UV‐curing behavior of unsaturated cyclohexanone formaldehyde resins with thiols

Xu, Peng; Li, Chaofeng; Chang, Xinwei; Zhang, Yanwu

doi:10.1002/app.48420

Cited by 4 publications

(3 citation statements)

References 40 publications

(43 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Under UV light irradiation, the CC double bond in the liquid photosensitive resin opens, allowing the molecules to connect and undergo curing. − In Figure B, it is observed that the absorption peak of the CC bond disappears at 1640 cm –1 , indicating a high degree of photocuring. Subsequent thermal-curing increases the intensity of the N–H bond absorption peak at 1558 cm –1 , suggesting the occurrence of uncoupling reactions and interactions with chain extenders containing active hydrogen.…”

Section: Resultsmentioning

confidence: 99%

Synthesis and Characterization of Silicon-Modified Polyurethane Acrylate for UV-Thermal Dual Curing in Three Dimensional Printing

Wu,

Ding,

Yuan

et al. 2024

ACS Appl. Polym. Mater.

View full text Add to dashboard Cite

Single UV-curing silicone-modified polyurethane acrylate materials have limitations, such as low molecular polymerization and weak mechanical properties compared to thermal-curing materials. This experiment synthesized a polyurethane prepolymer coated with isocyanate groups using hydroxyl polyether silicone oil (PDMS) and diisocyanate. tert-Butylaminoethyl methacrylate (t-BAEMA) was then utilized to create a silicon-modified polyurethane acrylate (SiBPUA) prepolymer with heat-unstable urea and photosensitive groups. This prepolymer was incorporated into photosensitive resin materials and processed through 3D DLP 3D printing. Upon heating, the −NCO group regenerated, and the chain extender underwent a secondary curing reaction, increasing molecular weight and improving performance. The study investigated the impact of different reactants on SiBPUA properties, deblocking temperature, optimal curing temperature, and enhancement of UV-curing materials through thermal curing. The results revealed that the use of isophorone diisocyanate (IPDI), 4,4′-diaminodicyclohexylmethane (PACM), and methyl methacrylate (MMA) resulted in the best mechanical properties. Furthermore, UV-thermal dual curing significantly enhanced tensile strength (12.5 MPa) and elongation at break (219.5%), broadening the application potential of UV-curing 3D printing materials.

show abstract

Section: Resultsmentioning

confidence: 99%

Synthesis and Characterization of Silicon-Modified Polyurethane Acrylate for UV-Thermal Dual Curing in Three Dimensional Printing

Wu,

Ding,

Yuan

et al. 2024

ACS Appl. Polym. Mater.

View full text Add to dashboard Cite

show abstract

“…Because there are carbonyl groups of weak polarity along polymer chains and terminal hydroxyl groups in the chemical structure of CFR/MeCFR, it has good compatibility with most organic substances and is easy to modify 21–23 . In our previous work, CFR of different molecule weights were prepared in the presence of solid base and endowed UV‐curing property by modification with unsaturated double bonds 24,25 …”

Section: Introductionmentioning

confidence: 99%

“…[21][22][23] In our previous work, CFR of different molecule weights were prepared in the presence of solid base and endowed UV-curing property by modification with unsaturated double bonds. 24,25 Herein, maleic anhydride (MA) is selected to endcapped the resin through post reaction. Subsequently, the esterification products are neutralized with two different bases to form salts.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of polymeric emulsifiers based on ketoaldehyde resin and their application in emulsifying styrene/water two‐phase system

Wang

Cai

Zhang

et al. 2021

J of Applied Polymer Sci

Self Cite

View full text Add to dashboard Cite

Though the stabilization effect of polymeric emulsifiers onto emulsions is worse than that of small molecular emulsifiers, the application of polymeric emulsifiers can avoid small molecule residues in polymer products. Herein, a series of polymeric emulsifiers (M‐CFR‐x‐K [Na]/M‐MeCFR‐x‐K) are synthesized based on cyclohexanone formaldehyde resin (CFR)/methylcyclohexanone formaldehyde resin (MeCFR), which are firstly modified by maleic anhydride and then neutralized by bases. The effect of different counter ions, terminal groups and chain lengths on emulsion (styrene/water) property is studied by monitoring the stability and droplet size distribution of the emulsions. The results indicate that the emulsifier with KOH as neutralizer has better emulsifying performance than that with NaOH. Besides, the emulsion prepared by M‐MeCFR‐1.20‐K, which has a hydrophilic group just at one end is more stable than that of M‐CFR‐2.25‐K, which both ends are hydrophilic groups. The chain length of polymeric emulsifiers affects the stability of emulsions. And when the acid value is 1.91 mmol/g, the modified resin (M‐CFR‐2.25‐K) has the best emulsifying performance. Furthermore, M‐CFR‐2.25‐K (acid value:1.91 mmol/g) is used for emulsion polymerization. And after the reaction, polystyrene particulates can be directly obtained by precipitation without special demulsification procedure.

show abstract

Ketone modification of alkyd synthesized from waste PET as a sustainable option: A comparative study of coating and thermal properties of alkyd–melamine–ketone resin systems

Erol,

Acar

2024

Polymer Engineering & Sci

View full text Add to dashboard Cite

This study aims to prepare alkyd–melamine–ketone combinations from short‐oil alkyd resins synthesized using coconut oil fatty acid and waste poly(ethylene terephthalate) (PET) intermediate (bis(2‐hydroxyethyl) terephthalate, BHET) for coating applications with a green technology approach. For this aim, waste PET flakes obtained from post‐consumer water bottles were depolymerized by the glycolysis reaction. Purified depolymerization intermediate (BHET) was incorporated into the formulation of the four‐component alkyd resin, completely instead of the diol. For comparison, reference alkyds without waste PET were also synthesized. Then, ketone modifications of alkyd resins were carried out using cyclohexanone formaldehyde (CHF) resin by blending method. For this, firstly, melamine formaldehyde (MF) resin was added to the alkyd resin at a ratio of 40% by weight to obtain alkyd–melamine formaldehyde (Alkyd–MF) resin. Then, ketone‐modified blends were prepared at ratios of Alkyd–MF/CHF of 80/20, 70/30, 60/40, and 50/50 by weight. The effect of using ketone (CHF) resin at different ratios and the presence of BHET on the coating properties and thermal behaviors of alkyd–ketone blend films were investigated. At the end of the study, high‐gloss (151–154 GU) and medium‐hard (71–120 König second) films exhibiting excellent adhesion (100%) were obtained from alkyd–ketone blends. In both the reference and PET‐based blend series, adding CHF resin to the alkyd–amino (Alkyd–MF) resin improved all physical coating properties. Moreover, with increasing CHF resin ratios, hardness, gloss, and abrasion properties increased in both series. Although acceptable and usable results have been obtained in all ratios of CHF resin (20%, 30%, 40%, and 50%), the optimum CHF resin ratio for each physical coating properties has changed depending on the desired properties and expectations. These blend films resisted corrosive chemicals such as concentrated alkali, acid, and salt solutions for 72 h without damage, and at the end of the 18 h not affected by water. Acetone, toluene, methanol, and ethyl acetate did not affect these films in any way. All films performed excellently in repeated environmental resistance testing over 10 cycles, simulating changing climate conditions. In the chemical coating tests, superior results were obtained with all CHF resin ratios. The thermal resistance of Alkyd–MF/CHF blend films was found to be quite high. The incorporation of CHF resin into the alkyd–amino (Alkyd–MF) resin improved thermal resistance, and as the amount of CHF resin increased the thermal stability increased in both blend series. Moreover, the thermal resistance of PET‐based blend films was higher than their counterparts in reference blends due to the use of long‐chain BHET having an aromatic unit.Highlights Alkyd–MF/CHF blends using alkyds with and without PET were prepared. Good physical/excellent chemical coating properties/high thermal resistance. Incorporation of CHF into Alkyd–MF improved coating/thermal properties. CHF significantly improved the individual alkali resistances of the alkyd. As CHF increased, physical coating properties/thermal resistance increased. The thermal stabilities of the PET‐based blend were even higher.

show abstract

UV‐curing behavior of unsaturated cyclohexanone formaldehyde resins with thiols

Cited by 4 publications

References 40 publications

Synthesis and Characterization of Silicon-Modified Polyurethane Acrylate for UV-Thermal Dual Curing in Three Dimensional Printing

Synthesis and Characterization of Silicon-Modified Polyurethane Acrylate for UV-Thermal Dual Curing in Three Dimensional Printing

Synthesis of polymeric emulsifiers based on ketoaldehyde resin and their application in emulsifying styrene/water two‐phase system

Ketone modification of alkyd synthesized from waste PET as a sustainable option: A comparative study of coating and thermal properties of alkyd–melamine–ketone resin systems

Contact Info

Product

Resources

About