Saccharide polymers, 4. Synthesis and polymerisation of 1,2-unsaturated fructopyranoid derivatives

Glümer, Anke; Yaacoub, Emile-Joseph

doi:10.1002/1521-3935(20000801)201:13<1521::aid-macp1521>3.0.co;2-6

Cited by 7 publications

(9 citation statements)

References 16 publications

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“…Figure 1 shows the diversity of possibilities for preparing high-value polymers from cardanol. Cardanol belongs to the family of long-chain hydrocarbon phenols which are phenolic lipids present in plants [151] of families notably the Anacardiacae found in many parts of the world [29,133]. They are wide-spread in tropical and temperate climates in trees, shrubs, many small plants and certain bacterial sources [29,146].…”

Section: 'Synthetically-inspired' Materials From Natural Monomersmentioning

confidence: 99%

Challenges for Natural Monomers and Polymers: Novel Design Strategies and Engineering to Develop Advanced Polymers

Pillai

2010

Designed Monomers and Polymers

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The last century witnessed the emergence of polymer science and technology that enabled the generation of knowledge and techniques to control the size, shape, structure, properties and functions of polymers to generate polymers with unprecedented properties and functions. There have been many attempts to apply this information to natural monomers and polymers to achieve the desired property profiles with varying degrees of success which have given/are giving it a new outlook as a possible alternative source for the production of polymers. Novel concepts and techniques such as 'bio-inspired' polymer design, 'synthetically-inspired' material development, etc., are contributing to the development of natural monomers and polymers as a sustainable resource to generate a knowledge-based design methodology to meet the vastly developing requirements of modern materials. This paper reviews these emerging concepts and techniques that integrate materials synthesis, process and manufacturing options with eco efficiency.

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Section: 'Synthetically-inspired' Materials From Natural Monomersmentioning

confidence: 99%

Challenges for Natural Monomers and Polymers: Novel Design Strategies and Engineering to Develop Advanced Polymers

Pillai

2010

Designed Monomers and Polymers

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“…6 Acrylation of carbohydrates has also been reported to afford functional monomers for preparing soluble copolymers or polymeric materials of potential interest for analytic or biomedical applications. 7 To reduce the number of atoms added to the parent biosourced molecule in relation with the atom economy principle, 8 unsaturated functions can be (i) generated by elimination reactions 9 or alternatively (ii) introduced by minimal functionalization. 10 Vinyl ethers and allyl ethers both possess, but for different reasons, a monosubstituted olefinic bond poorly adapted to free radical chain addition.…”

Section: Introductionmentioning

confidence: 99%

Compared Reactivity of Allyl Ribosides in UV-Initiated Free Radical Copolymerization with Acceptor Monomers

et al. 2009

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The free radical copolymerization of allyl ribosides with diethyl fumarate and maleate was investigated for evaluating the potential of donor-acceptor type copolymerization applied to unsaturated monomers derived from renewable feedstock. The photochemically induced polymerization of model monomer blends was conducted in solution as well as in liquid films of bulk reactants. Infrared spectroscopy was used to monitor the consumption of the allylic donor monomer and of the butenedicarboxylate acceptor monomers. The method allowed examining the influence of the nature of the monomer pair and of their relative concentration on the kinetic profiles. Comparison with reference vinyl ether monomers confirmed the expected lower reactivity of the blends containing allylic derivatives. SEC and NMR analysis supported the occurrence of degradative chain transfer during the reactions involving allylic monomers. However, allyl derivatives of glycerol as well as O-allyl ribosides were shown to undergo polymerization with high conversion of both monomers when blended in appropriate molar ratios.

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“…We succeeded in the synthesis of such saccharide polymers, as they are termed, early in the nineties. [15][16][17][18][19][20][21] A variety of polymerizable saccharide monomers have been synthesized from sources like glucose, fructose etc. and have been shown to undergo radical copolymerization with a wide range of commercial comonomers.…”

Section: Introductionmentioning

confidence: 99%

“…and have been shown to undergo radical copolymerization with a wide range of commercial comonomers. [13][14][15][16][17][18][19][20][21] An ongoing problem was to find an easy, convenient way of synthesis of saccharide monomers, which is essential for scale up and utilization.…”

Section: Introductionmentioning

confidence: 99%

Saccharide Polymers, 5

Glümer

Skeries

Buchholz

2004

Macro Chemistry & Physics

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Summary: New “saccharide polymers” were synthesized via free radical polymerization. The saccharide compounds in copolymerisation reactions were 2,4,6‐tri‐O‐acetyl‐3‐deoxy‐D‐erythro‐hex‐2‐enono‐1,5‐lactone (1), (Ac‐GEL 1) and 2,4,6‐tri‐O‐benzoyl‐3‐deoxy‐D‐erythro‐hex‐2‐enono‐1,5‐lactone (2), (Bz‐GEL 2). These sugar monomers are easily obtained with high yield in a one step reaction from glucono‐δ‐lactone. They have a pyranoid structure containing an endocyclic double bond and they are electron acceptor compounds. Copolymerization reactions were carried out in solution and in substance. Copolymers with different sugar contents and low as well as high molecular weights were obtained. The structures and the compositions of the soluble saccharide polymers were established by elemental analysis, polarimetry, FTIR spectroscopy, 1H and 13C NMR spectroscopy. Some characteristic properties, e.g., molecular weight, optical rotation and copolymerization parameters are reported.

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Saccharide polymers, 4. Synthesis and polymerisation of 1,2-unsaturated fructopyranoid derivatives

Cited by 7 publications

References 16 publications

Challenges for Natural Monomers and Polymers: Novel Design Strategies and Engineering to Develop Advanced Polymers

Challenges for Natural Monomers and Polymers: Novel Design Strategies and Engineering to Develop Advanced Polymers

Compared Reactivity of Allyl Ribosides in UV-Initiated Free Radical Copolymerization with Acceptor Monomers

Saccharide Polymers, 5

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