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Advances in surfactants for agrochemicals

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Abstract

Pesticide efficacy is improved by surfactants. Increase in the foliar uptake is particularly useful for herbicides, growth regulators and defoliants, because less active compounds are needed, thus decreasing cost and pollution. Therefore, the choice of the adjuvant in an agrochemical formulation is crucial. The surfactants commonly used as adjuvants include anionic, non-ionic, amphoteric and cationic surfactants. This review analyses the role and properties of the new adjuvants for agriculture and the improvement of the ecotoxicity profile of the pesticide formulations in glyphosate formulation.

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References

  • Abribat B, Anderson T, Oester D (2007) Alkoxylated polyglycosides, next generation glyphosate potentiators. In: Gaskin (ed) Proceedings of the 8th international symposium on adjuvants for agrochemicals. ISAA, Christchurch

  • Aladesanwa RD, Oladimeji MO (2005) Optimizing herbicidal efficacy of glyphosate isopropylamine salt through ammonium sulphate as surfactant in oil palm (Elaeis guineensis) plantation in a rainforest area of Nigeria. Crop Prot 24:1068–1073

    Article  CAS  Google Scholar 

  • Anderson TH (2010) Sulphated glycerine, a new sequestrant and adjuvant for herbicide sprays. In: Baur & Bonnet (eds) Proceedings of the 9th international symposium on adjuvants for agrochemicals, pp 301–306, Dynevo, Leverkusen

  • Badawy MEI, Rabea EI, Rogge TM, Stevens CV, Smagghe G, Steurbaut W, Höfte M (2004) Synthesis and fungicidal activity of new N, O-acyl chitosan derivatives. Biomacromolecules 5:589–595

    Article  CAS  Google Scholar 

  • Behler A, Clasen F (2006) Method for the Alkoxylation of Alkyl/Alkylene Polyglycosides. EP Patent 1716163

  • Blair AM (1975) The addition of ammonium salt or phosphate ester to herbicides to control Agropyron repens (L) Beaux. Weed Res 15:101–105

    Article  CAS  Google Scholar 

  • Buhler DD, Burnside OC (1983a) Effect of water quality, carrier volume, and acid on glyphosate phytotoxicity. Weed Sci 31:163–169

    CAS  Google Scholar 

  • Buhler DD, Burnside OC (1983b) Effect of spray components on glyphosate toxicity to annual grasses. Weed Sci 35:124–130

    Google Scholar 

  • Burval J, Chan JH (1995) Liquid phytoactive compositions. US Patent 5 468 718

    Google Scholar 

  • Castro MJL, Ojeda C, Fernandez Cirelli A (2013) Surfactants in agriculture. In: Lichtfouse E, Schwarzbauer J, Robert D (eds) Environmental chemistry for a sustainable world, volume 3: green materials for energy, products and pollutant management. Springer, Berlin (in press)

  • Chellat F, Tabrizian M, Dumitriu S, Chornet E, Rivard CH, Yahia LH (2000) Study of biodegradation behaviour of chitosan-xanthan microspheres in simulated physiological media. J Biomed Mater Res 53:592–599

    Article  CAS  Google Scholar 

  • Chen F, Wang Y, Zheng F, Wu Y, Liang W (2000) Studies on cloud point of agrochemical microemulsions. Colloids Surf A 175:257–262

    Article  CAS  Google Scholar 

  • Dayan FE, Cantrell CL, Duke SO (2009) Natural products in crop protection. Bioorg Med Chem 17:4022–4034

    Article  CAS  Google Scholar 

  • Denis MH, Delrot S (1993) Carrier-mediated uptake of glyphosate in broad bean (Vicia faba) via a phosphate transporter. Physiol Plantarum 87:569–575

    Article  CAS  Google Scholar 

  • Edser C (2007) Multifaceted role for surfactants in agrochemicals. Focus Surf 3:1–2

    Google Scholar 

  • Fernández Cirelli A, Ojeda C, Castro MJL, Salgot M (2008) Surfactants in sludge- amended agricultural soils. A review. Environ Chem Lett 6:135–148

    Article  Google Scholar 

  • Forgiarini A, Esquena J, Gonzalez C, Solans C (2001) Formation of nano-emulsions by low-energy emulsification methods at constant temperature. Langmuir 17:2076–2083

    Article  CAS  Google Scholar 

  • Forster WA, Zabkiewicz JA, Riederer M (2004) Mechanisms of cuticular uptake of xenobiotics into living plants: 1. Influence of xenobiotic dose on the uptake of three model compounds, applied in the absence and presence of surfactants into Chenopodium album, Hedera helix and Stephanotis floribunda leaves. Pest Manage Sci 60:1105–1113

    Article  CAS  Google Scholar 

  • Garst R (1997) New solutions for agricultural applications. In: Hill K, Rybinski W, Stoll G (eds) Alkyl polyglycosides. VCH, Weinheim, pp 131–137

    Google Scholar 

  • Gednalske JV, Herzfeld RW (1994) Homogenous herbicidal adjuvant blend comprising glyphosate ammonium sulfate and alkyl polysaccharide. US Patent 5 356 861

    Google Scholar 

  • Giesy JP, Dobson S, Solomon KR (2000) Ecotoxicological risk assessment for Roundup® Herbicide. Rev Environ Contam Toxicol 167:35–120

    CAS  Google Scholar 

  • Green JM, Beestman GB (2007) Recently patented and commercialized formulation and adjuvant technology. Crop Prot 26:320–327

    Article  CAS  Google Scholar 

  • Hartzler B (2001) Glyphosate-a review, Iowa State University, Ames, IA

  • Hejazi R, Amiji M (2003) Chitosan-based gastrointestinal delivery systems. J Control Release 89:151–165

    Article  CAS  Google Scholar 

  • Heldt N, Zhao J, Friberg S, Zhang Z, Slack G, Li Y (2000) Controlling the size of vesicles prepared from egg lecithin using a hydrotrope. Tetrahedron 56:6985–6990

    Article  CAS  Google Scholar 

  • Hill K, von Rybinski W, Stoll G (1996) Alkyl polyglucosides technology, properties and applications. VCH, Weinheim, pp 39–69

    Book  Google Scholar 

  • Jordan TN (1981) Effects of diluent volumes and surfactant on the phytotoxicity of glyphosate to Bermuda grass (Cynodon dactylon). Weed Sci 29:79–83

    CAS  Google Scholar 

  • Khot LR, Sankaran S, Maja JM, Ehsani R, Schuster EW (2012) Applications of nanomaterials in agricultural production and crop protection: a review. Crop Prot 35:64–70

    Article  CAS  Google Scholar 

  • Kim Y, Hong J, Gil H, Song H, Hong S (2013) Mixtures of glyphosate and surfactant TN20 accelerate cell death via mitochondrial damage-induced apoptosis and necrosis. Toxicol Vitro 27:191–197

    Article  CAS  Google Scholar 

  • Kindall HW, Pimentel D (1994) Constraints on the expansion of the global food supply. Ambio 23:198–205

    Google Scholar 

  • Kirkwood RC (1999) Recent developments in our understanding of the plant cuticle as a barrier to the foliar uptake of pesticides. Pestic Sci 55:69–77

    Article  CAS  Google Scholar 

  • Knowles A (2008) Recent developments of safer formulations of agrochemicals. Environmentalist 28:35–44

    Article  Google Scholar 

  • Kumar MNVR, Muzzarelli RA, Muzzarelli C, Sashiwa H, Domb AJ (2004) Chitosan chemistry and pharmaceutical perspectives. Chem Rev 104:6017–6084

    Article  Google Scholar 

  • Lao SB, Zhang ZX, Xu HH, Jiang GB (2010) Novel amphiphilic chitosan derivatives: synthesis, characterization and micellar solubilization of rotenone. Carbohyd Polym 82:1136–1142

    Article  CAS  Google Scholar 

  • Lasic DD (1993) Liposomes from physics to applications. Elsevier, Amsterdam, pp 507–516

    Google Scholar 

  • Lee GWJ, Tadros TF (1982) Formation and stability of emulsions produced by dilution of emulsifiable concentrates. Part I. An investigation of the dispersion on dilution of emulsifiable concentrates containing cationic and non-ionic surfactants. Colloids Surf 5:105–115

    Article  CAS  Google Scholar 

  • Lindman B, Danielson I (1981) The definition of microemulsion. Colloid Surf 3:391–392

    Article  Google Scholar 

  • Mainx HG, Hofer P (2009) Alkylene oxide adducts of oligosaccharides. Patent WO 2009080215

  • Malec AD, Figley TM, Turpin KL (2009) Ultra-high loading glyphosate concentrate US 20090318294

  • Marc J, Mulner-Lorillon O, Boulben S, Hureau D, Durand G, Belle R (2002) Pesticide Roundup® provokes cell division dysfunction at the level of CDK1/cyclin B activation. Chem Res Toxicol 15:326–331

    Article  CAS  Google Scholar 

  • Martinez TT, Brown K (1991) Oral and pulmonary toxicology of the surfactant used in Roundup® herbicide. Proc West Pharmacol Soc 34:43–46

    CAS  Google Scholar 

  • May OL, Culpepper AS, Cerny RE, Coots CB, Corkern CB, Cothren JT, Croon KA, Ferreira KL, Hart JL, Hayes RM, Huber SA, Martens AB, McCloskey WB, Oppenhuizen ME, Patterson MG, Reynolds DB, Shappley ZW, Subramani J, Witten TK, York AC, Mullinix BG (2002) Transgenic cotton with improved resistance to glyphosate herbicide. Crop Sci 44:234–240

    Article  Google Scholar 

  • Mesnage R, Bernay B, Séralini GE (2012) Ethoxylated adjuvants of glyphosate-based herbicides are active principles of human cell toxicity. Toxicology. doi:10.1016/j.tox.2012.09.006

  • Minanaperez M, Gracia A, Lachaise J, Salager JL (1995) Solubilization of polar oils with extended surfactants. Colloid Surf A-Physicochem Eng Asp 100:217–224

    Article  CAS  Google Scholar 

  • Nadler-Hassar T, Goldshmidt A, Rubin B, Wolf S (2004) Glyphosate inhibits the translocation of green fluorescent protein and sucrose from a transgenic tobacco host to Cuscuta campestris Yunk. Planta 219:790–796

    Article  CAS  Google Scholar 

  • Paganelli A, Gnazzo V, Acosta H, Lopez SL, Carrasco A (2010) Glyphosate-based herbicides produce teratogenic effects on vertebrates by impairing retinoic acid signaling. Chem Res Toxicol 23:1586–1595

    Article  CAS  Google Scholar 

  • Pimentel D (1995) Amounts of pesticides reaching the target pests: environmental impacts and ethics. J Agric Environ Ethics 8:17–29

    Article  Google Scholar 

  • Pompeo MP, Mainx HG, Eskuchen R, Rosessing M, Abribat B (2005) APG Granules containing agrochemical active ingredients. US Patent 0 009 707

    Google Scholar 

  • Pons M, Estelrich J (1996) Liposomes as an agrochemical tool: optimization of their production. Ind Crop Prod 5:203–208

    Article  CAS  Google Scholar 

  • Prince LM (1977) Microemulsion. Academic Press, London

    Google Scholar 

  • Rabea EI, Badawy MEI, Rogge TM, Stevens CV, Höfte M, Steurbaut W, Smagghe G (2005) Insecticidal and fungicidal activity of new synthesized chitosan derivatives. Pest Manag Sci 61:951–960

    Article  CAS  Google Scholar 

  • Riechers DE, Wax LM, Liebl RA, Bush DR (1994) Surfactant-increased glyphosate uptake into plasma membrane vesicles isolated from common lambsquarters leaves. Plant Physiol 105:1419–1425

    Google Scholar 

  • Riechers DE, Wax LM, Liebl RA, Bullock DG (1995) Surfactant effects on glyphosate efficacy. Weed Technol 9:281–285

    CAS  Google Scholar 

  • Riederer M, Markstädter C (1996) Cuticular waxes: a critical assessment of current knowledge In: Kerstiens G (ed) Plant cuticles—an integrated functional approach. Bios Scientific Publishers, Oxford, UK, pp 189–200

  • Risbud MV, Bhonda RR (2000) Polyacrylamide-chitosan hydrogels: in vitro biocompatibility and sustained antibiotic release studies. Drug Deliv 7:69–75

    Article  CAS  Google Scholar 

  • Saito H, Shinoda K (1967) The solubilization of hydrocarbons in aqueous solutions of nonionic surfactants. J Colloid Interface Sci 24:10–15

    Article  CAS  Google Scholar 

  • Schönherr J, Baur P, Buchholz A (1999) Modelling foliar penetration: its role in optimising pesticide delivery. In: Brooks GT, Roberst TR (eds) Pesticide chemistry and bioscience. Royal Society of Chemistry, Cambridge, pp 134–151

    Chapter  Google Scholar 

  • Schönherr J, Baur P, Uhlig BA (2000) Rates of cuticular penetration of 1-naphthylacetic acid (NAA) as affected by adjuvants, temperature, humidity and water quality. Plant Growth Regul 31:61–74

    Article  Google Scholar 

  • Stephenson DO, Patterson MG, Faircloth WH, Lunsford JN (2004) Weed management with fomesafen preemergence in glyphosate-resistant cotton. Weed Technol 18:680–686

    Article  CAS  Google Scholar 

  • Strey R (1996) Water—nonionic surfactant—systems, and the effect of additives. Berichte Der Bunsen-Gesellschaft-physical chemistry. Chem Phys 100:182

    CAS  Google Scholar 

  • Tadros TF (1994) Surfactants in agrochemicals. In M Dekker (ed). New York

  • Tilman D, Cassman KG, Matson PA, Naylor R, Polasky S (2002) Agricultural sustainability and intensive production practices. Nature 418:671–677

    Article  CAS  Google Scholar 

  • Tsui MTK, Chu LM (2003) Aquatic toxicity of glyphosate-based formulations: comparison between different organisms and the effects of environmental factors. Chemosphere 52:1189–1197

    Article  CAS  Google Scholar 

  • Wang L, Li X, Zhang G, Dong J, Eastoe J (2007) Oil-in-water nanoemulsions for pesticide formulations. J Colloid Interface Sci 314:230–235

    Article  CAS  Google Scholar 

  • Williams GM, Kroes R, Munro IC (2000) Safety evaluation and risk assessment of the herbicide Roundup® and its active ingredient, glyphosate, for humans. Regul Toxicol Pharmacol 31:117–165

    Article  CAS  Google Scholar 

  • Woodburn A (2000) Glyphosate: production, pricing and use worldwide. Pest Manage Sci 56:309–312

    Article  CAS  Google Scholar 

  • Wyrill JB, Burnside OC (1976) Absorption, translocation, and metabolism of 2,4-D and glyphosate in common milkweed and hemp dogbane. Weed Sci 24:557–566

    CAS  Google Scholar 

  • Yoshihara K, Ohshima H, Momozawa N, Sakai H, Abe M (1995) Binding constants of symmetric or antisymmetric electrolytes and aggregation numbers of oil-in-water type microemulsions with a nonionic surfactant. Langmuir 11:2979–2984

    Article  CAS  Google Scholar 

  • Zabkiewicz JA (2003) Foliar interactions and uptake of agrichemical formulations—present limits and future potential. In: Voss G, Ramos G (eds) Chemistry of crop protection. VCH, Weinheim, pp 237–251

    Google Scholar 

  • Zabkiewicz JA (2007) Spray formulation efficacy—holistic and futuristic perspectives. Crop Protection 26:312–319

    Article  Google Scholar 

  • Zhang C, Ping QN, Zhang H, Shen J (2003) Preparation of N-alkyl-O-sulfate chitosan derivatives and micellar solubilization of taxol. Carbohyd Polym 54:137–141

    Article  CAS  Google Scholar 

  • Zhang C, Qu GW, Sun YJ, Wu XL, Yao Z, Guo QL, Ding Q, Yuan S, Shen Z, Ping Q, Zhou H (2008) Pharmacokinetics, biodistribution, efficacy and safety of N-octyl-O-sulphate chitosan micelles loaded with paclitaxel. Biomaterials 29:1233–1241

    Article  CAS  Google Scholar 

  • Zoller U (2009) Handbook of detergents part F: production, surfactant science series, vol 142. Taylor and Francis Group, New York

    Google Scholar 

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Correspondence to Alicia Fernández Cirelli.

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Castro, M.J.L., Ojeda, C. & Cirelli, A.F. Advances in surfactants for agrochemicals. Environ Chem Lett 12, 85–95 (2014). https://doi.org/10.1007/s10311-013-0432-4

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