Skip to main content
Log in

Synthesis of hydroxypropylated debranched pea starch with high substitution degree in an ionic liquid, and its characterization and properties

  • ORIGINAL PAPER
  • Published:
Journal of Polymer Research Aims and scope Submit manuscript

Abstract

Hydroxypropylation of debranched pea starch (DPS) has been carried out effectively in an ionic liquid, 1-butyl-3- methylimidazolium chloride, in order to shorten the long time required by starch being normally hydroxypropylated and improve the characteristics of pea starch (PS). As a result, hydroxypropylated debranched pea starch (HDPS) with molar substitution up to 1.34 has been obtained in homogeneous system within 3 h, which was much less than time (18 h) required by normal hydroxypropylation of starch. Based on the synthesis, HDPS was further characterized by infrared spectroscopy, X-ray diffraction, scanning electron microscopy and transflective polarizing microscope, respectively, and some of its properties were also compared with those of PS, DPS and hydroxypropylated pea starch (HPS). The experimental results indicated that the crystalline structure of PS belonged to a C-type; and one of DPS was between B-type and C-type, whereas HDPS structure was almost completely amorphous. The debranching and hydroxypropylation evidently influenced the pasting behavior and thermal properties of PS. The morphology and size of DPS and HDPS particles were remarkably different from those of PS owing to hydroxypropylation and debranching. The peak intensity of –OH groups in DPS and HDPS was evidently weakened by debranching compared with FTIR spectra of PS. The debranching resulted in the reduction in swelling power of DPS, but the hydroxypropylation led to the increase in the swelling power of DPS and HDPS.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7
Fig. 8

Similar content being viewed by others

References

  1. Vásquez M, Delgado R, Castro AJ (2009) Modeling of the enzymatic hydrolysis of potato (Solanum tuberosum) using response surface methodology. Starch/Stärke 61:601–609

    Article  Google Scholar 

  2. Suzuki A, Hizukuri S, Takeda Y (1981) Physicochemical studies of Kuzu starch. Cereal Chem 58:286–290

    CAS  Google Scholar 

  3. Lin AHM, Chang YH, Chou WB, Lu TJ (2011) Interference prevention in size-exclusion chromatographic analysis of debranched starch glucans by aqueous system. J Agric Food Chem 59:5890–5898

    Article  CAS  Google Scholar 

  4. Sołowiej B, Dylewska A, Kowalczyk D, Sujka M, Tomczyńska-Mleko M, Mleko S (2016) The effect of pH and modified maize starches on texture, rheological properties and meltability of acid casein processed cheese analogues. Eur Food Res Technol 242:1577–1585

    Article  Google Scholar 

  5. Lawal OS (2009) Starch hydroxyalkylation: physicochemical properties and enzymatic digestibility of native and hydroxypropylated finger millet (Eleusine coracana) starch. Food Hydrocoll 32:415–425

    Article  Google Scholar 

  6. Lim HS, BeMiller JN, Lim ST (2003) Effect of dry heating with ionic gums at controlled pH on starch paste viscosity. Cereal Chem 80:198–202

    Article  CAS  Google Scholar 

  7. Li S, Wei Y, Fang Y, Zhang W, Zhang B (2014) DSC study on the thermal properties of soybean protein isolates/corn starch mixture. J Therm Anal Calorim 115:1633–1638

    Article  CAS  Google Scholar 

  8. Liu HJ, Gao L, Xue M, Shen D, Cui YC (2012) Grafting modification of sesbania gum and its application to textile sizing. J Text Res 32:60–64

    Google Scholar 

  9. Doehlert DC, Knutson CA (1991) Two classes of starch debranching enzymes from developing maize kernels. J Plant Physiol 138:566–572

    Article  CAS  Google Scholar 

  10. Yun MS, Takayuki U, Yasushi K (2011) Rice debranching enzyme isoamylase3 facilitates starch metabolism and affects plastid morphogenesis. Plant Cell Physiol 52:1068–1082

    Article  CAS  Google Scholar 

  11. Guraya HS, James C, Champagne ET (2001) Physical basis for separation of rice starch using various density gradient systems and its effect on starch recovery, purity, and pasting properties. Starch/ Stärke 53:64–74

    Article  CAS  Google Scholar 

  12. Cheng W, Luo Z, Li L, Fu X (2015) Preparation and characterization of debranched-starch / phosphatidylcholine inclusion complexes. J Agric Food Chem 63:634–641

    Article  CAS  Google Scholar 

  13. Precha-Atsawanan S, Puncha-arnon S, Wandee Y, Uttapap D, Puttanlek C, Rungsardthong V (2018) Physicochemical properties of partially debranched waxy rice starch. Food Hydrocoll 79:71–80

    Article  CAS  Google Scholar 

  14. Leong YH, Karim AA, Norziah MH (2007) Effect of pullulanase debranching of sago (Metroxylon sagu) starch at subgelatinization temperature on the yield of resistant starch. Starch/Stärke 59:21–32

    Article  CAS  Google Scholar 

  15. Hamdaoui LE, Moussaouiti ME, Gmouh S (2016) Homogeneous esterification of cellulose in the mixture N-butylpyridinium chloride/dimethylsulfoxide. Int J Polym Sci 2016:1–7

    Article  Google Scholar 

  16. Majzoobi M, Saberi B, Farahnaky A, Mesbahi G (2014) Comparison of physicochemical and gel characteristics of hydroxypropylated oat and wheat starches. Int J Food Eng 10:657–667

    Article  CAS  Google Scholar 

  17. Senanayake S, Gunaratne A, Ranaweera KKDS, Bamunuarachchi A (2014) Effect of hydroxypropylation on functional properties of different cultivars of sweet potato starch in Sri Lanka. Int J Food Sci 2014:1–8

    Article  Google Scholar 

  18. Kavitha R, BeMiller JN (1998) Characterization of hydroxypropylated potato starch. Carbohydr Polym 37:115–121

    Article  CAS  Google Scholar 

  19. Desalegn T, Villar-Garcia IJ, Titman J, Licence P, Diaz I, Chebude Y (2014) Enzymatic synthesis of epoxy fatty acid starch ester in ionic liquid–organic solvent mixture from Vernonia oil. Starch/Stärke 66:385–392

    Article  CAS  Google Scholar 

  20. Luo ZG, Zhou ZD (2012) Homogeneous synthesis and characterization of starch acetates in ionic liquid without catalysts. Starch/Stärke 64:37–44

    Article  CAS  Google Scholar 

  21. Zhang J, Wu J, Cao Y, Sang S, Zhang J, He J (2009) Synthesis of cellulose benzoates under homogeneous conditions in an ionic liquid. Cellulose 16:299–308

    Article  CAS  Google Scholar 

  22. Vatanasuchart N, Tungtrakul P, Wongkrajang K, Naivikul O (2010) Properties of pullulanase debranched cassava starch and type-III resistant starch. Kasetsart J (Nat Sci) 44:131–114

    CAS  Google Scholar 

  23. Desalegn T, Villar Garcia IJ, Titman J, Licence P, Chebude Y (2015) Synthesis of starch vernolate in 1-butyl-3-methylimidazolium chloride ionic liquid. Starch/Stärke 67:200–203

    Article  CAS  Google Scholar 

  24. Biswas A, Shogren RL, Stevenson DG, Willett JL, Pradip KB (2006) Ionic liquids as solvents for biopolymers : Acylation of starch and zein protein. Carbohydr Polym 66:546–550

    Article  CAS  Google Scholar 

  25. Tang H, Liu L, Li Y, Dong S (2015) Debranching potato starch: synthesis, optimization and thermal property. Polym Bull 72:2537–2552

    Article  CAS  Google Scholar 

  26. Johnson DP (1969) Spectrophotometric determination of the hydroxypropyl group in starch ethers. Anal Chem 41:859–860

    Article  CAS  Google Scholar 

  27. Xia X, Li G, Liao F, Zhang F, Zheng J, Kan J (2015) Granular structure and physicochemical properties of starches from amaranth grain. Int J Food Prop 18:1029–1037

    Article  CAS  Google Scholar 

  28. Yu SF, Ma Y, Menager L, Sun D (2012) Physicochemical properties of starch and flour from different rice cultivars. Food Bioprocess Technol 5:626–637

    Article  CAS  Google Scholar 

  29. Tang H, Gao S, Li Yg, Dong S (2016) Modification mechanism of sesbania gum, and preparation, property,adsorption of dialdehyde cross-linked sesbania gum. Carbohydr Polym 149:151–162

    Article  CAS  Google Scholar 

  30. Falade KO, Okafor CA (2015) Physical, functional, and pasting properties of flours from corms of two cocoyam (Colocasia esculenta and Xanthosoma sagittifolium) cultivars. J Food Sci Technol 52:3440–3448

    Article  CAS  Google Scholar 

  31. Černá M, Barros AS, Nunes A, Rocha SM, Delgadillo I, Čopíková J, Coimbra MA (2003) Use of FT-IR spectroscopy as a tool for the analysis of polysaccharide food additives. Carbohydr Polym 51:383–389

    Article  Google Scholar 

  32. Rangelov A, Arnaudov L, Stoyanov S, Spassov T (2017) Gelatinization of industrial starches studied by DSC and TG. Bulg Chem Commun 49:422–429

    Google Scholar 

  33. Xu D, Li G, Liao Z, He X (2009) Preparation and in vitro controlled release behavior of a novel pH-sensitive drug carrier for colon delivery. Polym Bull 62:183–193

    Article  CAS  Google Scholar 

  34. Zeng J, Li G, Gao H, Ru Z (2011) Comparison of a and B starch granules from three wheat varieties. Molecules 16:10570–10591

    Article  Google Scholar 

  35. Li, W., Shu, C., Zhang; P., Shen, Q. (2011).Properties of starch separated from ten mung bean varieties and seeds processing characteristics. Food Bioprocess Technol 4, 814–821

    Article  Google Scholar 

  36. Barrera GN, Calderón-Domínguez G, Chanona-Pérez J, Gutiérrez-López GF, León AE, Ribotta PD (2013) Evaluation of the mechanical damage on wheat starch granules by SEM, ESEM, AFM and texture image analysis. Carbohydr Polym 98:1449–1457

    Article  CAS  Google Scholar 

  37. Senanayake S, Gunaratne A, Ranaweera KDS, Bamunuarachchi A (2014) Effect of hydroxypropylation on functional properties of different cultivars of sweet potato starch in Sri Lanka. Int J Food Sci 2014:1–8

    Article  Google Scholar 

  38. Han JA (2010) Pasting properties of hydroxypropylated starches before or after proteinase treatment. Starch/Stärke 62:257–261

    Article  CAS  Google Scholar 

  39. Kizil R, Irudayaraj J, Seetharaman K (2002) Characterization of irradiated starches by using FT-Raman and FTIR spectroscop. J Agric Food Chem 50:3912–3918

    Article  CAS  Google Scholar 

  40. Dankar I, Haddarah A, Omar FEL, Pujolà M, Sepulcre F (2018) Characterization of food additive-potato starch complexes by FTIR and X-ray diffraction. Food Chem 260:7–12

    Article  CAS  Google Scholar 

  41. Liu X, Wang Y, Yu L, Tong Z, Chen L, Liu H, Li X (2013) Thermal degradation and stability of starch under different processing conditions. Starch/Stärke 65:48–60

    Article  CAS  Google Scholar 

  42. Tang H, Liu X, Li Y, Dong S (2017) Acetylated debranched rice starch: structure, characterization, and functional properties. Int J Food Prop 20:1–9

    Article  Google Scholar 

  43. Wang S, Sharp P, Copeland L (2011) Structural and functional properties of starches from field peas. Food Chem 126:1546–1552

    Article  CAS  Google Scholar 

  44. Wang S, Yu J, Yu J (2008) The semi-crystalline growth rings of C-type pea starch granule revealed by SEM and HR-TEM during acid hydrolysis. Carbohydr Polym 74:731–739

    Article  CAS  Google Scholar 

Download references

Acknowledgments

We are grateful to people for our research support.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Hongbo Tang.

Ethics declarations

Conflict of interest

All authors of this manuscript have directly participated in planning, execution, and analysis of this study,and have given approval to the final version of the manuscript. All the authors declare no conflict of interest.

Additional information

Highlights

• Ionic liquid could effectively shorten the period of starch hydroxypropylation.

• Crystalline structure of debranched pea starch particles was between B-type and C-type,

• Hydroxypropylation seriously damaged the original structure of debranched pea starch particles.

• Intensity of –OH groups of debranched pea starch and hydroxypropylated debranched pea starch was evidently weakened by debranching.

• Hydroxypropylation of high molar substitution decreased the blue value of starch.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Tang, H., Qu, Y., Li, Y. et al. Synthesis of hydroxypropylated debranched pea starch with high substitution degree in an ionic liquid, and its characterization and properties. J Polym Res 25, 235 (2018). https://doi.org/10.1007/s10965-018-1606-3

Download citation

  • Received:

  • Accepted:

  • Published:

  • DOI: https://doi.org/10.1007/s10965-018-1606-3

Keywords

Navigation