Preparation and characterization of high initial bonding strength reactive hot melt polyurethane adhesive derived from phthalate polyester polyols

Qi, Yan; Zhao, Lin; Lin, Xing; Fang, Cheng

doi:10.1080/01694243.2018.1471841

Cited by 15 publications

(9 citation statements)

References 27 publications

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“…It can be seen from Figure 5 that the peak appeared at 3330, 1730, and 1530 cm −1 are ascribed to the stretching vibrational of NH, CO, and CN in urethane groups, respectively. The stretching vibration band of the isocyanate group (NCO) appeared at 2270 cm −1 33,34 . As the isocyanate group reacts with moisture, the peaks at 2270 cm −1 disappeared gradually with time.…”

Section: Resultsmentioning

confidence: 99%

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A novel polyether polyol contains repeating cyclohexane units and its application on reactive polyurethane adhesive

Zong

Fang

Zhao

et al. 2020

Polymers for Advanced Techs

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A novel polyether polyol was successfully synthesized from cyclohexene oxide (CO), propylene oxide (PO), and poly(propylene glycol) 400 through ring-opening polymerization, catalyzed by double metal cyanide catalyst for the first time. Then, the obtained cyclohexane-based polyether polyol (CPOL) further reacted with 4,4 0-diphenylmethane diisocyanate to form reactive polyurethane adhesive (RPUA). The thermal properties and mechanical strength of the RPUA were characterized by differential scanning calorimetry, dynamic mechanical analysis, thermogravimetric analysis, and lap shear strength test. It was found that with the introduction of cyclohexane units, the glass transition temperature (T g) and thermal stability of the RPUA increased about 122.3% and 3.32%, respectively. Besides, the lap shear strength of the RPUA prepared with the synthesized CPOL was 130.67% higher than the counterpart derived from conventional polyether polyol 2000. Furthermore, compared with RPUA-PPG, RPUA-CPOL also exhibited excellent lap shear strength on polycarbonate substrate even when the adhesion joints were immersed into hot water or alkaline solvent. All the above results suggest that the cyclohexane units in polyether polyol have great improvements in the thermal stability and lap shear strength of RPUA.

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Section: Resultsmentioning

confidence: 99%

“…Another interesting phenomenon is observed that the RPUA‐CPOL requires more curing time than RPUA‐PPG. This can be explained by the fact that the pendant cyclohexane units of CPOL can hinder the permeation of moisture and reduce the curing rate of RPUA‐CPOL, 34 due to the more hydrophobic of CPOL than PPG 2000.…”

Section: Resultsmentioning

confidence: 99%

A novel polyether polyol contains repeating cyclohexane units and its application on reactive polyurethane adhesive

Zong

Fang

Zhao

et al. 2020

Polymers for Advanced Techs

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“…The lap-shear strength at this period depends primarily on intermolecular dipole−dipole interactions and hydrogen bonding rather than chemical bonding or crosslinking structure. 8 PURHA-PLA and PUHRA-PCLA28, with higher LA/CL ratios, showed relatively higher green strengths on all substrates. The reason was that the more the PLA segments in the PURHA, the more the carbonyl groups in the molecular chain, and the easier it is to form hydrogen bonds and dipole−dipole interactions, ultimately attaining a higher green strength.…”

Section: Adhesion Properties Of Bio-basedmentioning

confidence: 91%

“…The first stage is physical cross-linking, where intermolecular dipole–dipole interactions and hydrogen bonding primarily contribute to the bonding strength. The crystallization behavior of the raw material also affects the initial bonding strength of PURHAs . The second stage is chemical cross-linking, wherein the isocyanate groups react with environmental moisture or compounds containing active hydrogen on the substrate’s surface, resulting in the formation of an irreversible cross-linked structure. , This chemical cross-linking imparts PURHAs with desirable properties such as heat resistance, solvent resistance, and aging resistance .…”

Section: Introductionmentioning

confidence: 99%

Eco-Friendly Polyurethane Reactive Hot-Melt Adhesive Derived from Poly(ε-caprolactone-co-lactic acid) Diols

Wang,

Yuan,

Pan

et al. 2023

ACS Appl. Polym. Mater.

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Due to the exhaustion of fossil resources and the degradation of the environment, there is an increasing utilization of eco-friendly materials as substitutes for petroleum-derived materials. In this work, a series of poly(ε-caprolactone-co-lactic acid) diols were synthesized via one-pot ring-opening polymerization with different lactic acid (LA)/ε-caprolactone (CL) feed ratios. Subsequently, the eco-friendly diols were mixed with polyether diol, 4,4′-diphenylmethane diisocyanate (MDI), and other additives to produce polyurethane reactive hot-melt adhesives (PURHAs). The enhancement of LA/CL feed ratios correspondingly led to an increase in the glass transition temperature (T g) of the eco-friendly polyester diols. The differential scanning calorimetry (DSC) data demonstrated that PCL-diol had the highest crystallinity, and the polarizing optical microscopy (POM) observations revealed the smallest spherulite size in PCLA28-diol. Thermogravimetric analysis (TGA) results indicated that the 5 wt % loss temperature (T5) of PURHAs surpassed 265 °C. Tensile testing showed that the elongation at break of PURHAs containing PCL segments increased by at least eight times compared to PURHA without PCL segments. Lap-shear testing illustrated that a PURHA with a higher LA/CL ratio exhibits higher green strength. In addition, PUHRA-PCLA28 derived from PCLA28-diol and PUHRA-PCL derived from PCL-diol possessed better tensile and lap-shear strengths. Notably, the lap-shear strengths of PUHRA-PCLA28 and PUHRA-PCL on a PC substrate reached impressive values of 8.85 and 8.05 MPa, respectively. These bio-based PURHAs synthesized from eco-friendly polyester diols with different LA/CL ratios show potential applications in electronic appliances, the automotive industry, and construction materials.

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“…Generally, the polyol acts as the soft segment while the diisocyanate constitutes the hard segment in polyurethane, which plays important roles in excellent mechanical properties of PURHMA 3 . The curing process of PURHMA mainly consists of two steps 4,5 . The green strength is mainly formed by the physical crosslinking in the first phase, including cooling process and the crystallization of the soft segments from the polyol.…”

Section: Introductionmentioning

confidence: 99%

Study on novel rosin‐based polyurethane reactive hot melt adhesive

Xie

2021

Polymers for Advanced Techs

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Chain extender is a major additive in polyurethane adhesive preparation, which has a great influence on its molecular weight, green strength, and thermal resistance. In this work, we first synthesized a novel rosin‐based chain extender to replace conventional petroleum derived ones due to rosin was a renewable and low cost natural material. Afterward, the as‐prepared rosin‐based chain extender reacted with the isocyanate‐terminated polyurethane prepolymer to prepare polyurethane reactive hot melt adhesive (PURHMA). Rosin contains rigid hydrophenanthrene ring, which may have good effect on the thermal and mechanical properties of PURHMA. Consequently, the characterization of the thermal and physical properties of sustainable PURHMA was made using differential scanning calorimetry, X‐ray diffraction, dynamic mechanical thermal analyzer, as well as thermogravimetric analysis. Eventually, the adhesion performance of PURHMA on wood substrates were investigated by adjusting the amount of rosin‐based chain extender in the adhesive system. It was found that with the increase of the chain extender content, the thermal resistance, mechanical property, and adhesion property of PURHMA were significantly improved. The tensile strength of adhesive joints increased from 4.15 to 15.53 MPa, and the ultimate lap shear strength increased from 5.76 to 8.92 MPa. More strikingly, the rosin‐based PURHMA exhibited excellent bonding strength even after aging in water (less than 18%).

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Preparation and characterization of high initial bonding strength reactive hot melt polyurethane adhesive derived from phthalate polyester polyols

Cited by 15 publications

References 27 publications

A novel polyether polyol contains repeating cyclohexane units and its application on reactive polyurethane adhesive

A novel polyether polyol contains repeating cyclohexane units and its application on reactive polyurethane adhesive

Eco-Friendly Polyurethane Reactive Hot-Melt Adhesive Derived from Poly(ε-caprolactone-co-lactic acid) Diols

Study on novel rosin‐based polyurethane reactive hot melt adhesive

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