical Engineering, Bohai University, Jinzhou 121013, China;
2. State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116024, China

Received:2010-02-09 Revised:2011-05-16 Online:2011-08-28 Published:2011-08-28
Supported by:
Supported by the National Natural Science Foundation of China (20804007);the State Key Laboratory of Fine Chemicals(KF1014)

Preparation and Dyeing Performance of a Novel Crosslinking Polymeric Dye Containing Flavone Moiety

汤立军^1,2, 唐炳涛², 张淑芬²

1. College of Chemistry and Chemical Engineering, Bohai University, Jinzhou 121013, China;
2. State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116024, China

通讯作者: TANG Lijun,E-mail:lijuntang@tom.com
基金资助:
Supported by the National Natural Science Foundation of China (20804007);the State Key Laboratory of Fine Chemicals(KF1014)

Abstract

Abstract: A yellow crosslinking polymeric dye was prepared by grafting the flavone moiety containing azo chromophore onto polyvinylamine backbone.The λ _max of this polymeric dye in water is 382 nm.The polymeric dye is fixed to silk and cotton with a crosslinking agent, 2-chloro-4, 6-di(aminobenzene-4'-β-sulphatoethylsulphone)-1, 3, 5-s-triazine, which acts as a bridge between the fiber and dye molecules.The fixation of this polymeric dye reaches 99% and the dyed samples exhibit excellent rubbing and washing fastness.

Key words: polymeric dye, crosslinking dye, crosslinking agent, flavone

摘要： A yellow crosslinking polymeric dye was prepared by grafting the flavone moiety containing azo chromophore onto polyvinylamine backbone.The λ _max of this polymeric dye in water is 382 nm.The polymeric dye is fixed to silk and cotton with a crosslinking agent, 2-chloro-4, 6-di(aminobenzene-4'-β-sulphatoethylsulphone)-1, 3, 5-s-triazine, which acts as a bridge between the fiber and dye molecules.The fixation of this polymeric dye reaches 99% and the dyed samples exhibit excellent rubbing and washing fastness.

关键词: polymeric dye, crosslinking dye, crosslinking agent, flavone

TANG Lijun, TANG Bingtao, ZHANG Shufen. Preparation and Dyeing Performance of a Novel Crosslinking Polymeric Dye Containing Flavone Moiety [J]. , 2011, 19(4): 661-665.

汤立军, 唐炳涛, 张淑芬. Preparation and Dyeing Performance of a Novel Crosslinking Polymeric Dye Containing Flavone Moiety [J]. , 2011, 19(4): 661-665.

References

1 Maradiya, H.R., Patel, V.S., “Polymeric dyes based on thiadiazole derivatives”, Fiber Polym., 2, 212-220 (2001).
2 Maradiya, H.R., Patel, V.S., “Studies of novel monomeric and polymeric azo disperse dyes”, J. Appl. Poly. Sci., 84, 1380-1389 (2002).
3 Maradiya, H.R., Patel, V.S., “Synthesis, characterization and application of monomeric and polymeric dyes based on N-arylmaleimides”, High Perform. Polym., 12, 335348 (2000).
4 Sokol, P.E., Tsai, H.C., “Method for dyeing human hair with cationic polymeric dyes”, U.S. Pat., 4182612 (1980).
5 Lewis, D.M., “New possibilities to improve cellulosic fibre dyeing processes with fibre-reactive systems”, J. Soc. Dyers Colour., 109, 357-364 (1993).
6 Lewis, D.M., Wang, Y.N., Lei, X.P., “Level fast dyeing of wool with nucleophilic aminoalkyl dyes and crosslinking agents. part 1-using a trifunctional crosslinking agent”, J. Soc. Dyers Colour., 111, 12-18 (1995).
7 Lei, X.P, Lewis, D.M., Shen, X.M., “Crosslinking nucleophilic dyes on wool”, Dyes Pigm., 30, 271-281 (1996).
8 Rao, K.V., Chattopadhyay, S.K., Reddy, G.C., “Flavonoids with mosquito larval toxicity”, J. Agric. Food Chem., 38, 1427-1430 (1990).
9 Weidenborner, M., Jha, H.C., “Antifungal activity of flavonoids and their mixtures against different fungi occurring on grain”, Pestic. Sci., 38, 347-351 (1993).
10 Silva, A.M., Weidenb rner, M., Cavaleiro, J.A.S., “Growth control of different fusarium species by selected flavones and flavonoid mixtures”, Mycol. Res., 102, 638-640 (1998).
11 Wu, E.S.C., Loch, J.T., Toder, B.H., Borrelli, A.R., Gawlak, D., Radov, L.A., Gensmantel, N.P., “Flavones. 3. synthesis, biological activities, and conformational analysis of isoflavone derivatives and related compounds”, J. Med. Chem., 35, 3519-3525 (1992).
12 Wolfman, C., Viola, H., Marder, M., Wasowski, C., Ardenghi, P., Izquierdo, I., Paladini, A.C., Medina, J.H., “Anxioselective properties of 6,3'-dinitroflavone, a high-affinity benzodiazepine receptor ligand”, Eur. J. Pharmacol., 318, 23-30 (1996).
13 Akama, T., Ishida, H., Kimura, U., Gomi, K., Saito, H., Fuse, E., Kobayashi, S., Yoda, N., Kasai, M., “Design and synthesis of potent antitumor 5,4'-diaminoflavone derivatives based on metabolic considerations”, J. Med. Chem., 40, 1894-1900 (1997).
14 Gee, J.M., Johnson, I.T., “Polyphenolic compounds:interactions with the gut and implications for human health”, Curr. Med. Chem., 8, 1245-1255 (2001).
15 Rice-Evans, C.A., Miller, N.J., Paganga, G., “Structure antioxidant activity relationships of flavonoids and phenolic acids”, Free Rad. Biol. Med., 20, 933-956 (1996).
16 Rice-Evans, C., “Flavonoid antioxidants”, Curr. Med. Chem., 8, 797-807 (2001).
17 Pietta, P.G., “Flavonoids as antioxidant”, J. Nat. Prod., 63, 1035-1042 (2000).
18 Hu, Z.Y., Zhang, S.F., Yang, J.Z., Chen, Y., “Some properties of aqueous-solutions of poly(vinylamine chloride)”, J. Appl. Polyl. Sci., 89 (14), 3889-3893 (2003).
19 Tang, L.J., Zhang, S.F., Yang, J.Z., Gao, W.T., Cui, J., “Synthesis of ring-A hydroxylated flavones by sodium hydroxide-catalyzed cyclization of 1,3-diketone in water”, Org. Prep. Proced. Int., 36 (5), 453-459 (2004).
20 Lewis, D.M., “Textile treatment”, E.P. Pat., 0174794 (1985).
21 Bozdag, O., Verspohl, E. J., Ertan, R., “Synthesis and hypoglycemic activity of some new flavone derivatives. Part 1:Flavonylsulphonylurea derivatives”, Arch. Pharm. Pharm. Med. Chem. 332, 435-438 (1999).
22 Silva, A.M.G., Tomé, A.C., Silva, A.M.S., Cavaleiro, J.A.S., “Chlorosulfonation of flavones”, Phosphorus, Sulfur Silicon Relat. Elem., 140, 113-124 (1998).
23 Tang, B.T., Zhang, S.F., Yang, J.Z., “Synthesis and dyeing performance of a novel yellow crosslinking polymeric dye”, Color. Technol., 120, 180-183 (2004).
24 Li, Y.L., Zhang, S.F., Yang, J.Z., Jiang,S., Li, Q., “Synthesis and application of novel crosslinking polyamine dyes with good dyeing performance”, Dyes Pigm., 76, 508-514 (2008).
25 Tang, Y.F., Li, Y.L., Zhang, S.F., Yang, J.Z., Dang, N.Y., Liang, X.F., “Fixation of a tetraethylene pentamine dye on cotton and silk by bifunctional crosslinkers”, Color. Technol., 122, 82-85 (2006).

[1]	Shufen Zhang, Wei Ma, Bingtao Tang, Bin Shan. Innovation and application of dyes with high fixation [J]. Chinese Journal of Chemical Engineering, 2022, 51(11): 146-152.
[2]	ZHENGJinzhu,ROWKyungho. Optimum mobile phase condition for resolving isoflavones in RP-HPLC [J]. , 2007, 15(2): 291-295.

Preparation and Dyeing Performance of a Novel Crosslinking Polymeric Dye Containing Flavone Moiety

Preparation and Dyeing Performance of a Novel Crosslinking Polymeric Dye Containing Flavone Moiety

PDF (PC)

Knowledge

Abstract

Cite this article

share this article

References

Related Articles 2

Recommended Articles

Metrics

Comments