4.6 Article

Propiolated Castor Oil: A Novel and Highly Versatile Bio-Based Platform for Extremely Fast, Catalyst-, and Solvent-Free Amino-yne Click Reactions

Related references

Note: Only part of the references are listed.
Article Chemistry, Multidisciplinary

Hydrolytically Degradable Poly(β-amino ester) Resins with Tunable Degradation for 3D Printing by Projection Micro-Stereolithography

Archish Muralidharan et al.

Summary: PBAE-diacrylate resins offer a wide range of available chemistries and tunable material properties for 3D printing applications. Depending on the chemistry, these resins can exhibit varying degradation behaviors, from bulk degradation to surface degradation, with different degradation rates under accelerated conditions. The high-resolution 3D printed parts achieved through simple chemical modifications in the resins combined with projection microstereolithography have similar architectures and initial properties but diverse degradation behaviors.

ADVANCED FUNCTIONAL MATERIALS (2022)

Article Polymer Science

Ultrafast synthesis of phosphorus-containing polythioethers in the presence of TBD

Ozgun Daglar et al.

Summary: The study presents a new method for the synthesis of phosphorus-containing polymers through the ultrafast thiol-yne reaction, resulting in fourteen phosphothioester-containing polythioethers with reasonable molecular weights and high yields. The proposed approach offers a rational, robust, time- and energy-saving solution for the preparation of phosphorus-containing polymers without needing harsh conditions, metal, acid, or base additives.

EUROPEAN POLYMER JOURNAL (2022)

Article Polymer Science

RAFT Polymerization of a Renewable Ricinoleic Acid-Derived Monomer and Subsequent Post-Polymerization Modification via the Biginelli-3-Component Reaction

Julian T. Windbiel et al.

Summary: The research focuses on the synthesis of a renewable methacrylate monomer based on ricinoleic acid, which can be used in radical polymerization techniques like RAFT. Post-polymerization modification using the B-3CR allows for the synthesis of polymers with increased glass transition temperature.

MACROMOLECULAR CHEMISTRY AND PHYSICS (2022)

Article Chemistry, Multidisciplinary

Plastics from renewable sources as green and sustainable alternatives

Andreia F. Sousa et al.

Summary: This appraisal provides an up-to-date overview of renewable alternatives to conventional oil-based plastics, including high-market share polyolefins, polyesters, or polyamides, and polymers derived from ubiquitous carbohydrates and vegetable oils. It also highlights end-of-life solutions.

CURRENT OPINION IN GREEN AND SUSTAINABLE CHEMISTRY (2022)

Review Chemistry, Applied

Pull-Pull Alkenes in the Aza-Michael Reaction

Alexander Yu Rulev et al.

Summary: Aza-Michael addition is a widely used reaction in organic chemistry, especially in the synthesis of bioactive compounds and drugs. While push-pull alkenes are traditionally considered as starting materials for this reaction, the involvement of pull-pull alkenes as Michael acceptors has been less studied. However, their high reactivity in nucleophilic reactions, particularly with nitrogen-centered nucleophiles, make them excellent building blocks in the synthesis of bioactive molecules and polyfunctional materials.

ADVANCED SYNTHESIS & CATALYSIS (2022)

Article Polymer Science

Getting the Terms Right: Green, Sustainable, or Circular Chemistry?

Hatice Mutlu et al.

Summary: Green chemistry, sustainable chemistry, and circular chemistry are crucial concepts for the modern lifestyle and global industries. They play a vital role in the development of a sustainable future, the implementation of circular economy, and the planetary boundaries framework. Researchers in polymer chemistry are essential in addressing plastic pollution and resource depletion issues.

MACROMOLECULAR CHEMISTRY AND PHYSICS (2022)

Article Chemistry, Applied

Thermal and mechanical properties of thiol-ene photocured thermosets containing DOPO-based liquid reactive flame retardant synthesized by metal-free azide-alkyne click reaction

Gokhan Sagdic et al.

Summary: The use of metal-free click reactions for the design and synthesis of novel flame retardant reactive monomers for thiol-ene photopolymerization is an intriguing area of research. In this study, a new reactive flame retardant was synthesized via the metal-free azide-alkyne click reaction, which displayed high gel content values and increased thermal stability. The flame retardant increased the LOI values and was easily dispersed, making it promising for future industrial applications.

PROGRESS IN ORGANIC COATINGS (2022)

Article Agricultural Engineering

Vegetable oil-based, coumarin-containing antibacterial thermosets with improved thermal stability via copper-free thermal azide-alkyne click polymerization

Emrah cakmakci et al.

Summary: In this study, antibacterial thermosets based on vegetable oil were prepared using thermal azide-alkyne cycloaddition reactions. The modified castor oil derivative showed improved thermal properties and high char yields, while the coumarin-containing materials exhibited antibacterial activity.

INDUSTRIAL CROPS AND PRODUCTS (2022)

Article Chemistry, Multidisciplinary

Metal-Free Click Modification of Triple Bond-Containing Polyester with Azide-Functionalized Vegetable Oil: Plasticization and Tunable Solvent Adsorption

Karen Cangul et al.

Summary: Pressure from environmental NGOs and the public is driving research on innovative and renewable polymers and additives. A recent focus has been on bio-based green plasticizers that can be covalently attached to replace toxic phthalate-based plasticizers. In this study, azide-functionalized soybean oil derivative (AzSBO) was prepared and investigated as a plasticizer. The results showed that AzSBO improved the thermal, mechanical, and solvent absorption properties of the polymer.

ACS OMEGA (2022)

Article Chemistry, Applied

Green synthesis of chitooligosaccharide-PEGDA derivatives through aza-Michael reaction for biomedical applications

Mina Rajabi et al.

Summary: Chitooligosaccharide (COS), an emerging material carbohydrate polymer, was prepared using a microwave-assisted process. The COS was then used to synthesize COS-poly(ethylene glycol) diacrylate (PEGDA) derivatives through aza-Michael addition. The resulting COS-PEGDA hydrogels showed high biocompatibility and can be potentially used in biomedical applications.

CARBOHYDRATE POLYMERS (2022)

Article Polymer Science

Tuning the Dynamics of Enamine-One-Based Vitrimers through Substituent Modulation of Secondary Amine Substrates

Fengbiao Chen et al.

Summary: This study demonstrates the fabrication of enamine-one vitrimers through an amino-yne click reaction using secondary amine substrates, and shows that the activation energy of the exchange reaction and the properties of the vitrimer networks can be tuned by modulating the substituents of the secondary amine. Interestingly, piperidine exhibits reactivities comparable to that of primary amines. This research enriches the scope of amine substrates for vitrimer fabrication and provides a convenient means to tune the network dynamics.

MACROMOLECULES (2022)

Article Chemistry, Multidisciplinary

Chemoenzymatic Epoxidation of Highly Unsaturated Fatty Acid Methyl Ester and Its Application as Poly(lactic acid) Plasticizer

Alejandro Sustaita-Rodriguez et al.

Summary: Enzymatic epoxidation of FAME from grape seed oil using Candida antarctica lipase produced EGSFA as a plasticizer for PLA, with a high yield. Blends with EGSFA showed improved elongation and stiffness compared to neat PLA. Thermal and mechanical properties were significantly enhanced with 0.70 wt % EGSFA content, indicating primary and secondary plasticizer attributes for EGSFA and FAME-GSO, respectively.

ACS SUSTAINABLE CHEMISTRY & ENGINEERING (2021)

Review Chemistry, Multidisciplinary

Click Nucleophilic Conjugate Additions to Activated Alkynes: Exploring Thiol-yne, Amino-yne, and Hydroxyl-yne Reactions from (Bio)Organic to Polymer Chemistry

Joshua C. Worch et al.

Summary: The 1,4-conjugate addition reaction is a historically significant organic transformation, with its efficiency and outcomes closely dependent on specific reaction conditions. With developments in catalysts and substrate scope, the reaction now demonstrates features congruent with Click chemistry and has expanded into various fields such as bioorganic chemistry and polymer chemistry. Its versatility, efficiency, and reactivity make it an increasingly important reaction with diverse applications.

CHEMICAL REVIEWS (2021)

Article Chemistry, Multidisciplinary

Aza-Michael Reaction as a Greener, Safer, and More Sustainable Approach to Biobased Polyurethane Thermosets

Julien Peyrton et al.

Summary: In this study, polymer network formations from biobased soybean and olive oil derivatives were investigated via aza-Michael addition, showing the impact of Michael donor structure on the reaction through NMR kinetics and confirming the results through multiwave rheology experiments. Various factors affecting gelation, such as Michael donors, Michael acceptors, catalysts, and stoichiometry, were extensively studied to evaluate aza-Michael polyaddition as a green and safer substitute for thermosets.

ACS SUSTAINABLE CHEMISTRY & ENGINEERING (2021)

Article Polymer Science

All in one: The preparation of polyester/silica hybrid nanocomposites via three different metal-free click reactions

Ozgun Daglar et al.

Summary: The study focused on developing innovative routes for hybrid polymer nanocomposite preparation using click chemistry reactions. Modified silica nanoparticles showed uniform dispersion in the polymer matrix, leading to enhancements in modulus and T-g values in the prepared hybrid nanocomposites. The gel content of the hybrid nanocomposites reached nearly 88%, confirming their successful formation.

EUROPEAN POLYMER JOURNAL (2021)

Article Chemistry, Multidisciplinary

Electroactive Nanogel Formation by Reactive Layer-by-Layer Assembly of Polyester and Branched Polyethylenimine via Aza-Michael Addition

Oyku Yildirimkaraman et al.

Summary: The research demonstrates the formation of a nanogel coating on a gold surface using reactive layer-by-layer assembly, which exhibits multilayered structure, uniform distribution, and good electrochemical properties. The nanogel coating based on rLBL reactions effectively drives mass and charge transfer, making it suitable for applications in soft biointerfaces.

LANGMUIR (2021)

Article Polymer Science

Polyaddition Synthesis Using Alkyne Esters for the Design of Vinylogous Urethane Vitrimers

Yann Spiesschaert et al.

Summary: Vitrimers are a type of covalent network materials with reshaping and recyclability properties. By using alkyne esters as alternative building blocks, water-free formulations and defect-free cured VU vitrimer materials can be easily obtained. This novel approach also allows for the preparation of processable epoxy materials with tunable viscoelastic properties.

MACROMOLECULES (2021)

Article Polymer Science

Dynamic Enamine-one Bond Based Vitrimer via Amino-yne Click Reaction

Xinru Guo et al.

Summary: The vitrimer fabricated through amino-yne click chemistry exhibits superior mechanical properties and faster dynamic exchange compared to the reference vitrimer derived from amine-acetoacetate condensation, due to fewer network defects and less sterically hindered exchange reaction. The efficient and side product-free amino-yne reaction provides a powerful chemical tool for vitrimer fabrication and is potentially suitable for sealing and adhesion applications.

ACS MACRO LETTERS (2021)

Article Materials Science, Multidisciplinary

Acetylene Dicarboxylic Acid Diallyl Ester: A Versatile Monomer for Thiol-Ene Photocured Networks

Ozgun Daglar et al.

Summary: Thiol-ene photopolymerization is an advantageous method for curing unsaturated monomers, and novel ACDAE-based monomers have been synthesized with potential for various click reactions. The synthesized allylic monomers demonstrated good yields and properties, showing promise for applications in polymer networks.

MACROMOLECULAR MATERIALS AND ENGINEERING (2021)

Article Food Science & Technology

Linseed Oil-Based Thermosets by Aza-Michael Polymerization

Yvan Ecochard et al.

EUROPEAN JOURNAL OF LIPID SCIENCE AND TECHNOLOGY (2020)

Article Biotechnology & Applied Microbiology

Immobilization of pectinase on polyethyleneimine based support via spontaneous amino-yne click reaction

Burcu Oktay et al.

FOOD AND BIOPRODUCTS PROCESSING (2020)

Article Polymer Science

Fully bio-based thiol-ene photocured thermosets from isosorbide and tung oil

Hazal Seker et al.

JOURNAL OF POLYMER SCIENCE (2020)

Article Food Science & Technology

Characterization and Polymerization of Epoxidized Methacrylated Castor Oil

Gokhan Cayli et al.

EUROPEAN JOURNAL OF LIPID SCIENCE AND TECHNOLOGY (2019)

Review Polymer Science

Plant-Oil-Based Polyamides and Polyurethanes: Toward Sustainable Nitrogen-Containing Thermoplastic Materials

Michael A. R. Meier

MACROMOLECULAR RAPID COMMUNICATIONS (2019)

Article Polymer Science

Aliphatic Polyester/polyhedral Oligomeric Silsesquioxanes Hybrid Networks via Copper-free 1,3-dipolar Cycloaddition Click Reaction

Reyhan Ozdogan et al.

JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY (2019)

Article Chemistry, Multidisciplinary

Plant Oil and Lignin-Derived Elastomers via Thermal Azide-Alkyne Cycloaddition Click Chemistry

Liang Yuan et al.

ACS SUSTAINABLE CHEMISTRY & ENGINEERING (2019)

Article Chemistry, Multidisciplinary

Spontaneous Amino-yne Click Polymerization: A Powerful Tool toward Regio- and Stereospecific Poly(β-aminoacrylate)s

Benzhao He et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2017)

Article Polymer Science

Copper-Catalyzed Electrophilic Polyhydroamination of Internal Alkynes

Benzhao He et al.

MACROMOLECULES (2017)

Article Polymer Science

Modification of electron deficient polyester via Huisgen/Passerini sequence

Serter Luleburgaz et al.

POLYMER (2017)

Review Engineering, Mechanical

Chemically Modifying Vegetable Oils to Prepare Green Lubricants

Gobinda Karmakar et al.

LUBRICANTS (2017)

Review Polymer Science

From monomers to polymers from renewable resources: Recent advances

Alessandro Gandini et al.

PROGRESS IN POLYMER SCIENCE (2015)

Article Food Science & Technology

Renewable co-polymers derived from castor oil and limonene

Maulidan Firdaus et al.

EUROPEAN JOURNAL OF LIPID SCIENCE AND TECHNOLOGY (2014)

Article Chemistry, Applied

Photo-curable highly water-repellent nanocomposite coatings

Yusuf Mulazim et al.

JOURNAL OF VINYL & ADDITIVE TECHNOLOGY (2013)

Review Materials Science, Multidisciplinary

Renewable polymeric materials from vegetable oils: a perspective

Gerard Lligadas et al.

MATERIALS TODAY (2013)

Article Chemistry, Multidisciplinary

Vegetable-Derived Long-Chain Surfactants Synthesized via a Green Route

Zonglin Chu et al.

ACS SUSTAINABLE CHEMISTRY & ENGINEERING (2013)

Article Food Science & Technology

Vegetable oils as platform chemicals for polymer synthesis

Juan Carlos Ronda et al.

EUROPEAN JOURNAL OF LIPID SCIENCE AND TECHNOLOGY (2011)

Article Polymer Science

Plant oils: The perfect renewable resource for polymer science?!

Lucas Montero de Espinosa et al.

EUROPEAN POLYMER JOURNAL (2011)

Review Chemistry, Multidisciplinary

Vegetable oil-based polymeric materials: synthesis, properties, and applications

Ying Xia et al.

GREEN CHEMISTRY (2010)

Review Polymer Science

Polymers from renewable resources: A perspective for a special issue of polymer reviews

Charlotte K. Williams et al.

POLYMER REVIEWS (2008)

Review Polymer Science

Michael addition reactions in macromolecular design for emerging technologies

Brian D. Mather et al.

PROGRESS IN POLYMER SCIENCE (2006)

Review Chemistry, Multidisciplinary

Origins, current status, and future challenges of green chemistry

PT Anastas et al.

ACCOUNTS OF CHEMICAL RESEARCH (2002)