Complexation of starch with dodecylamine

Abstract

The chemical nature of the interaction of starch and dodecylamine (DDA), which generally act as depressant and collector, respectively, in the reverse flotation of bauxite, was investigated using starch-iodine tests. The results obtained from the blue-value measurements for starch+DDA+iodine system indicate the formation of the inclusion complex for amylose-DDA system at low DDA concentration (<2 mmol/L). However, it is less likely for amylopectin-DDA system with short helix. UV-Vis spectra of starch-iodine complexes show that each helix of amylose can accommodate two DDA molecules locating separately at its two ends, and in the helical cavity there is room available for the upcoming iodine. When concentrated DDA is tested, amylose-DDA system exhibits no characteristic starch-iodine color, owing to the presence of a compact coating of DDA molecules on starch via hydroxyl/amine hydrogen bonding. ¹H NMR spectroscopy and surface tension determination help to clarify the interaction mechanism of amylose with DDA.

Keywords

inclusion complex / amylose / starch / dodecylamine / reverse flotation

References

[1] ShogrenR. L.. Flocculation of kaolin by waxy maize starch phosphates [J]. Carbohydrate Polymers, 2009, 76(4): 639-644

[2] LiH. P., ZhangS. S., JiangH., LiB.. Effect of modified starches on depression of diaspore [J]. Transactions of Nonferrous Metals Society of China, 2010, 20(8): 1494-1499

[3] XuZ. H., PlittV., LiuQ.. Recent advances in reverse flotation of diasporic ores-A Chinese experience [J]. Minerals Engineering, 2004, 17(9/10): 1007-1015

[4] WeissebornP. K., WarrenL. J., DunnJ. G.. Selective flocculation of ultrafine iron ore. 1. Mechanism of adsorption of starch onto hematite [J]. Colloids and Surfaces A: Physicochemical and Engineering Aspects, 1995, 99(1): 11-27

[5] KhoslaN. K., BiswasA. K.. Mineral-collector-starch constituent interactions [J]. Colloids and Surfaces, 1984, 9(3): 219-235

[6] REDEL E, ROHR C, JANIAK C. An inorganic starch-iodine model: the inorganic-organic hybrid compound {(C₄H₁₂N₂)₂[CuII₄](I₂)} [J]. Chemical Communications, 2009, (16): 2103–2105.

[7] RundleR. E., FosterJ. F., BaldwinR. R.. On the nature of the starch-iodine complex [J]. Journal of the American Chemical Society, 1944, 66(12): 2116-2120

[8] LalushI., BarH., ZakariaI., EichlerS., ShimoniE.. Utilization of amylose-lipid complexes as molecular nanocapsules for conjugated linoleic acid [J]. Biomacromolecules, 2005, 6(1): 121-130

[9] GeldersG. G., GoesaertH., DelcourJ. A.. Potato phosphorylase catalyzed synthesis of amylose-lipid complexes [J]. Biomacromolecules, 2005, 6(5): 2622-2629

[10] TietzM., BuettnerA., Conde-PetitB.. Interaction between starch and aroma compounds as measured by proton transfer reaction mass spectrometry (PTR-MS) [J]. Food Chemistry, 2008, 108(4): 1192-1199

[11] JouquandC., DucruetV., Le BailP.. Formation of amylose complexes with C6-aroma compounds in starch dispersions and its impact on retention [J]. Food chemistry, 2006, 96(3): 461-470

[12] KugeT., TakeoK.. Complexes of starchy materials with organic compounds. Part II: Complex formation in aqueous solution and fraction of starch by l-menthone [J]. Agricultural and Biological Chemistry, 1968, 32: 1232-1238

[13] LiH. P., ZhangS. S., JiangH., HuY. H., WangD. Z.. Selective depression of diaspore with waxy maize starch [J]. Minerals Engineering, 2010, 23(15): 1281-1286

[14] YangZ.-m., WangW.-j., LanS.-y., XuZ.-x., ZhongF.-x., WangMeng.. Separation of three types of starch fractions in rice and the microstructures of endosperms before and after gelatinization [J]. Journal of Chinese Electron Microscopy Society, 2003, 22(4): 286-291

[15] ZhangY. H. P., LyndL. R.. Determination of the number-average degree of polymerization of cellodextrins and cellulose with application to enzymatic hydrolysis [J]. Biomacromolecules, 2005, 6(3): 1510-1515

[16] GilbertG. A., SpraggS. P.. Iodine sorption: “blue value” [J]. Methods in Carbohydrate Chemistry, 1964, 4: 168-169

[17] HuangX. F., GuanW., LiuJ., LuL. J., XuJ. C., ZhouQ.. Characterization and phylogenetic analysis of biodemulsifier-producing bacteria [J]. Bioresource Technology, 2010, 101(1): 317-323

[18] XieT., ChenJ.-h., XieB.-xia.. The separation and purification of amylose and amylopectin from a corn starch [J]. Journal of Central South Forestry University, 2002, 22(2): 30-34

[19] PormeranzY.Functional properties of food components [M], 1985New YorkAcademic Press. Inc317-318

[20] KADOKAWA J, KANEKO Y, TAGAYA H, CHIBA K. Synthesis of an amylose-polymer inclusion complex by enzymatic polymerization of glucose 1-Phosphate catalyzed by phosphorylase enzyme in the presence of polyTHF: A new method for synthesis of polymer-polymer inclusion complexes [J]. Chemical Communications, 2001, (5): 449–450.

[21] KurakakeM., HagiwaraH., KomakiT.. Effects of various surfactants on rheological properties of maize starch granules [J]. Cereal Chemistry, 2004, 81(1): 108-114

[22] LiH. P., ZhangS. S., JiangH., LiB., LiX.. Effect of degree of substitution of carboxymethyl starch on diaspore depression in reverse flotation [J]. Transactions of Nonferrous Metals Society of China, 2011, 21(8): 1868-1873