Selected biotrends in development of epoxy resins and their composites

Polymer Bulletin

Volumn 71, Issue 11, 2014, Pages 3035-3049

  Datta, Janusz ^a   Włoch, Marcin ^a  

^a GDANSK UNIVERSITY OF TECHNOLOGY   (Poland)

Author keywords

Epoxy composites; Epoxy resin; Natural fibres

Indexed keywords

AUTOMOTIVE INDUSTRY; CHEMICAL MODIFICATION; NATURAL FIBERS;

BIO-BASED COMPOSITES; EPOXY COMPOSITE; FIBRE SURFACES; GREEN POLYMERS; HYBRID REINFORCEMENTS; PARTICULATE COMPOSITES; POLYMER SCIENCE AND TECHNOLOGY; RENEWABLE RESOURCE;

EPOXY RESINS;

EID: 84920255772     PISSN: 01700839     EISSN: 14362449     Source Type: Journal    
DOI: 10.1007/s00289-014-1229-8     Document Type: Review

References (103)

1. Kim JR, Sharma S (2012) The development and comparison of bio-thermoset plastics from epoxidized plant oils. Ind Crop Prod 36:485–499
2. Miyagawa H, Mohanty AK, Burgueño R, Drzal LT, Misra M (2007) Novel biobased resins from blends of functionalized soybean oil and unsaturated polyester resin. J Polym Sci B Polym Phys 45:698–704
3. Andjelkovic DD, Valverde M, Henna P, Li F, Larock RC (2005) Novel thermosets prepared by cationic copolymerization of various vegetable oils—synthesis and their structure–property relationships. Polym 46:9674–9685
4. Jia LK, Gong LX, Ji WJ, Kan CY (2011) Synthesis of vegetable oil based polyol with cottonseed oil and sorbitol derived from natural source. Chin Chem Lett 22:1289–1292
5. Tang J, Zhang Z, Song Z, Chen L, Hou X, Yao K (2006) Synthesis and characterization of elastic aliphatic polyesters from sebacic acid, glycol and glycerol. Eur Polym J 42:3360–3366
6. Ashby RD, Solaiman DKY, Strahan GD, Zhu C, Tappel RC, Nomura CT (2012) Glycerine and levulinic acid: renewable co-substrates for the fermentative synthesis of short-chain poly(hydroxyalkanoate) biopolymers. Bioresour Technol 118:272–280
7. Teramoto N, Saitoh Y, Takahashi A, Shibata M (2010) Biodegradable polyurethane elastomers prepared from isocyanate-terminated poly(ethylene adipate), castor oil, and glycerol. J Appl Polym Sci 115:3199–3204
8. Xu K, Chen M, Zhang K, Hu J (2004) Synthesis and characterization of novel epoxy resin bearing naphthyl and limonene moieties, and its cured polymer. Polym 45:1133–1140
9. Firdaus M, Montero de Espinosa L, Meier MAR (2011) Terpene-based renewable monomers and polymers via thiol–ene additions. Macromolecules 44:7253–7262
10. Atta AM, El-Saeed SM, Farag RK (2006) New vinyl ester resins based on rosin for coating applications. React Funct Polym 66:1596–1608
11. Atta AM, Elsaeed AM, Farag RK, El-Saeed SM (2007) Synthesis of unsaturated polyester resins based on rosin acrylic acid adduct for coating applications. React Funct Polym 67:549–563
12. Atta AM, Nassar IF, Bedawy HM (2007) Unsaturated polyester resins based on rosin maleic anhydride adduct as corrosion protections of steel. React Funct Polym 67:617–626
13. Moubarik A, Pizzi A, Allal A, Charrier F, Charrier B (2009) Cornstarch and tannin in phenol–formaldehyde resins for plywood production. Ind Crop Prod 30:188–193
14. Ramires EC, Frollini E (2012) Tannin–phenolic resins: synthesis, characterization, and application as matrix in biobased composites reinforced with sisal fibers. Compos B Eng 43:2851–2860
15. Lacoste C, Basso MC, Pizzi A, Laborie MP, Celzard A, Fierro V (2013) Pine tannin-based rigid foams: mechanical and thermal properties. Ind Crop Product 43:245–250
16. Faruk O, Bledzki AK, Fink HP, Sain M (2012) Biocomposites reinforced with natural fibers: 2000–2010. Prog Polym Sci 37:1552–1596
17. Porras A, Maranon A (2012) Development and characterization of a laminate composite material from polylactic acid (PLA) and woven bamboo fabric. Compos B Eng 43:2782–2788
18. Memon A, Nakai A (2013) Fabrication and mechanical properties of jute spun yarn/PLA unidirection composite by compression molding. Energy Procedia 34:830–838
19. Baghaei B, Skrifvars M, Berglin L (2013) Manufacture and characterisation of thermoplastic composites made from PLA/hemp co-wrapped hybrid yarn prepregs. Compos A Appl Sci Manuf 50:93–101
20. Haafiz MKM, Hassan A, Zakaria Z, Inuwa IM, Islam MS, Jawaid M (2013) Properties of polylactic acid composites reinforced with oil palm biomass microcrystalline cellulose. Carbohydr Polym 98:139–145
21. Liuyun J, Chengdong X, Lixin J, Lijuan X (2013) Effect of HA with different grain size range on the crystallization behaviors and mechanical property of HA/PLGA composite. Thermochim Acta 565:52–57
22. Ebrahimian-Hosseinabadi M, Ashrafizadeh F, Etemadifar M, Venkatraman SS (2011) Preparation and mechanical behavior of PLGA/nano-BCP composite scaffolds during in vitro degradation for bone tissue engineering. Polym Degrad Stab 96:1940–1946
23. Salim YS, Abdullah AA, Nasri CS, Ibrahim MN (2011) Biosynthesis of poly(3-hydroxybutyrate-co-3-hydroxyvalerate) and characterisation of its blend with oil palm empty fruit bunch fibers. Bioresour Technol 102:3626–3628
24. Wu CS (2013) Preparation, characterization and biodegradability of crosslinked tea plant-fibre-reinforced polyhydroxyalkanoate composites. Polym Degrad Stabil 98:1473–1480
25. Melo JDD, Carvalho LFM, Medeiros AM, Souto CRO, Paskocimas CA (2012) A biodegradable composite material based on polyhydroxybutyrate (PHB) and carnauba fibers. Compos B Eng 43:2827–2835
26. Vlček T, Petrović ZS (2006) Optimization of the chemoenzymatic epoxidation of soybean oil. J Am Oil Chem Soc 83:247–252
27. Yang L, Dai H, Yi A, Lin B, Li G (2008) Structure and properties of partially epoxidized soybean oil. J Therm Anal Calorim 93:875–879
28. Lee KW, Hailan C, Yinhua J, Kim YW, Chung KW (2008) Modification of soybean oil for intermediates by epoxidation, alcoholysis and amidation. Korean J Chem Eng 25:474–482
29. Jiang J, Zhang Y, Yan L, Jiang P (2012) Epoxidation of soybean oil catalyzed by peroxo phosphotungstic acid supported on modified halloysite nanotubes. Appl Surf Sci 258:6637–6642
30. Farias M, Martinelli M, Pagliocchi Bottega D (2010) Epoxidation of soybean oil using a homogeneous catalytic system based on a molybdenum (VI) complex. Appl Catal A 384:213–219
31. 2 catalysts in soybean oil epoxidation. Catal Today 192:112–116
32. Cai C, Dai H, Chen R, Su C, Xu X, Zhang S, Yang L (2008) Studies on the kinetics of in situ epoxidation of vegetable oils. Eur J Lipid Sci Technol 110:341–346
33. Mahendran AR, Aust N, Wuzella G, Kandelbauer A (2012) Synthesis and characterization of a bio-based resin from linseed oil. Macromol Symp 311:18–27
34. Milchert E, Smagowicz A, Lewandowski G (2010) Optimization of the reaction parameters of epoxidation of rapeseed oil with peracetic acid. J Chem Technol Biotechnol 85:1099–1107
35. Dinda S, Patwardhan AV, Goud VV, Pradhan NC (2008) Epoxidation of cottonseed oil by aqueous hydrogen peroxide catalysed by liquid inorganic acids. Bioresour Technol 99:3737–3744
36. Sun S, Yang G, Bi Y, Liang H (2011) Enzymatic epoxidation of corn oil by perstearic acid. J Am Oil Chem Soc 88:1567–1571
37. 1H NMR. Eur J Lipid Sci Technol 109:1186–1193
38. Sinadinović-Fišer S, Janković M, Borota O (2012) Epoxidation of castor oil with peracetic acid formed in situ in the presence of an ion exchange resin. Chem Eng Process Process Intensif 62:106–113
39. Mungroo R, Pradhan NC, Goud VV, Dalai AK (2008) Epoxidation of canola oil with hydrogen peroxide catalyzed by acidic ion exchange resin. J Am Oil Chem Soc 85:887–896
40. Mungroo R, Goud VV, Naik SN, Dalai AK (2011) Utilization of green seed canola oil for in situ epoxidation. Eur J Lipid Sci Technol 113:768–774
41. Rios LA, Echeverri DA, Franco A (2011) Epoxidation of jatropha oil using heterogeneous catalysts suitable for the Prileschajew reaction: acidic resins and immobilized lipase. Appl Catal A 394:132–137
42. Goud VV, Patwardhan AV, Dinda S, Pradhan NC (2007) Kinetics of epoxidation of jatropha oil with peroxyacetic and peroxyformic acid catalysed by acidic ion exchange resin. Chem Eng Sci 62:4065–4076
43. Gerbase AE, Petzhold CL, Costa APO (2002) Dynamic mechanical and thermal behavior of epoxy resins based on soybean oil. J Am Oil Chem Soc 79:797–802
44. Samper MD, Fombuena V, Boronat T, García-Sanoguera D, Balart R (2012) Thermal and mechanical characterization of epoxy resins (ELO and ESO) cured with anhydrides. J Am Oil Chem Soc 89:1521–1528
45. Chen Y, Yang L, Wu J, Ma L, Finlow DE, Lin S, Song K (2013) Thermal and mechanical properties of epoxy resin toughened with epoxidized soybean oil. J Therm Anal Calorim 113:939–945
46. Mustata F, Tudorachi N, Rosu D (2011) Curing and thermal behavior of resin matrix for composites based on epoxidized soybean oil/diglycidyl ether of bisphenol A. Compos B Eng 42:1803–1812
47. Gupta AP, Ahmad S, Dev A (2011) Modification of novel bio-based resin-epoxidized soybean oil by conventional epoxy resin. Polym Eng Sci 51:1087–1091
48. Park SJ, Jin FL, Lee JR (2004) Thermal and mechanical properties of tetrafunctional epoxy resin toughened with epoxidized soybean oil. Mater Sci Eng A 374:109–114
49. Pan X, Webster DC (2011) Impact of structure and functionality of core polyol in highly functional biobased epoxy resins. Macromol Rapid Commun 32:1324–1330
50. Aouf C, Nouailhas H, Fache M, Caillol S, Boutevin B, Fulcrand H (2013) Multi-functionalization of gallic acid. Synthesis of a novel bio-based epoxy resin. Eur Polym J 49:1185–1195
51. Van der Steen M, Bretz I, Kabasci S, Stevens CV (2013) Synthesis of biobased multivalent cross-linkers from a castor oil-derived C22-acyloin. Ind Crop Prod 46:238–245
52. Nouailhas H, Aouf C, Le Guerneve C, Caillol S, Boutevin B, Fulcrand H (2011) Synthesis and properties of biobased epoxy resins. Part 1. Glycidylation of flavonoids by epichlorohydrin. J Polym Sci A Polym Chem 10:2261–2270
53. Huang K, Zhang J, Li M, Xia J, Zhou Y (2013) Exploration of the complementary properties of biobased epoxies derived from rosin diacid and dimer fatty acid for balanced performance. Ind Crop Prod 49:497–506
54. Auvergne R, Desroches M, Clerc S, Carlotti S, Caillol S, Boutevin B (2012) New biobased epoxy hardeners: thiol–ene addition on oligobutadiene. React Funct Polym 72:393–401
55. Jaillet F, Desroches M, Auvergne R, Boutevin B, Caillol S (2013) New biobased carboxylic acid hardeners for epoxy resins. Eur J Lipid Sci Technol 115:698–708
56. Stemmelen M, Pessel F, Lapinte V, Caillol S, Habas JP, Robin JJ (2011) A fully biobased epoxy resin from vegetable oils: from the synthesis of the precursors by thiol–ene reaction to the study of the final material. J Polym Sci A Polym Chem 49:2434–2444
57. Meredith J, Coles SR, Powe R, Collings E, Cozien-Cazuc S, Weager B, Müssig J, Kirwan K (2013) On the static and dynamic properties of flax and Cordenka epoxy composites. Compos Sci Technol 80:31–38
58. Baley C, Le Duigou A, Bourmaud A, Davies P (2012) Influence of drying on the mechanical behaviour of flax fibres and their unidirectional composites. Compos A Appl Sci Manuf 43:1226–1233
59. Van de Weyenberg I, Ivens J, De Coster A, Kino B, Baetens E, Verpoest I (2003) Influence of processing and chemical treatment of flax fibres on their composites. Compos Sci Technol 63:1241–1246
60. Le Duigou A, Davies P, Baley C (2013) Exploring durability of interfaces in flax fibre/epoxy micromposites. Compos A Appl Sci Manuf 48:121–128
61. Liu Q, Hughes M (2008) The fracture behaviour and toughness of woven flax fibre reinforced epoxy composites. Compos A Appl Sci Manuf 39:1644–1652
62. Newman RH (2009) Auto-accelerative water damage in an epoxy composite reinforced with plain-weave flax fabric. Compos A Appl Sci Manuf 40:1615–1620
63. Coroller G, Lefeuvre A, Le Duigou A, Bourmaud A, Ausias G, Gaudry T, Baley C (2013) Effect of flax fibres individualisation on tensile failure of flax/epoxy unidirectional composite. Compos A Appl Sci Manuf 51:62–70
64. Di Bella G, Fiore V, Valenza A (2010) Effect of areal weight and chemical treatment on the mechanical properties of bidirectional flax fabrics reinforced composites. Mater Des 31:4098–4103
65. Muralidhar BA (2013) Tensile and compressive behaviour of multilayer flax-rib knitted preform reinforced epoxy composites. Mater Des 49:400–405
66. Muralidhar BA (2013) Study of flax hybrid preforms reinforced epoxy composites. Mater Des 52:835–840
67. Hautala M, Pasila A, Pirilä J (2004) Use of hemp and flax in composite manufacture: a search for new production methods. Compos A Appl Sci Manuf 35:11–16
68. Hepworth DG, Hobson RN, Bruce DM, Farrent JW (2000) The use of unretted hemp fibre in composite manufacture. Compos A Appl Sci Manuf 31:1279–1283
69. Guillebaud-Bonnafous C, Vasconcellos D, Touchard F, Chocinski-Arnault L (2012) Experimental and numerical investigation of the interface between epoxy matrix and hemp yarn. Compos A Appl Sci Manuf 43:2046–2058
70. Islam MS, Pickering KL, Foreman NJ (2011) Influence of alkali fiber treatment and fiber processing on the mechanical properties of hemp/epoxy composites. J Appl Polym Sci 119:3696–3707
71. Wood BM, Coles SR, Maggs S, Meredith J, Kirwan K (2011) Use of lignin as a compatibiliser in hemp/epoxy composites. Compos Sci Technol 71(16):1804–1810
72. Boquillon N (2006) Use of an epoxidized oil-based resin as matrix in vegetable fibers-reinforced composites. J Appl Polym Sci 101(6):4037–4043
73. Hossain MR, Islam MA, Van Vuurea A, Verpoest I (2013) Tensile behavior of environment friendly jute epoxy laminated composite. Procedia Eng 56:782–788
74. Doan TTL, Brodowsky H, Mäder E (2012) Jute fibre/epoxy composites: surface properties and interfacial adhesion. Compos Sci Technol 72(10):1160–1166
75. MishraV Biswas S (2013) Physical and mechanical properties of bi-directional jute fiber epoxy composites. Procedia Eng 51:561–566
76. Gassan J (2002) A study of fibre and interface parameters affecting the fatigue behaviour of natural fibre composites. Compos A Appl Sci Manuf 33(3):369–374
77. Oksman K, Wallström L, Berglund LA, Filho RDT (2002) Morphology and mechanical properties of unidirectional sisal–epoxy composites. J Appl Polym Sci 84(13):2358–2365
78. Chand N, Dwivedi UK (2007) Influence of fiber orientation on high stress wear behavior of sisal fiber-reinforced epoxy composites. Polym Compos 28(4):437–441
79. Rassmann S, Paskaramoorthy R, Reid RG (2011) Effect of resin system on the mechanical properties and water absorption of kenaf fibre reinforced laminates. Mater Des 32(3):1399–1406
80. Chin CW, Yousif BF (2009) Potential of kenaf fibres as reinforcement for tribological applications. Wear 267(9–10):1550–1557
81. Verma CS, Chariar VM (2012) Development of layered laminate bamboo composite and their mechanical properties. Compos B Eng 43(3):1063–1069
82. Nirmal U, Hashim J, Low KO (2012) Adhesive wear and frictional performance of bamboo fibres reinforced epoxy composite. Tribol Int 47:122–133
83. Sapuan SM, Leenie A, Harimi M, Beng YK (2006) Mechanical properties of woven banana fibre reinforced epoxy composites. Mater Des 27(8):689–693
84. Leman Z, Sapuan SM, Saifol AM, Maleque MA, Ahmad MMHM (2008) Moisture absorption behavior of sugar palm fiber reinforced epoxy composites. Mater Des 29(8):1666–1670
85. Alsaeed T, Yousif BF, Ku H (2013) The potential of using date palm fibres as reinforcement for polymeric composites. Mater Des 43:177–184
86. Sbiai A, Kaddami H, Fleury E, Maazouz A, Erchiqui F, Koubaa A, Soucy J, Dufresne A (2008) Effect of the fiber size on the physicochemical and mechanical properties of composites of epoxy and date palm tree fibers. Macromol Mater Eng 293(8):684–691
87. Nascimento DCO, Ferreira AS, Monteiro SN, Aquino RCMP, Kestur SG (2012) Studies on the characterization of piassava fibers and their epoxy composites. Compos A Appl Sci Manuf 43(3):353–362
88. Yousif BF, Shalwan A, Chin CW, Ming KC (2012) Flexural properties of treated and untreated kenaf/epoxy composites. Mater Des 40:378–385
89. Venkateshwaran N, Perumal AE, Arunsundaranayagam D (2013) Fiber surface treatment and its effect on mechanical and visco-elastic behaviour of banana/epoxy composite. Mater Des 47:151–159
90. Chikkol VS, Yalaburgi JS, Wooday PPK (2012) Mechanical behavior of areca fiber reinforced epoxy composites. Adv Polym Technol 31(4):319–330
91. Lu T, Jiang M, Jiang Z, Hui D, Wang Z, Zhou Z (2013) Effect of surface modification of bamboo cellulose fibers on mechanical properties of cellulose/epoxy composites. Compos B Eng 51:28–34
92. Kushwaha PK, Kumar R (2010) Studies on water absorption of bamboo–epoxy composites: effect of silane treatment of mercerized bamboo. J Appl Polym Sci 115(3):1846–1852
93. Bachtiar D, Sapuan SM, Hamdan MM (2008) The effect of alkaline treatment on tensile properties of sugar palm fibre reinforced epoxy composites. Mater Des 29(7):1285–1290
94. Gañan P, Garbizu S, Llano-Ponte R, Mondragon I (2005) Surface modification of sisal fibers: effects on the mechanical and thermal properties of their epoxy composites. Polym Compos 26(2):121–127
95. Patra A, Bisoyi DK, Manda PK, Singh AK (2013) Electrical and mechanical properties of the potassium permanganate treated short sisal fiber reinforced epoxy composite in correlation to the macromolecular structure of the reinforced fiber. J Appl Polym Sci 128(2):1011–1019
96. Scida D, Assarar M, Poilâne C, Ayad R (2013) Influence of hygrothermal ageing on the damage mechanisms of flax-fibre reinforced epoxy composite. Compos B Eng 48:51–58
97. Mohan TP, Kanny K (2011) Water barrier properties of nanoclay filled sisal fibre reinforced epoxy composites. Compos A Appl Sci Manuf 42(4):385–393
98. Boopalan M, Niranjanaa M, Umapathy MJ (2013) Study on the mechanical properties and thermal properties of jute and banana fiber reinforced epoxy hybrid composites. Compos B Eng 51:54–57
99. Jawaid M, Khalil HPSA, Bakar AA (2011) Woven hybrid composites: tensile and flexural properties of oil palm-woven jute fibres based epoxy composites. Mater Sci Eng A 528(15):5190–5195
100. Jawaid M, Khalil HPSA, Hassan A, Dungani R, Hadiyane A (2013) Effect of jute fibre loading on tensile and dynamic mechanical properties of oil palm epoxy composites. Compos B Eng 45(1):619–624
101. Ramnath BV, Kokan SJ, Raja RN, Sathyanarayanan R, Elanchezhian C, Prasad AR, Manickavasagam VM (2013) Evaluation of mechanical properties of abaca–jute–glass fibre reinforced epoxy composite. Mater Des 51:357–366
102. Ramesh M, Palanikumar K, Reddy KH (2013) Comparative evaluation on properties of hybrid glass fiber-sisal/jute reinforced epoxy composites. Procedia Eng 51:745–750
103. Liu Z, Erhan SZ (2008) “Green” composites and nanocomposites from soybean oil. Mater Sci Eng A 483–484:708–711