Solvent‐free polymerization of citric acid and D‐sorbitol

Wiley - Tập 44 Số 14 - Trang 4259-4267 - 2006
Kenneth M. Doll1, Randal L. Shogren2, J. L. Willett2, Graham Swift3
1Food and Industrial Oil Research Unit, National Center for Agricultural Utilization Research, Agricultural Research Service, United States Department of Agriculture, 1815 North University Street, Peoria, Illinois 61604
2Plant Polymer Research Unit, National Center for Agricultural Utilization Research, Agricultural Research Service, United States Department of Agriculture, 1815 North University Street, Peoria, Illinois 61604
3Folia, Incorporated, 2800 Milan Court, Birmingham, Alabama 35211

Tóm tắt

AbstractCopolymers of citric acid and D‐sorbitol were synthesized with a solvent‐free vacuum‐oven synthesis with molar ratios of citric acid to D‐sorbitol ranging from 1/1 to 6/1. The extent of the reaction was followed by the monitoring of the residual acid content of the system. As expected, the reaction occurred much more rapidly at 150 than at 110 °C. The Fourier transform infrared (FTIR) spectra of the products showed the expected FTIR bands at approximately 1735 and 1188 cm−1, which were indicative of ester formation. Gel permeation chromatography showed a major product with a molecular weight of approximately 3500 Da. An insoluble material with a water‐absorption index of up to 17 was also synthesized and could lead to possible applications as absorbers, thickeners, and biobased seed coatings. Additionally, the mono‐ and disodium salts of citric acid were also polymerized with D‐sorbitol in a manner similar to that of the citric acid system. Soluble polymers were synthesized with a residual acid content of 5 mequiv/g of polymer. These materials showed Ca+2‐sequestering ability (up to 0.56 mmol of Ca+2/g of the product). © 2006 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 44: 4259–4267, 2006

Từ khóa


Tài liệu tham khảo

10.1021/cen-v082n017.p008a

10.1002/star.19780300204

10.1002/(SICI)1521-379X(199910)51:10<354::AID-STAR354>3.0.CO;2-W

10.1002/star.19960480709

10.1002/1521-379X(200205)54:5<185::AID-STAR185>3.0.CO;2-F

10.1002/star.19910430106

Sikora M., 1997, Pol J Food Nutr Sci, 6, 23

10.1016/S0926-6690(96)00030-1

Wing R. E., 1997, J Polym Mater, 14, 303

Centolella A. P.;Razor B. G.U.S. Patent 3 661 955 1972.

Kappes E.;Oftring A.;Baur R.;Kud A.;Boeckh D.;Hartmann H.;Schewendemann N.U.S. Patent 5 508 394 1996.

Boeckh D.;Hartmann H.;Kappes E.;Oftring A.;Baur R.;Kud A.;Schwendemann V.German Patent DE 4213282 1993.

10.1002/app.21391

10.1021/ma049607g

10.2135/cropsci1997.0011183X003700060030x

10.1246/cl.2000.800

10.1002/bit.10011

10.1021/ma0351827

10.1021/ma035129i

Smeets F.U.S. Patent 3 997 596 1976.

Pramanick D., 1996, J Polym Mater, 13, 173

Pramanick D., 1998, Polym Bull, 19, 365

Pramanick D., 2002, J Polym Mater, 19, 245

10.1007/BF02638571

Swift G.;Westmorland D. G.;Willett J. L.;Shogren R. L.;Doll K. M.U.S. Patent Application 2005/0192426 A1 Sep 1 2005.

Bellamy L., 1958, The Infrared Spectra of Complex Molecules, 161

10.1002/(SICI)1521-3803(199808)42:03/04<266::AID-FOOD266>3.0.CO;2-N

Johnson L. F., 1972, Carbon‐13 NMR Spectra: A Collection of Assigned, Coded, and Indexed Spectra, 172

10.1007/978-3-662-10207-7

10.1021/jf950314j

10.1002/jps.2600711030

10.1366/0003702953963229

10.1002/star.19850370603

10.1002/star.19890410907

10.1002/star.200300216

10.1039/a905197j