Synthesis and Characterization of New PGN Based Reactive Oligomeric Plasticizers for Glycidyl Azide Polymer

Bodaghi, Asghar; Shahidzadeh, Mansour

doi:10.1002/prep.201700219

Cited by 23 publications

(14 citation statements)

References 30 publications

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“…In the TGA curve of (PGN) 2 ‐(PCl) 2 , two specific weight loss steps were observed. The first step (a) started at 175°C, ended at 240°C, and corresponded to the decomposition of –ONO 2 . The second stage (c) involved the decomposition of the PCL between 280°C and 375°C.…”

Section: Resultsmentioning

confidence: 99%

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Designing of energetic miktoarm A₂B₂ star‐shaped polymer by means of click chemistry and ROP techniques

Bodaghi

2019

Polymers for Advanced Techs

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Novel A2B2‐type energetic miktoarm star‐shaped copolymers composed of two PGN arms and two PCL arms was synthesized by the combination of ring‐opening polymerization (ROP) and “click” chemistry. Initially, diazido end‐functionalized two‐arm PGN, (PGN)2‐(N3)2, was synthesized by ROP of glycidyl nitrate monomers. Subsequently, (PGN)2‐(PCL)2 was obtained from the click reaction between diazido end‐functionalized (PGN)2‐(N3)2 polymers and propargyl‐terminated poly(ε‐caprolactone) (PTPCL). This star copolymer solves problems of PCL (lake of energy) and PGN (low Tg). The Fourier‐transform infrared (FT‐IR), 1H nuclear magnetic resonance (NMR), and gel permeation chromatography (GPC) studies revealed that (PGN)2‐(PCL)2 was successfully obtained. The thermal behavior of star polymer was investigated by thermogravimetric analysis (TGA) and derivative thermogravimetry. The results show that (PGN)2‐(PCL)2 decomposed at two stages. The first stage is seen at 212.6°C which related to degradation of –ONO2 group and second stage attributed to degradation of PCL group which is seen at 346.1°C.

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Section: Resultsmentioning

confidence: 99%

“…The first step (a) started at 175°C, ended at 240°C, and corresponded to the decomposition of -ONO 2 . 20 The second stage (c) involved the decomposition of the PCL between 280°C and 375°C. These two weight loss stages were depicted in the DTG curve ( Figure 3).…”

Section: Thermal Decomposition Of (Pgn) 2 -(Pcl)mentioning

confidence: 99%

Designing of energetic miktoarm A₂B₂ star‐shaped polymer by means of click chemistry and ROP techniques

Bodaghi

2019

Polymers for Advanced Techs

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“…The function of a plasticizer is to improve safety and augment mechanical properties. [1][2] Ideal plasticizers should be highly compatible with polymers, stable at high and low temperatures, sufficiently lubricating over a wide temperature range, insensitive to ultraviolet radiation, leaching and migration resistant, inexpensive and should fulfill health and safety regulations. [3][4] Inert (non-energetic) and energetic plasticizers are all used in propellant formulation.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Properties of 3‐Azido‐2,2‐bis(azidomethyl)propyl 2‐Azidoacetate: A Potential Azido Ester Plasticizer

et al. 2019

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This study reports the synthesis and characterization of a novel azido ester plasticizer, 3‐azido‐2,2‐bis(azidomethyl)propyl 2‐azidoacetate (ABAMPA), with good yield and high purity. The density, impact sensitivity, friction sensitivity, thermal decomposition temperature and glass transition temperature were determined to be 1.326 g ⋅ cm−3, 16 J, 324 N, 235.9 °C and −50.4 °C, respectively. The plasticizing effect of ABAMPA on glycidyl azide polymer (GAP) was calculated by molecular dynamics, the solubility parameter difference value was 1.7(J ⋅ cm−3)0.5, and the glass transition temperature of GAP was reduced from −35 °C to −43 °C when the weight ratio of ABAMPA and GAP was 50 : 50. The new azido ester exhibits high energy, remarkable thermostability and good compatibility with GAP, which indicates that it would have potential application in explosive and propellant formulations.

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“…They also assist in processing, and can function potentially as burning rate modifiers [16]. Energetic plasticizers contribute to the combustion mechanics by increasing the overall enthalpy [17,18]. Therefore, to improve the performance and specific impulse of solid propellants a plasticizer should be added.…”

Section: Introductionmentioning

confidence: 99%

Designing a Highly Energetic PCL-GAP-PCL-based PU Elastomer; Investigation of the Effect of Plasticizers on Its Properties

Bayat¹,

Chizari²

2019

Cent. Eur. J. Energ. Mater.

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Glycidylazide polymer (GAP) has potential interest for the development of high-performance energetic propellants. Although GAP is a well-known and promising energetic polymer, propellants based on it suffer from poor mechanical and low-temperature properties. In order to improve the mechanical and thermal properties of GAP a promising idea would be the preparation of a triblock copolymer of it with a polymer having good mechanical and thermal properties, such as polycaprolactone (PCL). In this work, we report a detailed investigation of the glass transition temperature (Tg) and viscosity of PCL-GAP-PCL samples incorporated with energetic plasticizers, BuNENA, TMETN, and BTTN. The results demonstrated that the Tg of PCL-GAP-PCL is influenced by the type of plasticizer. PCL-GAP-PCL was cured with TDI and a mixed curing system (IPDI/N100). The elastomer prepared with the mixing curing system showed excellent mechanical properties with 2.64 MPa and 138% elongation. The effects of the energetic plasticizers on the mechanical properties of the elastomer were investigated. Finally, the plasticized tri-block copolymer showed enhanced mechanical and thermal properties.

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Synthesis and Characterization of New PGN Based Reactive Oligomeric Plasticizers for Glycidyl Azide Polymer

Cited by 23 publications

References 30 publications

Designing of energetic miktoarm A₂B₂ star‐shaped polymer by means of click chemistry and ROP techniques

Designing of energetic miktoarm A₂B₂ star‐shaped polymer by means of click chemistry and ROP techniques

Synthesis and Properties of 3‐Azido‐2,2‐bis(azidomethyl)propyl 2‐Azidoacetate: A Potential Azido Ester Plasticizer

Designing a Highly Energetic PCL-GAP-PCL-based PU Elastomer; Investigation of the Effect of Plasticizers on Its Properties

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Synthesis and Characterization of New PGN Based Reactive Oligomeric Plasticizers for Glycidyl Azide Polymer

Cited by 23 publications

References 30 publications

Designing of energetic miktoarm A2B2 star‐shaped polymer by means of click chemistry and ROP techniques

Designing of energetic miktoarm A2B2 star‐shaped polymer by means of click chemistry and ROP techniques

Synthesis and Properties of 3‐Azido‐2,2‐bis(azidomethyl)propyl 2‐Azidoacetate: A Potential Azido Ester Plasticizer

Designing a Highly Energetic PCL-GAP-PCL-based PU Elastomer; Investigation of the Effect of Plasticizers on Its Properties

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Designing of energetic miktoarm A₂B₂ star‐shaped polymer by means of click chemistry and ROP techniques

Designing of energetic miktoarm A₂B₂ star‐shaped polymer by means of click chemistry and ROP techniques