Ring‐opening metathesis polymerization of a modified linseed oil with varying levels of crosslinking

Mauldin, Timothy C.; Haman, Karen; Sheng, Xia; Henna, Phillip H.; Larock, Richard C.; Kessler, Michael R.

doi:10.1002/pola.22995

Cited by 55 publications

(45 citation statements)

References 68 publications

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“…19 Dilulin appears to be a 95:5 mixture of the modified oil, possessing an average of one bicyclic moiety per triglyceride, and DCPD oligomers 6b. We have reported the ROMP of Dilulin with DCPD (Figure 2) and other strained crosslinkers20 to produce unique thermosetting resins. Utilizing DCPD, soft and flexible resins have been prepared, with sample flexibility increasing as the Dilulin content increased from 50 up to 100 wt.‐% oil 6b.…”

Section: Introductionmentioning

confidence: 99%

Fabrication and Properties of Vegetable‐Oil‐Based Glass Fiber Composites by Ring‐Opening Metathesis Polymerization

Henna¹,

Kessler²,

Larock³

2008

Macro Materials & Eng

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Glass fiber biobased composites have been prepared by ROMP of a commercially available vegetable oil derivative possessing an unsaturated bicyclic moiety, and DCPD. The resins and the corresponding composites have been characterized thermophysically and mechanically. Higher DCPD content yields materials with higher glass transition temperatures. Glass fibers significantly improve the tensile modulus of the resin from 28.7 to 168 MPa. These biobased composites utilize only a limited amount of a petroleum‐based monomer, while employing substantial amounts of a renewable resource.magnified image

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Section: Introductionmentioning

confidence: 99%

Fabrication and Properties of Vegetable‐Oil‐Based Glass Fiber Composites by Ring‐Opening Metathesis Polymerization

Henna¹,

Kessler²,

Larock³

2008

Macro Materials & Eng

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“…A representative structure for the oil fraction of Dilulin is shown in Scheme 9. Unique Dilulin-based thermosetting resins have been successfully synthesized using DCPD [108] or other polycyclic norbornene-based co-monomers (Scheme 9) [109] as cross-linkers. The ROMP of pure Dilulin itself affords a soft and flexible rubber with T g = À29 8C.…”

Section: Olefin Metathesis Polymerization Of Vegetable Oilsmentioning

confidence: 99%

Novel Polymeric Materials from Vegetable Oils and Vinyl Monomers: Preparation, Properties, and Applications

2009

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Veggie-based products: Vegetable-oil-based polymeric materials, prepared by free radical, cationic, and olefin metathesis polymerizations, range from soft rubbers to ductile or rigid plastics, and to high-performance biocomposites and nanocomposites. They display a wide range of thermophysical and mechanical properties and may find promising applications as alternatives to petroleum-based polymers.Vegetable oils are considered to be among the most promising renewable raw materials for polymers, because of their ready availability, inherent biodegradability, and their many versatile applications. Research on and development of vegetable oil based polymeric materials, including thermosetting resins, biocomposites, and nanocomposites, have attracted increasing attention in recent years. This Minireview focuses on the latest developments in the preparation, properties, and applications of vegetable oil based polymeric materials obtained by free radical, cationic, and olefin metathesis polymerizations. The novel vegetable oil based polymeric materials obtained range from soft rubbery materials to ductile or rigid plastics and to high-performance biocomposites and nanocomposites. These vegetable oil based polymeric materials display a wide range of thermophysical and mechanical properties and should find useful applications as alternatives to their petroleum-based counterparts.

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“…Olefin metathesis is known to be a very useful tool for the synthesis of a variety of polymers via ring opening metathesis polymerization33 (ROMP) as well as acyclic diene metathesis (ADMET) polymerization 34. In the case of ROMP, Larock et al developed a variety of thermosets from a norbornene‐functionalized castor‐oil derivative, as well as from norbornene‐functionalized linseed oil (commercially available from Cargill) 35–37. However, all further discussions of this contribution will focus on non‐cross‐linked systems obtained from plant‐oil derivatives via olefin metathesis.…”

Section: Plant‐oil‐derived Polymers Obtained Via Metathesismentioning

confidence: 99%

Metathesis with Oleochemicals: New Approaches for the Utilization of Plant Oils as Renewable Resources in Polymer Science

Meier

2009

Macro Chemistry & Physics

147

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Due to depleting fossil resources, the ever increasing emission of greenhouse gases and toxic waste, as well as the inefficient utilization of our available resources, we have to implement the principles of green chemistry whenever and wherever possible. Plant oils are already the most important renewable resource for the chemical industry. Due to their inherent double‐bond functionality, they offer the possibility of being transformed via several very efficient catalytic processes. Especially, new developments in olefin metathesis allow the chemist to directly polymerize or introduce a variety of functional groups to these renewable resources in an efficient manner. Therefore, olefin metathesis with plant‐oil‐derived fatty acids and their derivatives can contribute to a sustainable development of our future, since this approach has great potential for the substitution of currently used petrochemicals and a variety of value‐added chemical intermediates, especially for the polymer industry, can be derived from these resources in a straightforward fashion. This contribution will address and discuss the most recent developments in this field of research.magnified image

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Ring‐opening metathesis polymerization of a modified linseed oil with varying levels of crosslinking

Cited by 55 publications

References 68 publications

Fabrication and Properties of Vegetable‐Oil‐Based Glass Fiber Composites by Ring‐Opening Metathesis Polymerization

Fabrication and Properties of Vegetable‐Oil‐Based Glass Fiber Composites by Ring‐Opening Metathesis Polymerization

Novel Polymeric Materials from Vegetable Oils and Vinyl Monomers: Preparation, Properties, and Applications

Metathesis with Oleochemicals: New Approaches for the Utilization of Plant Oils as Renewable Resources in Polymer Science

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