Preparation and Properties of Secondary and Branched-Chain Alkyl Acrylates

Rehberg, C. E.; Faucette, W. A.; Fisher, C. H.

doi:10.1021/ja01238a035

Cited by 57 publications

(19 citation statements)

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“…An example is the production of PET (polyethylene terephthalate), which involves a step where dimethylterephthalate is transesterified with ethylene glycol in the presence of zinc acetate as catalyst (Scheme 2) 2 . Furthermore, a large number of acrylic acid derivatives is produced by transesterification of methyl acrylate with different alcohols, in the presence of acid catalysts [3][4][5][6] .…”

Section: General Aspects Of Transesterificationmentioning

confidence: 99%

Transesterification of vegetable oils: a review

Schuchardt¹,

Sercheli²,

Vargas³

1998

J. Braz. Chem. Soc.

976

539

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A transesterificação de óleos vegetais com metanol, bem como as principais aplicações de ésteres metílicos de ácidos graxos, são revisadas. São descritos os aspectos gerais desse processo e a aplicabilidade de diferentes tipos de catalisadores (ácidos, hidróxidos, alcóxidos e carbonatos de metais alcalinos, enzimas e bases não-iônicas, como aminas, amidinas, guanidinas e triamino(imino)fosforanos). Enfoque especial é dado às guanidinas, que podem ser facilmente heterogeneizadas em polímeros orgânicos. No entanto, as bases ancoradas lixiviam dos polímeros. Novas estratégias para a obtenção de guanidinas heterogeneizadas mais resistentes à lixiviação são propostas. Finalmente, são descritas várias aplicações para ésteres de ácidos graxos, obtidos por transesterificação de óleos vegetais.The transesterification of vegetable oils with methanol as well as the main uses of the fatty acid methyl esters are reviewed. The general aspects of this process and the applicability of different types of catalysts (acids, alkaline metal hydroxides, alkoxides and carbonates, enzymes and non-ionic bases, such as amines, amidines, guanidines and triamino(imino)phosphoranes) are described. Special attention is given to guanidines, which can be easily heterogenized on organic polymers. However, the anchored catalysts show leaching problems. New strategies to obtain non-leaching guanidine-containing catalysts are proposed. Finally, several applications of fatty acid esters, obtained by transesterification of vegetable oils, are described.

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Section: General Aspects Of Transesterificationmentioning

confidence: 99%

Transesterification of vegetable oils: a review

Schuchardt¹,

Sercheli²,

Vargas³

1998

J. Braz. Chem. Soc.

976

539

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“…4 However, lower reactivity of the ester carbonyl functionality and the reversible nature of the reaction equilibrium resulting in partial conversion are two major limitations associated with this class of reactions. Here also, a wide range of acidic, basic and other catalysts (sulfuric acid, 5 p-toluenesulfonic acid, 6,7 DMAP, 8 ZnO, 9 sodium alkoxide, 10 solid K 2 CO 3 , 11 KCN, 12 Rasta resin-TBD, 13 etc.) have been employed to enhance the reactivity of ester carbonyl.…”

Section: Introductionmentioning

confidence: 99%

The first vinyl acetate mediated organocatalytic transesterification of phenols: a step towards sustainability

2015

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“…The value of Tg and its dependence on composition, within the structural unit, can be predicted from knowledge of the chemical structure of the new group but without neglecting the effect that this new group has on the overall configuration of the polymer. The situation is similar to copolymers, where each of the comonomeric units has a specific effect and contribution to the glass transition temperature, according to the glass transi- 21, (l,k), (1,6), (1,8),(l ,l O),an d(l,l2) PEMIS 1 (n',n) (5,2),(5,4),(5,6), (5,8),and (5.10). PEMIS5' (n:n) tion of each one of the components and their weight fractions in the copolymer.…”

Section: Introductionmentioning

confidence: 91%

Dependence of the glass transition temperature of poly[N‐(n‐alkyloxy‐carbonyl‐methyl) Maleimides] and poly[N‐(5‐n‐alkyloxycarbonyl‐n‐pentyl) Maleimides] on n‐alkyl side‐chain length

Barrales‐Rienda

Mazón-Arechederra

1988

J Polym Sci B Polym Phys

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SynopsisThe glass transition temperature has been determined by a refractometric technique for two homologous series of poly[ N-( n-alkyloxycmbonyl-methyl) maleimides] (PEMIS 1) and poly[ N45n-alkyloxycarbonyl-n-pentyl) maleimides] (PEMIS 5) with the outer part of the n-alkyl side-chain ranging in length from ethyl to docosyl for PEMIS 1 and from ethyl to decyl for PEMIS 5 and including only the even members of the series. The glass transition temperature is directly related to the number of methylene groups in the outer part of the n-alkyl side-chain (including terminal methyl) of the repeating unit. A semiempirical equation is presented that affords estimates of Tg that are in good agreement with the experimental data.

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Preparation and Properties of Secondary and Branched-Chain Alkyl Acrylates

Cited by 57 publications

References 0 publications

Transesterification of vegetable oils: a review

Transesterification of vegetable oils: a review

The first vinyl acetate mediated organocatalytic transesterification of phenols: a step towards sustainability

Dependence of the glass transition temperature of poly[N‐(n‐alkyloxy‐carbonyl‐methyl) Maleimides] and poly[N‐(5‐n‐alkyloxycarbonyl‐n‐pentyl) Maleimides] on n‐alkyl side‐chain length

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