Urethanes and polyurethanes based on oxypropylated cork: 1. Appraisal and reactivity of products

Evtiouguina, Margarita; Gandini, Alessandro; Neto, Carlos Pascoal; Belgacem, Mohamed Naceur

doi:10.1002/pi.760

Cited by 34 publications

(25 citation statements)

References 12 publications

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“…This phenomenon has been reported for other polyurethane systems and was ascribed to an autocatalytic effect of the forming urethane group (Hager et al, 1981). The occurrence of isocyanate secondary reactions can also justify these deviations, as suggested by Cordeiro et al (1997), Pavier and Gandini (2000), and Evtiouguina et al (2001). Nevertheless, the later should not be applied to this work since the experimental conditions were chosen in order to avoid secondary reactions.…”

Section: Preliminary Kinetic Studiesmentioning

confidence: 96%

“…A simplification was considered assuming equal reactivity for all hydroxyls presented in the reaction mixture. This procedure is widely used to model complex polyurethane systems, for example, to model the synthesis of polyurethanes from suberin (Cordeiro et al, 1997), from oxypropylated cork (Evtiouguina et al, 2001), and from oxypropylated sugar beet pulp (Pavier and Gandini, 2000). This approach was also used to model the synthesis of segmented polyurethane systems where more than one type of hydroxyl is present (Barreiro, 2000).…”

Section: Preliminary Kinetic Studiesmentioning

confidence: 99%

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Monitoring of lignin-based polyurethane synthesis by FTIR-ATR

Cateto

Barreiro

Rodrigues

2008

Industrial Crops and Products

105

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Synthesis FTIR-ATR a b s t r a c t FTIR-ATR (Fourier Transform Infrared Spectroscopy working in the mode of Attenuated TotalReflectance) was applied to study the formation of lignin-based polyurethanes. Although some studies related to the use of lignin in polyurethane synthesis, are available in literature, still persist a gap for a systematic study of this kind of systems, involving the measurement of kinetic data, modelling and optimization of the polymerization process.The present methodology allows the test of different formulations at a scale of 3-5 g, considering several process variables: temperature, NCO/OH ratio, type and average molecular weight of the polyol, type of isocyanate, type and weight content of lignin.This work aims to describe the methodology used to perform the FTIR experiments by presenting a case study. The polyurethane samples have been prepared starting with 4,4 -methylene-diphenylene isocyanate (MDI), policaprolactonediol (PCL) of three different average molecular weights (1000, 750 and 400) and a commercial lignin (Indulin AT from Meadwestvaco) at different weight contents (10, 15, 20 and 25%). The results obtained in this work point out for the validation of the proposed experimental technique and confirm that lignin was incorporated in the final three-component polyurethane sample by chemical reaction with isocyanates, i.e., formation of urethane linkages.

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Section: Preliminary Kinetic Studiesmentioning

confidence: 96%

Section: Preliminary Kinetic Studiesmentioning

confidence: 99%

Monitoring of lignin-based polyurethane synthesis by FTIR-ATR

Cateto

Barreiro

Rodrigues

2008

Industrial Crops and Products

105

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“…Due to its high content in suberin, birch outer bark has been proposed as a source of monomers, e.g., of ω-hydroxyfatty acids, α,ω-dicarboxylic acids, and homologous mid-chain dihydroxy or epoxy derivatives for production of novel macromolecular materials (Gandini et al, 2006), polyesters (Olsson et al, 2007;Sousa et al, 2007), polyols (Evtiouguina et al, 2000(Evtiouguina et al, , 2002, polyurethanes (Cordeiro et al, 1997(Cordeiro et al, , 1999Evtiouguina et al, 2001) and has also been considered as a source of extractives, namely, of triterpenoids and in particular of betulinol (Pinto et al, 2009). Some patents have already addressed the possibility of using birch bark as a source of chemicals (Krasutsky et al, 2003(Krasutsky et al, , 2005(Krasutsky et al, , 2009).…”

Section: Utilization In Perspectivementioning

confidence: 99%

Cork-Containing Barks—A Review

Leite

Pereira

2017

Front. Mater.

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Tree barks are among the less studied forest products notwithstanding their relevant physiological and protective role in tree functioning. The large diversity in structure and chemical composition of barks makes them a particularly interesting potential source of chemicals and bioproducts, at present valued in the context of biorefineries. One of the valuable components of barks is cork (phellem in anatomy) due to a rather unique set of properties and composition. Cork from the cork oak (Quercus suber) has been extensively studied, mostly because of its economic importance and worldwide utilization of cork products. However, several other species have barks with substantial cork amounts that may constitute additional resources for cork-based bioproducts. This paper makes a review of the tree species that have barks with significant proportion of cork and on the available information regarding the structural and chemical characterization of their bark. A general integrative appraisal of the formation and types of barks and of cork development is also given. The knowledge gaps and the potential interesting research lines are identified and discussed, as well as the utilization perspectives.

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“…The most interesting applications for suberin components that are being investigated involves their use in the synthesis of polymeric materials (Gandini et al, 2006), notably polyols through oxypropylation (Evtiouguina et al, 2000(Evtiouguina et al, , 2002, polyurethanes synthesis, either from the oxypropylated material (Evtiouguina et al, 2001) or from depolymerized suberin mixtures (Cordeiro et al, 1997(Cordeiro et al, , 1999, and finally polyesters, either from depolymerized suberin mixtures (Sousa et al, 2007) or from isolated monomers (Olsson et al, 2007).…”

Section: Introductionmentioning

confidence: 99%

Quercus suber and Betula pendula outer barks as renewable sources of oleochemicals: A comparative study

Pinto

Sousa

Silvestre

et al. 2009

Industrial Crops and Products

Self Cite

119

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a b s t r a c tA comparative study on the chemical composition of oak cork (Quercus suber L.) and corresponding industrial residues and birch (Betula pendula L.) outer bark is reported. Cork oak samples have lower extractives contents (6-9%) and higher contents of carbohydrates and lignin (23-27 and 33-38%, respectively) than those found for birch outer bark (40, 6 and 9%, respectively); suberin contents accounted for around 30% of cork, 11% of industrial cork powder and 45% of birch outer bark. Analysis of the suberin monomeric composition revealed that C18 and C22 -hydroxyfatty acids (including mid-chain epoxyand dihydroxy-derivatives), followed by ␣,-dicarboxylic acids, are the main components in both suberins, with 9,10-epoxy-18-hydroxyoctadecanoic, 18-hydroxyoctadec-9-enoic, 9,10,18-trihydroxyoctadecanoic and octadec-9-enoic acids as the major components. The differences in the relative amounts of these acids in the suberin samples and the impact on the potential exploitation of the different industrial by-products are discussed.

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Urethanes and polyurethanes based on oxypropylated cork: 1. Appraisal and reactivity of products

Cited by 34 publications

References 12 publications

Monitoring of lignin-based polyurethane synthesis by FTIR-ATR

Monitoring of lignin-based polyurethane synthesis by FTIR-ATR

Cork-Containing Barks—A Review

Quercus suber and Betula pendula outer barks as renewable sources of oleochemicals: A comparative study

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