Abstract
This paper generalizes the results of studies on lignins isolated from the stems, bolls, and seed hulls of cotton plants of a number of varieties as functions of the vegetation periods of the plants. The UV, IR and1H and13C NMR spectra of the lignins have been studied. The dioxane lignin (DLA) and the natural lignins have been subjected to nitrobenzene oxidation and to cleavage with sodium in liquid nitrogen. A structure of the lignin macromolecules consisting of 18 phenylpropane structural units has been done up. Information is given on the use of lignins in agriculture, the food industry, and the paint and varnish industry. The anticorrosion and sorption properties of hydrolysis and modified hydrolysis lignins have been studied.
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A. Björkman and B. Person, Svensk. Papaerstidn.,60, 158 (1957).
J. M. Pepper, P. E. T. Baylis, and E. Adler, Can. J. Chem.,37, 1241 (1959).
F. Brauns, J. Am. Chem. Soc.,31, 2120 (1939).
N. N. Shorygina and Kh. R. Niyazov, Izv. Akad. Nauk SSSR, Ser. Khim., No. 6, 1121; No. 11, 2094 (1962).
A. F. Semechkina and N. N. Shorygina, Zh. Obshch. Khim.,28, 119 (1958).
B. A. Yanovskii and L. P. Pershina, Khim. Drev., No. 3, 57 (1969).
S. A. Saidalimov, L. S. Smirnova, and Kh. A. Abduazimov, Khim. Drev., 643 (1976).
S. A. Saidalimov, L. S. Smirnova, and Kh. A. Abduazimov, Khim. Drev., No. 2, 43 (1977).
V. M. Reznikov, L. G. Matusevich, I. V. Sen'ko, and T. V. Sukhaya, Zh. Prikl. Khim., No. 6, 1397 (1967).
W. Ziechmahn and T. Weichelt, Pflanzenernahr. Bodenk., No. 6, 140, 645 (1977).
V. M. Reznikov and N. F. Sorokina, Khim. Drev., No. 1, 103 (1968).
Yu. S. Pilipchuk, R. Z. Pen, and A. V. Finkel'shtein, Tr. Sib. Tekhnol. Inst., No. 38, 20 (1966).
M. M. Chochieva and N. I. Nikitin, Zh. Prikl. Khim.,34, 2733 (1961).
A. D. Alekseev, L. G. Matusevich, and V. M. Reznikov, Khim. Drev., No. 9, 57 (1971).
R. Dragonova, Cellul. Chem. Technol.,5, 451 (1971).
N. A. Veksler, L. S. Smirnova, and Kh. A. Abduazimov, Khim. Prir. Soedin., 122 (1978).
F. F. S. Curvelo, R. A. M. C. De Groote, and S. Montanari, Pap. Puu,74, 324 (1992).
N. A. Gravitis, P. P. Érin'sh, V. A. Tsinite, and G. P. Veveris, Khim. Drev., No. 2, 19 (1976).
M. K. Yakobsen, P. P. Érin'sh, and G. P. Ververis, Khim. Drev., No. 1, 44 (1976).
M. S. Bardinskaya, Dokl. Akad. Nauk SSSR,73, 133 (1950).
L. N. Mozheiko and V. N. Sergeeva, Tr. Inst. Lesokhoz. Probl., Riga, No. 12, 212 (1967).
S. M. Manskaya and L. A. Kodina, Trudy Inst. Lesokhoz. Problem Khim. Drev., No. 19, 20 (1960).
Z. N. Kreitsberg, V. N. Sergeeva, and S. V. Milyutina, Trudy Inst. Lesokhoz. Problem, No. 12, 234 (1957).
N. A. Veksler, L. S. Smirnova, and Kh. A. Abduazimov, Khim. Prir. Soedin., 100 (1977).
B. Kh. Pulatov and Kh. A. Abduazimov, Khim. Prir. Soedin., 200 (1978).
S. M. Manskaya and M. S. Bardinskaya, Biokhimiya, No. 17, 7, 11 (1952).
S. M. Manskaya and M. S. Bardinskaya, Izv. Akad Nauk SSSR, Ser. Biol., No. 1, 109 (1956).
L. S. Smirnova and Kh. A. Abduazimov, Khim. Prir. Soedin., 96 (1984).
Ya. A. Gravitis and P. P. Érin'sh Izv. Akad. Nauk Latv., No. 10, 72 (1984).
V. E. Madzhidova, L. S. Smirnova, and Kh. A. Abduazimov, Khim. Prir. Soedin., 430 (1987).
S. Mukhamedova, L. S. Smirnova, and Kh. A. Abduazimov, Khim. Prir. Soedin., 101 (1986), 141 (1988).
M. K. Mirzakhmedova, L. S. Smirnova, and Kh. A. Abduazimov, Khim. Prir. Soedin., 628 (1983).
E. N. Yanishevskaya, B. Kh. Pulatov, and Kh. A. Abduazimov, Khim. Prir. Soedin., 758 (1982).
B. Kh. Pulatov and Kh. A. Abduazimov, Khim. Prir. Soedin., 392 (1979).
S. Mukhamedova, L. S. Smirnova, and Kh. A. Abduazimov, Khim. Prir. Soedin., 426 (1987).
S. R. Rafikov, S. A. Pavlova, and I. I. Tverdokhlebova, Methods of Determining Molecular Weights and Polydispersities of High-Molecular-Mass Compounds [in Russian], Moscow (1963), p. 33.
N. A. Veksler, M. S. Rakhmatullaev, L. S. Smirnova, and Kh. A. Abduazimov, Khim. Prir. Soedin., 69 (1979).
G. Ya. Gubanov, Cotton Wilt [in Russian], Kosmos, Moscow (1972).
G. Ya. Gubanov, Fiziol. Rast. (Moscow),9, No. 5, 614 (1962).
G. Ya. Gubanov, Dokl. Akad. Nauk Uz., No. 9, 35 (1952).
G. Ya. Gubanov and V. G. Sabirov, Fusarium Wilt of Cotton [in Russian], Tashkent (1977).
V. M. Reznikov, G. V. Sviderik, V. L. Levdikova, and G. D. Ponurova, Zh. Prikl. Khim.,36, 1314 (1963).
D. Pew, et al., in: The Chemistry and Biology of Lignin, Cellulose, and Hemicelluloses. International Symposium, Grenoble [in Russian], Lesnaya Prom-st', Moscow (1969), p. 107.
F. Šantavý, Ultraviolet, Infrared, and Magnetic Resonance Spectra of Simple Aromatic Compounds Substituted by Hydroxyl, Methoxyl, and Methylenedioxy Groups, Acta Univ. Palacki. Olomuc., Fac. Med. Suppl 13 (1973), p. 13.
L. S. Smirnova and Kh. A. Abduazimov, in: IR and UV Spectroscopy of Wood and Lignin. Abstracts of Lectures at an All-Union Seminar, [in Russian], Riga (1977), p. 209.
O. P. Grushnikov and V. V. Elkin, Advances and Problems in Lignin Chemistry [in Russian], Moscow (1973), p. 94.
Yu. S. Pilipchuk, G. V. Pen, and A. V. Finkel'shtein, Khim. Drev., No. 1, 45 (1968).
V. B. Karklin' and P. P. Érin'sh, Khim. Drev., No. 7, 83 (1971).
C. H. Ludwig, Lignins [Russian translation], Moscow (1975), p. 202.
C. H. Ludwig, B. J. Nist, and J. L. McCarthy, J. Am. Chem. Soc.,86, 1186, 1196 (1964).
A. G. Zhuravlev, B. V. Gladkov, I. V. Sen'ko, and V. M. Reznikov, The Chemistry and Uses of Lignin [in Russian], Riga (1974), p. 149.
C. Simionescu and A. Gernatescu-Asandei, Celul. Hîrtie,21, No. 6, 308 (1972).
D. S. Bland and S. Sternhell, Aust. J. Chem.,18, 401 (1956).
N. A. Veksler, K. L. Seitanidi, L. S. Smirnova, and Kh. A. Abduazimov, Khim. Prir. Soedin., 388 (1979).
L. S. Smirnova, K. L. Seitanidi, Kh. A. Abduazimov, and M. R. Yagudaev, Khim. Prir. Soedin., 116 (1980).
F. E. Brauns and D. A. Brauns, The Chemistry of Lignin, Academic Press, New York (1960) [Russian translation, Moscow (1964), p. 301].
B. Leopold, Acta Chim. Scand,6, 55 (1952).
N. V. Kuznetsova, L. S. Smirnova, and Kh. A. Abduazimov, Khim. Prir. Soedin., 104 (1972).
V. Kováčik, J. Škamla, D. Joniak, and Košiková, Ber.,102, 1513 (1969).
B. Kh. Pulatoiv and Kh. A. Abduazimov, Khim. Prir. Soedin., 302 (1979).
B. Kh. Pulatoiv and Kh. A. Abduazimov, Khim. Prir. Soedin., 392 (1979).
O. P. Grushnikov and V. V. Elkin, Advances and Problems in Lignin Chemistry [in Russian], Nauka, Moscow (1973), p. 193.
A. Yamaguchi, M. Miyazaki, and A. Sakakibara, Mokuzai Gakkaishi,19, No. 2, 83 (1973).
A. Yamaguchi, Mokuzai Gakkaishi,19, No. 3, 141 (1973).
N. P. Mikhailov, N. N. Shorygina, and N. K. Vorob'ev, The Chemistry and Uses of Lignin [in Russian], Riga (1974), p. 321.
V. M. Reznikov and V. F. Novitskii, Khim. Prir. Soedin., 77 (1975).
L. S. Smirnova, S. Mukhamedova, and Kh. A. Abduazimov, Khim. Prir. Soedin., 412 (1989).
L. S. Smirnova, S. Mukhamedova, and Kh. A. Abduazimov, Khim. Prir. Soedin., 93 (1990).
D. V. Tishchenko, Zh. Prikl. Khim.,32, No. 1, 157 (1959).
V. V. Elkin and N. N. Shorygina, Izv. Akad. Nauk SSSR, Ser. Khim.,10, 1788 (1966).
L. S. Smirnova, S. Mukhamedova, and Kh. A. Abduazimov, Khim. Prir. Soedin., 732 (1991).
L. S. Smirnova and Kh. A. Abduazimov, Khim. Prir. Soedin., 564 (1992).
T. Watanabe and T. Koshijima, Wood Res.,75, 13 (1986).
L. V. Kanitskaya, I. P. Deineko, D. F. Kushnarev, A. V. Klemper, and G. A. Kalabin, Khim. Drev., No. 6, 17 (1989).
C. L. Chen and D. Robert, Methods Enzymol.,161, 137 (1988).
H. Nimz, Angew. Chem.,9, 336 (1974).
L. V. Kanitskaya, D. F. Kushnarev, V. M. Polenov, and G. A. Kalabin, Khim. Tverd. Topliv.,2, 76 (1985).
D. Gasnaire and D. Robert, Bull. Soc. Chim. Fr., No. 2, 781 (1968).
F. V. Rokhin, L. V. Kanitskaya, D. F. Kushnarev, G. A. Kalabin, L. S. Smirnova, Kh. A. Abduazimov, and B. Kh. Pulatov, Khim. Prir. Soedin., 798 (1994).
A. Patra and P. K. Mukhopadyay, J. Indian Chem. Soc., 268 (1983).
C. Simonescu and J. Anton, Cellul. Chem. Technol., No. 6, 589 (1970).
K. Freudenberg, The Chemistry and Biochemistry of Lignin, Cellulose, and Hemicelluloses [Russian translation], Moscow (1969), p. 3.
G. N. Dalimova, A. A. Geronikaki, and Kh. A. Abduazimov, Khim. Prir. Soedin., 216 (1979).
Abstracts of Lectures at an All-Union Scientific and Technical Conference on the Main Directions in the Coordination of Investigations in the Field of the Chemistry of Wood and Cellulose up to the Year 2000 [in Russian], Moscow (1988).
M. I. Chudakov, The Industrial Use of Lignin [in Russian], Lesnaya Prom-st', Moscow (1972).
A. Mamadaliev and A. V. Trushkin, Lignin and the Prospects of Its Use [in Russian], Andizhanskaya Pravda, September 6, (1978).
F. E. Kolyasov and P. V. Vershinin, Dokl. VASKhNIL, Ser. 12. Pochvovedenie, No. 1.
S. Érgamberdiev and A. Ramazanov, Sel'sk. Khoz. Uzbekistana, No. 1, 739 (1971).
S. Kadyrov, Khlopkovodstvo, No. 3, 33 (1973).
G. M. Telysheva and R. E. Pankova, Lignin-based Fertilizers [in Russian], Riga (1978).
M. S. Bardinskaya, Plant Cell Walls and Their Formation [in Russian], Nauka, Moscow (1964).
A. V. Trushkin and S. Kadyrov, Gidroliz. Lesokhim. Prom-st', No. 2, 15 (1973).
M. S. Bardinskaya, L. V. Prusakova, and T. A. Shubert, Dokl. Akad. Nauk SSSR,142, No. 1, 122 (1962).
R. G. Ivanova, A. V. Antipova, and A. E. Egorova, Gidrol. Lesokhim. Prom-st', No. 8, 13 (1973).
Z. K. Zaipov and Kh. A. Abduazimov, Khim. Drev., No. 2, 78 (1976).
Z. K. Zaipov, M. Khamidov, and Kh. A. Abduazimov, in: 6th All-Union Conference on the Chemistry and Uses of Lignin [in Russian], Riga (1976), p. 203.
Z. K. Zaipov, Kh. A. Abduazimov, and M. Khamidov, in: Plant Growth Regulators and Herbicides [in Russian], Fan, Tashkent (1978), p. 232.
M. Khamidov and A. A. Umarov, Fan, Tashkent (1978), p. 229.
A. M. Kazarnovskii and M. I. Chudakov, in: 7th All-Union Conference on the Chemistry and Uses of Lignin [in Russian] Riga (1977), p. 90.
G. V. Selyuzhitskii and I. A. Ivanova, in: 1st All-Union Conference on the Use of Lignin and Its Derivatives in Agriculture [in Russian], Riga (1978).
A. I. Miroshnichenko, Trudy LSGMI, Leningrad (1977), p. 52.
M. Khamidov, B. Nagrebetskaya, and A. A. Umarov, Sel'sk. Khoz. Uzbekistana, No. 1, 47 (1980).
Kh. A. Abduazimov, Z. K. Saipov, M. Khamidov, A. Shubin, et al., Khlopkovodstvo, No. 19, 19 (1985).
Z. K. Saipov, Kh. A. Abduazimov, et al., in: 22nd All-Union Conference on the Use of Lignin and Its Derivatives in Agriculture [in Russian], Andizhan (1985), p. 81.
Kh. A. Abduazimov and R. Kh. Khaidarov, Ekspress-informatsiya VINITI (1981).
B. Ésanbaev, M. Khamidov, and A. A. Umarov, Khlopkovodstvo, No. 4, 31 (1977).
A. A. Umarov, M. Khamidov, Z. K. Saipov, Kh. A. Abduazimov, et al., Inventors' Certificate No. 712,999 of October 5, 1979.
M. Yunusov, in: 1st All-Union Conference on the Use of Lignin and Its Derivatives in Agriculture [in Russian], Riga (1978), p. 38.
Kh. A. Abduazimov, Z. K. Saipov, and M. Khamidov, in: All-Union Conference on the Prospects of the Use of Lignin in the National Economy [in Russian] (1980), p. 22.
Kh. A. Abduazimov, Z. K. Saipov, M. Khamidov, et al., Information Report No. 325 [in Russian], Fan, Tashkent (1983).
A. U. Kariev, A. A. Umarov, B. Kh. Pulatov, Kh. A. Abduazimov, R. K. Karimov, and Kh. N. Aripov, in: Working Conference on the Program: Regulators of the Growth and Development of Plants [in Russian], Moscow (1991), p. 65.
Zh. Rezhepov, F. N. Dzhakhangirov, Kh. A. Abduazimov, and T. S. Kaplunova, Dokl. Akad. Nauk RUz, No. 4–5, 78 (1992).
A. A. Umarov, K. U. Kariev, M. Khamidov, and Z. Azimov, Uzb. Biol. Zh., No. 5, 66 (1991).
A. Kariev and G. N. Dalimova, Selsk. Khoz. Uzbekistana, No. 12, 5 (1988).
Miataki Karno, J. Pharm. Soc. Jpn.,72, 1162 (1952).
M. S. Bardinskay, Plant Cell Walls and Their Formation [in Russian], Nauka, Moscow (1964), p. 135.
A. Kariev, G. N. Dalimova, and Sh. Israilova, Khlopkovodstvo, No. 3, 35 (1989).
The Feeding of Poultry. A Handbook [in Russian], Moscow, Agropromizdat VO (1987), p. 191.
M. A. Azizov, E. V. Rybina, and P. S. Uzilevskaya, Trace Elements in Agriculture [in Russian], Tashkent (1965), p. 309.
G. N. Dalimova, Kh. A. Abduazimov, T. Kasymova, E. V. Rybina, and Sh. Mukhamed'yarov, Sel'sk. Khoz. Uzbekistana, No. 12, 23 (1992).
Yu. M. Gradusov, The Assimilability of Amino Acids [in Russian], Moscow (1979), p. 250.
M. D. Mashkovskii, Drugs [in Russian], Meditsina, Moscow (1972).
Khusein Khasan Salakh Él'din, A. B. Marshak, and M. I. Chudakov, Khim. Drev., No. 1, 54 (1981).
B. Kh. Pulatov, Author's abstract of Dissertation… Candidate of Chemical Sciences [in Russian], Tashkent (1984).
B. Kh. Pulatov and Kh. A. Abduazimov, in: Abstracts of Lectures at an All-Union Conference [in Russian], Riga (1984), p. 87.
V. P. Levanova, T. A. Boiko, É. N. Gvozdeva, and I. S. Fedorova, Gidroliz. Lesokhim. Prom-st', No. 4, p. 16 (1989).
L. S. Smirnova, M. R. Yakubova, B. Kh. Pulatov, and Kh. A. Abduazimov, Khim. Prir. Soedin., 414 (1991).
V. G. Kostenko, V. A. Rumyantseva, I. I. Korol'kov, and E. A. Sarkisova, Gidroliz. Lesokhim. Prom-st', No. 1, 16 (1984).
V. I. Ivanov, A. A. Chuksanova, and L. I. Sergeeva, Izv. Akad. Nauk SSSR, Ser. Khim., 503 (1957).
S. D. Gusakova, D. T. Asilbekova, I. P. Nazarova, T. V. Khomova, A. A. Tyshkenko, and A. I. Glushenkova, Khim. Prir. Soedin., 42 (1988).
E. L. Derebin and A. A. Kolesnik, Khim. Prir. Soedin., 663 (1983).
M. R. Yakubova, L. S. Smirnova, D. T. Asilbekova, S. D. Gusakova, B. Kh. Pulatov, and Kh. A. Abduazimov, Khim. Prir. Soedin., 323 (1992).
S. D. Gusakova, D. T. Asilbekova, A. I. Glushenkova, L. S. Smirnov, et al., Inventors' Certificate No. 1,547,302 (1989).
Ya. Kolotyrkin, Izvestiya, December 24, 1985.
Kh. A. Abduazimov, Z. K. Saipov, F. I. Kurbanov, and K. Allaberganov, Gidroliz. Lesokhim. Prom-st', No. 8, 4 (1978).
G. V. Akimov, Theory and Methods of Investigating the Corrosion of Metals [in Russian], Moscow (1945).
Yu. N. Forostyan, Khim. Prir. Soedin., 636 (1981).
Kh. A. Abduazimov, B. Kh. Pulatov, A. M. Yugai, V. P. Savchenkova, A. L. Nekrylov, et al., Otkrytiya, Izobret., No. 4, 37 (1988); Inventors' Certificate No. 1,369,849.
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Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashkent, fax (3712) 40 64 75. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 465–496, July–August, 1997.
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Abduazimov, K.A., Smirnova, L.S. Cotton plant lignins. Chem Nat Compd 33, 357–381 (1997). https://doi.org/10.1007/BF02282356
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DOI: https://doi.org/10.1007/BF02282356