Structure and properties of halogenated and nonhalogenated soy-based polyols

Guo, Andrew; Cho, Youngjin; Petrovìć, Zoran S.

doi:10.1002/1099-0518(20001101)38:21<3900::aid-pola70>3.0.co;2-e

Cited by 293 publications

(256 citation statements)

References 11 publications

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“…A wide range of thermosets were prepared by cationic copolymerization of oils with alkene comonomers, such as divinylbenzene and styrene, resulting in copolymers ranging from elastomers to tough and rigid plastics [4][5][6][7]. With respect to the radical polymerization, since the double bonds in most of the oils are nonconjugated which are inactive for radical polymerization, their reactivity can be chemically improved by conjugating the double bonds or converting double bonds into more active groups, such as epoxy [8,9]. The epoxidized plant oils can be chemically produced from plant oil by in-situ epoxidation with hydrogen peroxide and acetic acid in the presence of sulfuric acid as catalyst [10][11][12].…”

Section: Introductionmentioning

confidence: 99%

The reactivity of linseed and soybean oil with different epoxidation degree towards vinyl acetate and impact of the resulting copolymer on the wood durability

Jebrane¹,

Cai²,

Sandström³

et al. 2017

Express Polym. Lett.

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Abstract. Linseed (LO) and soybean oil (SO) were in-situ epoxidized with peracetic acid to produce different degree of epoxidized LO and epoxidized SO. For comparison purpose, commercial epoxidized linseed oil (ELO ® ) and epoxidized soybean oil (ESO ® ) were also included in the study. The effect of epoxidation degree on the copolymerization reaction between epoxidized oils and vinyl acetate (VAc) was investigated. Results showed that a copolymer can be formed between VAc and epoxidized LO with high epoxy content, while no reaction occurred between VAc and SO or its epoxidized derivatives. As the most reactive monomer among the studied oils, the epoxidized LO with highest epoxy content (i.e. ELO ® ) was mixed with VAc and then impregnated into the wood using three different ELO ® /VAc formulations either as solution or as emulsions. After curing, the impact of the resulting copolymer issued from the three tested formulations on the wood durability was evaluated. Results showed that the formulation comprising VAc, ELO ® , H 2 O, K 2 S 2 O 8 and alkaline emulsifier (Formulation 3) can significantly improve wood's durability against white rot-(Trametes versicolor) and brown rot fungi (Postia placenta and Coniophora puteana). Treated wood of 8% weight percentage gain (WPG) was sufficient to ensure decay resistance against the test fungi with less than 5% mass loss.

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Section: Introductionmentioning

confidence: 99%

The reactivity of linseed and soybean oil with different epoxidation degree towards vinyl acetate and impact of the resulting copolymer on the wood durability

Jebrane¹,

Cai²,

Sandström³

et al. 2017

Express Polym. Lett.

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show abstract

“…The most common method to make polyols from vegetable oils is through the epoxidation of the vegetable oil's alkene group followed by epoxide ring opening with a nucleophile such as methanol or hydrochloric acid (Guo et al, 2000). Polyols produced through this common method are mostly monomeric polyols, which are basically a single unit of a polyhydroxylated triacylglycerol molecule that have an average molecular weight of 1000 Da.…”

Section: Novel Oligomeric Polyols Were Synthesised From Epoxidised Mementioning

confidence: 99%

“…An area of interest is in the development of renewable polyols and polyurethanes (PU) from vegetable oils (Desroches et al, 2012). The most common method to make polyols from vegetable oils is through the epoxidation of the vegetable oil's alkene group followed by epoxide ring opening with a nucleophile such as methanol or hydrochloric acid (Guo et al, 2000).…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Novel Oligomeric Polyols From Epoxidised Methyl Oleate and Epoxidised Palm Olein for Elastic Polyurethane Products

Hoong¹

2017

JOPR

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Novel oligomeric polyols were synthesised from epoxidised methyl oleate (EMO) and epoxidised palm olein (EPOo) through epoxide ring opening polymerisation catalysed by boron trifluoride diethyl etherate (BF 3 . Et 2 O). The properties of these oligomeric polyols were affected by the degree of epoxide of the feedstock as well as reaction conditions (monomer concentration, catalyst amount, reaction temperature and duration).Gel permeation chromatography (GPC) et al., 2012). The most common method to make polyols from vegetable oils is through the epoxidation of the vegetable oil's alkene group followed by epoxide ring opening with a nucleophile such as methanol or hydrochloric acid (Guo et al., 2000). Polyols produced through this common method are mostly monomeric polyols, which are basically a single unit of a polyhydroxylated triacylglycerol molecule that have an average molecular weight of 1000 Da. These polyols are suitable for making rigid PU products due to their molecular weight and polyhydroxylated nature, which are similar to DOI: https://doi.org/10.21894/jopr.2017DOI: https://doi.org/10.21894/jopr. .2903 SYNTHESIS OF NOVEL OLIGOMERIC POLYOLS FROM EPOXIDISED METHYL OLEATE AND EPOXIDISED PALM OLEIN FOR ELASTIC POLYURETHANE PRODUCTS 401 SYNTHESIS OF NOVEL OLIGOMERIC POLYOLS FROM EPOXIDISED METHYL OLEATE AND EPOXIDISED PALM OLEIN FOR ELASTIC POLYURETHANE PRODUCTS

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“…Prior to their use in the preparation of polyurethane, soybean oil must be converted into polyols by means of chemical modification through epoxide soybean oil (ESO) reactive oxirane functionality by opening ring reactions to nucleophilic compounds [10][11].…”

mentioning

confidence: 99%

“…There are many methods for tailoring the properties of polyurethane [15][16][17], such as by controlling the functionality of polyols (oligomers), introducing different substituents into the polyol structure, and varying the stoichiometry.…”

mentioning

confidence: 99%

Synthesis and Characterization of Soy-Based Polyurethane Foam with Utilization of Ethylene Glycol in Polyol

Firdaus

2014

MST

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The use of vegetable oils on replacing petroleum has attracted attention of many researchers. The chemical structure of vegetable oils are different from petrochemicals, so the structure of soybean oil has to be chemically modified through its unsaturated fatty acid chain in triglyceride. A two step process was conducted for the preparation of soy-polyol in designated temperatures; 50 °C, 60 °C, and 70 °C. Ethylene glycol (EG) as co-reagent was taking part in soy-polyol synthesis, and the soy-polyol was used as a sole polyol for polyurethane synthesis. Referred to the previous study, the existence of EG in polyurethane synthesis can improved physical properties of polyurethane foam. The aim of this research is using soy-derived polyol for petro-polyol replacement aligned with drop-off of petro-derived reagent; EG. One step process was applied for the foam synthesis. The ingredients for foam synthesis; soy-polyol, Toluene diisocyanate (TDI): a mixture of 2.4 and 2.6 isomers in ratio of 80:20 (TDI T-80), surfactant, and distilled water. The synergize of stoichiometry ratio of co-reagent EG to soy-epoxide with best temperature, with the absence of EG in polyurethane formula can produce an ultimate property of polyurethane foam. Abstrak Sintesis dan Karakterisasi Busa Poliuretan Berbasis Kedelai Menggunakan Etilen Glikol dalam Poliol.Penggunaan minyak sayur sebagai pengganti minyak bumi menjadi perhatian banyak peneliti. Struktur kimia minyak sayur berbeda dari minyak bumi, untuk itu diperlukan modifikasi secara kimia rantai tak jenuh asam lemak rantai trigliserida dalam minyak kedelai. Proses dua tahap dilakukan untuk membuat poliol kedelai menggunakan suhu yang telah ditetapkan; 50 °C, 60 °C, dan 70 °C. Etilen Glikol (EG) sebagai co-reagen mengambil bagian dalam sintesis poliol kedelai, dan poliol kedelai menjadi poliol tunggal dalam sintesis poliuretan. Berdasarkan hasil penelitian terdahulu, ditemukan bahwa penggunaan EG pada sintesis poliol dapat memperbaiki sifat fisika busa poliuretan. Tujuan penelitian ini adalah menggunakan poliol kedelai menggantikan poliol minyak bumi dan sejalan dengan menghilangkan reagen yang terbuat dari minyak bumi; EG. Proses satu tahap dilakukan pada sintesis busa. Bahan yang digunakan untuk sintesis busa adalah poliol kedelai, Toluen diisosianat (TDI) adalah campuran isomer 2,4 dan 2,6 pada perbandingan 80:20 (TDI T-80), surfaktan, dan air suling. Sinergi perbandingan stoikiometri antara co-reagen EG dengan epoksida kedelai pada suhu terbaik, meski tanpa penambahan EG pada pembuatan poliuretan menghasilkan sifat akhir busa poliuretan.

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Structure and properties of halogenated and nonhalogenated soy-based polyols

Cited by 293 publications

References 11 publications

The reactivity of linseed and soybean oil with different epoxidation degree towards vinyl acetate and impact of the resulting copolymer on the wood durability

The reactivity of linseed and soybean oil with different epoxidation degree towards vinyl acetate and impact of the resulting copolymer on the wood durability

Synthesis of Novel Oligomeric Polyols From Epoxidised Methyl Oleate and Epoxidised Palm Olein for Elastic Polyurethane Products

Synthesis and Characterization of Soy-Based Polyurethane Foam with Utilization of Ethylene Glycol in Polyol

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