Preview

Proceedings of Universities. Applied Chemistry and Biotechnology

Advanced search

Synthesis of grafted polybutyl acrylate copolymer on fish collagen

https://doi.org/10.21285/2227-2925-2021-11-1-16-25

Abstract

Increasingly, scientists are turning to the study of marine, or fish, collagen, which is increasingly replacing collagen of terrestrial animals, due to the fact that it is hypoallergenic, since it is 96% identical to human protein. Materials based on fish collagen have a number of advantages over their analogue of animal origin: it is not a carrier of infectious diseases of animals transmitted to humans, it has a greater structural similarity to human collagen, which provides a higher level of biocompatibility. Materials based on collagen copolymers with synthetic monomers are promising. The use of hybrid materials also helps to reduce the consumption of non-renewable natural resources. Synthesis of grafted collagen copolymers with polybutyl acrylate was carried out at azobisisobutyronitrile initiation and triethyl borane – oxygen system initiation under comparable conditions under intensive stirring of aqueous solution dispersion of collagen and butyl acrylate. After the synthesis, the aqueous and organic phases of the reaction mixture were analyzed by composition and molecular weight parameters using infrared spectroscopy and size-exclusion chromatography. Changes indicating the formation of a copolymer are observed in the copolymer isolated from the aqueous phase, more pronounced in the triethyl borane – oxygen system. It is assumed that the formation of copolymer macromolecules for azobisisobutyronitrile and organoelement initiator takes place according to different schemes. Schemes for the formation of copolymer macromolecules for AIBN and an organoelement initiator are proposed. Only polybutyl acrylate is present in the organic phase. Biological studies were carried out for fungal resistance and bactericidal activity of the obtained copolymers.

About the Authors

M. A. Uromicheva
Lobachevsky State University of Nizhny Novgorod
Russian Federation

Marina A. Uromicheva, Undergraduate

23, Gagarin Ave., Nizhny Novgorod, 603022



Y. L. Kuznetsova
Lobachevsky State University of Nizhny Novgorod
Russian Federation

Yulia L. Kuznetsova, Cand. Sci. (Chemistry), Associate Professor Department of Organic Chemistry

23, Gagarin Ave., Nizhny Novgorod, 603022



N. B. Valetova
Research Institute of Chemistry, Lobachevsky State University of Nizhny Novgorod
Russian Federation

Natalia B. Valetova, Cand. Sci. (Chemistry), Senior Scientist, Laboratory of Petrochemistry

23, Gagarin Ave., Nizhny Novgorod, 603022



A. V. Mitin
Research Institute of Chemistry, Lobachevsky State University of Nizhny Novgorod
Russian Federation

Alexandr V. Mitin, Cand. Sci. (Chemistry), Head of Laboratory of Chromatography, Mass Spectroscopy and Elemental Analysis

23, Gagarin Ave., Nizhny Novgorod, 603022



L. L. Semenycheva
Research Institute of Chemistry, Lobachevsky State University of Nizhny Novgorod
Russian Federation

Ludmila L. Semenycheva, Dr. Sci. (Chemistry), Associate Professor, Head of Laboratory of Petrochemistry

23, Gagarin Ave., Nizhny Novgorod, 603022



O. N. Smirnova
Research Institute of Chemistry, Lobachevsky State University of Nizhny Novgorod
Russian Federation

Оlga N. Smirnova, Cand. Sci. (Biology), Assistant Professor, Senior Scientist, Laboratory of Microbiological analysis

23, Gagarin Ave., Nizhny Novgorod, 603022



References

1. Radhika Rajasree SR, Gobalakrishnan M, Aranganathan L, Karthih MG. Fabrication and characterization of chitosan based collagen gelatin composite scaffolds from big eye snapper Priacanthus hamrur skin for antimicrobial and anti oxidant applications. Materials Science and Engineering: C. 2020;107:110270. https://doi.org/10.1016/j.msec.2019.110270

2. Pattanaik SS, Sawant PB, Xavier KAM, Dube K, Srivastava PP, Dhanabalan V, et al. Characterization of carotenoprotein from different shrimp shell waste for possible use as supplementary nutritive feed ingredient in animal diets. Aquaculture. 2020;515: 734594. https://doi.org/10.1016/j.aquaculture.2019.734594

3. Dale HF, Madsen L, Lied GA. Fish-derived proteins and their potential to improve human health. Nutrition Reviews. 2019;77(8):572–583. https://doi.org/10.1093/nutrit/nuz016

4. Eshar D, Wyre NR, Schoster JV. Use of collagen shields for treatment of chronic bilateral corneal ulcers in a pet rabbit. Journal of Small Animal Practice. 2011;52(7):380–383. https://doi.org/10.1111/j. 1748-5827.2011.01077.x

5. Greenwald Y, Kleinmann G. Use of collagen shields for ocular-surface drug delivery. Expert Review of Ophthalmology. 2008;3(6):627–633. https: //doi.org/10.1586/17469899.3.6.627

6. Fitzpatrick SD, Mazumber MAJ, Lasowski F, Fitzpatrick LE, Sheardown H. PNIPAAm-grafted-collagen as an injectable, in situ gelling cell delivery scaffold. Biomacromolecules. 2010;11(9):2261–2267. https://doi.org/10.1021/bm100299j

7. Ma Z, Gao C, Gong Y, Shen J. Cartilage tissue engineering PLLA scaffold with surface immobilized collagen and basic fibroblast growth factor. Biomaterials. 2005;26(11):1253–1259. https://doi.org/10.1016/j.biomaterials.2004.04.031

8. Muthukumar T, Sreekumar G, Sastry TP, Chamundeeswari M. Collagen as a potential biomaterial in biomedical applications. Reviews on Ad- vanced Materials Science. 2018;53(1):29–39. https:// doi.org/10.1515/rams-2018-0002

9. Khanna ND, Kaur I, Bhalla TC, Gautam N. Effect of biogradation on thermal and crystalline behavior of polypropylene-gelatin based copolymers. Journal of Applied Polymer Science. 2010;118(3): 1476–1488.https://doi.org/10.1002/app.32434

10. Bas O, de Juan-Pardo EM, Chhaya MP, Wunner FM, Jeon JE, Klein TJ, et al. Enhancing structural integrity of hydrogels by using highly organised melt electrospun fibre constructs. European Polymer Journal. 2015;72:451–463. https://doi.org/10.1016/j.eurpolymj.2015.07.034

11. Ohya S, Matsuda T. Poly(N-iso-propylacrylamide) (PNIPAM)-grafted gelatin as thermoresponsive three-dimensional artificial extracellular ma- trix: Molecular and formulation parameters vs. cell proliferation potential. Journal of Biomaterials Science, Polymer Edition. 2005;16(7):809–827. https:// doi.org/10.1163/1568562054255736

12. Kojima K, Iguchi S, Kajima Y, Yoshikuni M. Grafting of methyl methacrylate onto collagen initiated by tributylborane. Journal of Applied Polymer Science. 1983;28(1):87–95. https://doi.org/10.1002/app. 1983.070280108

13. Ollivier C, Renaud P. Organoboranes as a source of radicals. Chemical Reviews. 2001;101(11): 3415–3434. https://doi.org/10.1021/cr010001p

14. Fujisawa S, Yoshinori K. Tri-n-butylborane/watercomplex-mediated copolymeri-zation of methyl methacrylate with proteinaceous materials and proteins: A review. Polymers. 2010;2(4):575–595. https://doi.org/10.3390/polym2040575

15. Mirviss SB. The air oxidation of trialkylboranes. Journal of the American Chemical Society. 1961;83(14):3051–3056. https://doi.org/10.1021/ ja 01475a020

16. Kuznetsova YuL, Abramova NA, Ludin DV. Synthesis of copolymers of methyl methacrylate and butyl vinyl ether in the presence of the system tributylboron – 2,5-di-tert-butyl-p-benzoquinone. Bulletin of the South Ural State University. Ser. Chemistry. 2016;8(1):26–33. https://doi.org/10.14529/chem160104

17. Kuznetsova YuL, Morozova EA, Vavilova AS, Markin AV, Smirnova ON, Zakharycheva NS, et al. Synthesis of biodegradable grafted copolymers of gelatin and polymethyl methacrylate. Polymer Science. Series D. 2020;13:453–459. https://doi.org/10. 1134/s1995421220040115

18. Semenycheva LL, Astanina MV, Kuznetsova YuL, Valetova NB, Geraskina EV, Tarankova OA. A method for obtaining a vinegar dispersion of high molecular weight fish collagen. Patent RF, no. 2567171; 2014. (In Russian)

19. Zimmermann B, Baranović G. Thermal analysis of paracetamol polymorphs by FT-IR spectroscopies. Journal of Pharmaceutical and Biomedical Analysis. 2011;54(2):295–302. https://doi.org/10.101 6/j.jpba.2010.08.023

20. Okamura H, Sudo A, Endo T. Generation of radical species on polympropylene by alkylboraneoxygen system and its application to graft polymerization. Journal of Polymer Science: Part A: Polymer Chemistry. 2009;48(22):6163–6167. https://doi.org/ 10.1002/pola.23659

21. Semenycheva LL, Matkivskaia YO, Valetova NB, Chasova YO, Pegeev NL, Eloyan AL, et al. Specific features of “compensating” copolymerization of butyl acrylate with vinyl butyl ether in the presence of triethylboron. Russian Chemical Bulletin. 2017;66(9): 1660–1664. https://doi.org/10.1007/s11172-017-1938-x

22. Chung T-C, Janvikul W, Lu HL. A novel “stable” radical initiator based on the oxidation adducts of alkyl-9-BBN. Journal of the American Chemical Society. 1996;118(3):705–706. https://doi.org/10.1021/ja9527737


Review

For citations:


Uromicheva M.A., Kuznetsova Y.L., Valetova N.B., Mitin A.V., Semenycheva L.L., Smirnova O.N. Synthesis of grafted polybutyl acrylate copolymer on fish collagen. Proceedings of Universities. Applied Chemistry and Biotechnology. 2021;11(1):16-25. https://doi.org/10.21285/2227-2925-2021-11-1-16-25

Views: 720


Creative Commons License
This work is licensed under a Creative Commons Attribution 4.0 License.


ISSN 2227-2925 (Print)
ISSN 2500-1558 (Online)