Linear glycidyl carbamate (GC) resins for highly flexible coatings

Harkal, Umesh D.; Muehlberg, Andrew J.

doi:10.1007/s11998-012-9415-9

Cited by 4 publications

(6 citation statements)

References 22 publications

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“…11). 66 This approach reduces the functional group content to the minimum needed for crosslinking with multifunctional amines (two groups per molecule), plus introduces additional carbamate groups to increase the hydrogen bonding in the cured coating. The hydrogen bonding can allow the coating to have ductility and absorb energy during deformation, but then the hydrogen bonds can reform after deformation and restore a good network structure.…”

Section: Coatingsmentioning

confidence: 99%

Glycidyl carbamate functional resins and their applications: a review

Webster

2020

Polymer International

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The glycidyl carbamate functional group consists of an epoxide adjacent to a carbamate or urethane. Glycidyl carbamate functional resins are compounds that have two or more glycidyl carbamate groups. Glycidyl carbamate resins can be cured through the epoxy groups with any of the typical curing agents currently used for epoxy systems such as amines, anhydrides or phenolics. An advantage of glycidyl carbamate resins is that the end user can use epoxy curing chemistry to form thermosets and obtain a polyurethane without having to handle isocyanates. This review surveys the peer-reviewed and patent literature on glycidyl carbamate functional resins and their applications. Glycidyl carbamate compositions have been explored for use in adhesives, sealants, elastomers and coatings. In most of the reported studies, glycidyl carbamate resins offer improved adhesion, flexibility and faster curing compared to conventional epoxy resin systems, making it an attractive alternative thermosetting polymer system.

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Section: Coatingsmentioning

confidence: 99%

Glycidyl carbamate functional resins and their applications: a review

Webster

2020

Polymer International

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“…GC coatings have been introduced as isocyanate-free systems that retain the desired properties of polyurethanes. [42][43][44][45][46][47][48][49][50] Isocyanates are often flagged for their effects on workers' health, however it is challenging to disregard their desired properties that comes from the urethane linkages, 44,51 thus glycidyl carbamate (GC) coatings were introduced to deliver both urethane linkage and epoxy chemistry for crosslinking. 44,45,48 The glycidyl carbamate functional group consists of an epoxy group positioned adjacent to a urethane (carbamate).…”

Section: Introductionmentioning

confidence: 99%

“…[42][43][44][45][46][47][48][49][50] Isocyanates are often flagged for their effects on workers' health, however it is challenging to disregard their desired properties that comes from the urethane linkages, 44,51 thus glycidyl carbamate (GC) coatings were introduced to deliver both urethane linkage and epoxy chemistry for crosslinking. 44,45,48 The glycidyl carbamate functional group consists of an epoxy group positioned adjacent to a urethane (carbamate). GC coatings are composed of a GC resin, which can undergo either curing with an amine 44 or self-crosslinking.…”

Section: Introductionmentioning

confidence: 99%

“…44,45,48 The glycidyl carbamate functional group consists of an epoxy group positioned adjacent to a urethane (carbamate). GC coatings are composed of a GC resin, which can undergo either curing with an amine 44 or self-crosslinking. 48 GC resins are readily synthesized by the reaction of an isocyanate resin with glycidol, generating a urethane/carbamate linkage and introducing epoxy functional groups.…”

Section: Introductionmentioning

confidence: 99%

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Amphiphilic marine coating systems of self-stratified PDMS-PEG surfaces with an epoxy-polyurethane matrix

et al. 2022

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Marine coatings protect submerged surfaces from the negative effects of biofouling. In this work, we demonstrate a new method to prepare self-stratified, amphiphilic glycidyl-carbamate (GC)-based (epoxy urethane-based) coatings (AmpSiGC coatings) that have fouling-release properties making them suitable for marine use. The prepared coating systems are unique and durable in character as the bulk coating takes advantage of both epoxy and urethane functionalities while the surface is comprised of both hydrophilic and hydrophobic domains, granting it an amphiphilic characteristic. The experimental approach aimed to evaluate several factors that influence coating performance, including molecular weight of poly (ethylene glycol) (PEG) and PDMS moieties, ratio of hydrophobic (PDMS) and hydrophilic (PEG) components in the system, and the effect of different curing agents. The results demonstrated that polymeric chains of 10,000 𝑀 ̅ 𝑛 PDMS and 750 𝑀 ̅ 𝑛 PEG at 10-15 wt.% each offer substantially improved or comparable fouling-release performance in comparison to commercial marine coatings. This paper reports on the facile synthesis and characterization of the GC resin and GC prepolymers using FTIR and epoxy titrations; surface characterization of the coatings using ATR-FTIR, XPS, and AFM; and fouling-release assessment of the surfaces using laboratory biological assays with the barnacle Amphibalanus amphitrite, the algae Ulva linza and Navicula incerta, and the bacteria Cellulophaga lytica.

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“…20 Umesh et al used BEPD as the primary diol for glycidyl carbamate resins since its long side chains can reduce the resin viscosity. 21 According to Legrand et al, amorphous polyesters obtained from ISOS and TCDDM have potential for commercial development. They are characterized by high glass transition temperature and high heat deflection temperature.…”

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confidence: 99%

Vinyl methyl oxazolidinone as reactive diluent to overcome the solubility limitations of highly polar unsaturated polyesters

Wylezek,

Kalinkin,

Gläser

et al. 2024

J of Applied Polymer Sci

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Vinyl methyl oxazolidinone (VMOX®) is studied as a new reactive diluent (RD) for highly polar unsaturated polyesters (UPs). Molecules with special structure properties are extensively investigated as components for unsaturated polyester resins (UPRs) and thermosets, particularly for high‐temperature applications. Special diols with a cyclic structure like isosorbide and tricyclodecanedimethanol or special diols with side groups like 2‐methyl‐2‐propyl‐1,3‐propanediol and 2‐ethyl‐2‐butyl‐1,3‐propanediol can provide interesting properties. Bio‐based diols such as isosorbide and 1,3‐butanediol improve the sustainability profile. However, UPs based on such special diols have a higher polarity, limiting their solubility in styrene. This demands a RD, which provides adequate solubility and is suitable for high‐temperature applications. Therefore, our study compares the solubility of highly polar UPs based on special diols in styrene and VMOX®. UPs with different formulations, polarities, and Hansen parameters were synthesized and characterized. The solubility sphere of styrene was determined experimentally with the synthesized UPs. The influence of the special diols on the thermoset properties was investigated in dynamic mechanical analysis measurements. In conclusion, VMOX® as a RD enables full utilization of special diols properties due to the wide solubility window. Moreover, a new class of high‐temperature styrene‐free UP resin was developed.

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Linear glycidyl carbamate (GC) resins for highly flexible coatings

Cited by 4 publications

References 22 publications

Glycidyl carbamate functional resins and their applications: a review

Glycidyl carbamate functional resins and their applications: a review

Amphiphilic marine coating systems of self-stratified PDMS-PEG surfaces with an epoxy-polyurethane matrix

Vinyl methyl oxazolidinone as reactive diluent to overcome the solubility limitations of highly polar unsaturated polyesters

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