Polyols Prepared from Ring-Opening Epoxidized Soybean Oil by a Castor Oil-Based Fatty Diol

Zhang, Jing; Tang, Ji Jun; Zhang, Jiao Xia

doi:10.1155/2015/529235

Cited by 44 publications

(20 citation statements)

References 26 publications

(27 reference statements)

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“…[7−13] Plant oils such as soybean, corn, sunflower and palm oils are the most employed vegetable and renewable resources for the termosetting polyurethanes because of their abundancy, low cost and low toxicity. [14,15] Vegetable oils are converted to polyol in many ways, a polyhydroxy compound which is one of the constituents of polyurethanes and polyesters that are useful in wide range of applications such as adhesives, sealents, foams, elastomers etc. [16,17] Vegetable oils are functionalized over double bonds epoxidation first and followed by epoxy ring opening, hydrogenation of epoxide group, oxidation to aldehyde and then reduction to alcohol, esterification and transesterification of ester carbonyl group.…”

Section: Introductionmentioning

confidence: 99%

Intrinsically Flame Retardant Polyurethane Prepared with Epoxidized Soybean Oil and Vinylphosphonic Acid

Özşeker¹,

Karadeniz²,

Yılmaz³

2018

Croat. Chem. Acta

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The synthesis of novel polyol was carried out by the reaction of epoxidized soy-bean oil (ESBO) throught ring opening reaction with vinyl phosphonic acid (VPA) bearing two functional groups, vinyl and phosphonic acid. The synthesized polyol (PolP) and 4,4´-methylenebis(phenyl isocyanate) (MDI) were reacted to prepare biobased and inherently flame retardant polyurethane foam (PPPU). FTIR, 1 H, 13 C and 31 P NMR spectroscopy confirmed that the epoxy ring of ESBO was opened by phosphonic acid group of VPA, and vinyl group was not involved in the ring opening. The prepared polyurethane was characterized using fourier transformed infrared spectroscopy ( FTIR) and thermal properties were measured using differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA). XRD was used for crystallografic structure and SEM image of polyurethane showed smooth surface. When compared to phosphorous-free polyurethanes derived from soybean oil based polyols, PPUP exibited better flame retardant property with a limiting oxygen value index of 26.4.

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Section: Introductionmentioning

confidence: 99%

Intrinsically Flame Retardant Polyurethane Prepared with Epoxidized Soybean Oil and Vinylphosphonic Acid

Özşeker¹,

Karadeniz²,

Yılmaz³

2018

Croat. Chem. Acta

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“…A useful reaction for the modification of vegetable oils is the epoxidation of double bonds. Epoxidized soybean oil (ESO) provided commercially at reasonable cost has been used as a raw material for synthesis of new polymers [14][15][16][17][18][19] . According to the literature, ring-opening reaction of ESO with different alcohols was achieved using dry Amberlyst 15 as a catalyst [20] .…”

Section: Introductionmentioning

confidence: 99%

Synthesis and characterization of castor oil-based polymeric surfactants

Huang¹,

Liu²,

Shang³

et al. 2016

Front. Agr. Sci. Eng.

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Dehydrated castor oil was epoxidized using phosphoric acid as a catalyst and acetic acid peroxide as an oxidant to produce epoxidized castor oil (ECO). Ringopening polymerization with stannic chloride was used to produce polymerized ECO (PECO), and sodium hydroxide used to give hydrolyzed PECO (HPECO). The HPECO was characterized by Fourier transform infrared, 1 H and 13 C nuclear magnetic resonance spectroscopies, gel permeation chromatography, and differential scanning calorimetry. The weight-average molecular weight of soluble PECO and HPECO were 5026 and 2274 g$mol -1 , respectively. PECO and HPECO exhibited glass transition. Through neutralizing the carboxylic acid of HPECO with different counterions, castor oil-based polymeric surfactants (HPECO-M, where M = Na + , K + or triethanolamine ion) exhibited high efficiency to reduce the surface tension of water. The critical micelle concentration (CMC) values of HPECO-M ranged from 0.042 to 0.098 g$L -1 and the minimum equilibrium surface tensions at CMC (g cmc ) of HPECO-M ranged from 25.6 to 30.0 mN$m -1 . The water-hexadecane interfacial energy was calculated from measured surface tension using harmonic and geometric mean methods. Measured values of water-hexadecane interfacial tension agreed well with those calculated using the harmonic and geometric mean methods.

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“…Their waste disposal and recycling are very important issues 7-10 and the incombustible of materials 5, 11-12 . Vegetable oil-based polyols were produced [13][14][15][16][17][18] . A systematic study substituting polyether polyol with palm kernel oil based polyester polyol in rigid polyurethane foam studied Septevani A.…”

Section: Introductionmentioning

confidence: 99%

Different catalysts for new polyols for rigid PUR-PIR foams

Liszkowska

Czupryński

Paciorek‐Sadowska

2015

Polish Journal of Chemical Technology

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New polyols were synthesized with 2-hydroxypropane-1.2.3-tricarboxylic acid and butane-1,4-diol (1.4-BD). The synthesis was performed using different catalysts in the amount of 0.1%. Used catalyst: Tyzor TPT, tin(II) acetate, sulfuric(IV) acid. The fourth reaction was conducted without the use of a catalyst. The polyols' properties were evaluated with regards to the usefulness in rigid polyurethane-polyisocyanurate (PUR-PIR) foams (acid value, density, pH and solubility, FTIR spectra). Based on the research, it was evaluated that only the polyol synthesized using Tyzor TPT (E6) was useful in production of rigid PUR-PIR foams. Its hydroxyl number was 496 mgKOH/g and its viscosity was about 14 552 mPa · s. A series of fi ve foams P6.1-P6.5 was produced with this polyol. Rigid foams test results indicated that the amount of this compound in the foam substantially affects its compressive strength, density and their retention. The foams have low brittleness values.

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Polyols Prepared from Ring-Opening Epoxidized Soybean Oil by a Castor Oil-Based Fatty Diol

Cited by 44 publications

References 26 publications

Intrinsically Flame Retardant Polyurethane Prepared with Epoxidized Soybean Oil and Vinylphosphonic Acid

Intrinsically Flame Retardant Polyurethane Prepared with Epoxidized Soybean Oil and Vinylphosphonic Acid

Synthesis and characterization of castor oil-based polymeric surfactants

Different catalysts for new polyols for rigid PUR-PIR foams

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