Diallyl orthophthalate as a reactive plasticizer for improving PVC processibility. Part I: Polymerization kinetics

Cook, Wayne D.; Liang, George Genhai; Lu, Mangeng; Simon, George P; Yeo, Eudora

doi:10.1016/j.polymer.2007.10.027

Cited by 21 publications

(8 citation statements)

References 42 publications

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“…This mechanism is only slightly modified when a monomer containing an allylic dithioether, for example MDTO, is added to the polymerizing mixture. Allylic monomers homopolymerize slowly at room temperature45 and do not readily copolymerize with vinyl ethers 46. As shown in Scheme , the ring opening of MDTO inserts an allylic dithioether unit into the network backbone but the thiol radical formed in this reaction is only able either to react with another MDTO unit or with a vinyl ether, thus extending the network strand.…”

Section: Resultsmentioning

confidence: 99%

Photo‐Plasticity in Thiol‐ene Network Polymers – A Review

Cook¹,

Chen²,

Nghiem³

et al. 2010

Macromolecular Symposia

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In this paper we briefly overview the area of stimuli responsive polymers and the subset of photo‐plastic polymers which change shape or undergo stress relaxation during irradiation. The chemistry, mechanism and properties of a new class of photo‐plastic polymers is presented in detail – these tetrathiol‐diene networks contain an allylic dithioether (also termed allylic disulphide) unit in the network strands and when this moiety is attacked by a photogenerated radical, the allylic dithioether undergoes β‐cleavage which breaks one network bond and reforms another. Two different methods of integration of the allylic dithioether unit into the backbone are investigated – the use of a cyclic allylic dithioether which copolymerizes with a thiol‐ene system or the incorporation of the allylic dithioether moiety in a divinyl ether monomer which can directly copolymerize with the thiol. The photo‐plasticity effect of these thiol‐ene networks is revealed in both creep and stress relaxation experiments, however, the extent of photo‐plasticity is less extensive than expected. The polymerization kinetics and evolution of the rheological properties during photocuring are studied and the slower copolymerization of the monomer containing the allylic dithioether is discussed. The photo‐rheology and dynamic mechanical properties of the thiol‐ene networks are interpreted in terms of the network structure.

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Section: Resultsmentioning

confidence: 99%

Photo‐Plasticity in Thiol‐ene Network Polymers – A Review

Cook¹,

Chen²,

Nghiem³

et al. 2010

Macromolecular Symposia

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“…In recent years, various methods have been tried to reduce the processing temperature, including lowering molecular weight of thermoplastics, broadening the molecular weight distribution, adding a low molecular weight plasticizer or blending thermoplastics with more processable plastics. Nevertheless, all of these initiatives are at the penalty of mechanical properties and the decrease of heat distortion temperature [6,7].…”

Section: Introductionmentioning

confidence: 99%

“…Although some progress improving processability of thermoplastics by DAOP cross-linkable monomers has been made in the state-of-the-arts [2,7,13], many problems still exist in the specific implementation process. For instance, few cross-linkable reactive plasticizers are suitable for processing conditions of thermoplastics; most of them are in their liquid state which is easy to volatilize in the molding process.…”

Section: Introductionmentioning

confidence: 99%

Improved Processing and Properties for Polyphenylene Oxide Modified by Diallyl Orthophthalate Prepolymer

et al. 2019

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Diallyl orthophthalate (DAOP) prepolymer was investigated as a reactive plasticizer to improve the processability of thermoplastics. The rheology of blends of DAOP prepolymer initiated by 2,3-dimethyl-2,3-diphenylbutane (DMDPB) and polyphenylene oxide (PPO) was monitored during the curing process, and their thermal properties and morphology in separated phases were also studied. Differential scanning calorimetry (DSC) results showed that the cure degree of the reactively plasticized DAOP prepolymer was reduced with increasing PPO due to the dilution effect. The increasing amount of the DAOP prepolymer led to a gradual decrease in the viscosity of the blends and the rheology behavior was consistent with the chemical gelation of DAOP prepolymer in blends. This indicated that the addition of the DAOP prepolymer effectively improved processability. The phase separation occurring during curing of the blend and the transition from the static to dynamic mode significantly influences the development of the morphology of the blend corresponding to limited evolution of the conversion around the gel point.

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“…However, compared with rigid PVC, the plasticized PVC suffers drawbacks such as low heat deflection temperature, poor elasticity, and lack of dimensional stability at high temperatures as well as long‐term instability resulting from the movement and evaporation of the inert plasticizer. Therefore, a number of strategies to overcome these obstacles and improve the processability of PVC have been developed in which the processing temperature is greatly reduced by adding a small amount of crosslinking monomer . VCM‐DAP suspension copolymerization is the most common method to synthesize chemically crosslinked PVC with different properties.…”

Section: Introductionmentioning

confidence: 99%

Influences of diallyl phthalate as chain extender on the properties of high molecular weight poly(vinyl chloride) resin

Sui

et al. 2017

J of Applied Polymer Sci

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A higher porosity with better thermostability is desirable for poly(vinyl chloride) (PVC) resin. In this study, high molecular weight PVC resins are prepared by vinyl chloride monomer (VCM)‐diallyl phthalate (DAP) suspension copolymerization in a 20‐L reactor at 50 °C using DAP as chain extender. SEM, BET, and analyses of plasticizer absorption results show the high molecular weight poly(vinyl chloride) (HPVC) by DAP‐VCM copolymerization is loose and porous. With increasing DAP content when the mass ratio of DAP/VCM (ω) is below the gel point, the porosity and the degree of polymerization increase. Nevertheless, the bulk density and particle size decrease. When more than the gel point, these relationships are reversed. Thermogravimetric analysis revealed that the HPVC had better thermostability than that of commercial PVC, and its thermostability increases with increasing ω before it reaches the gel point. © 2017 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2017, 134, 45093.

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Diallyl orthophthalate as a reactive plasticizer for improving PVC processibility. Part I: Polymerization kinetics

Cited by 21 publications

References 42 publications

Photo‐Plasticity in Thiol‐ene Network Polymers – A Review

Photo‐Plasticity in Thiol‐ene Network Polymers – A Review

Improved Processing and Properties for Polyphenylene Oxide Modified by Diallyl Orthophthalate Prepolymer

Influences of diallyl phthalate as chain extender on the properties of high molecular weight poly(vinyl chloride) resin

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