Prediction of crosslinking in polyamides containing the diacetylene functionality

Jenkins, Shawn; Jacob, Karl I.; Kumar, Satish

doi:10.1016/s0022-2860(00)00434-8

Cited by 2 publications

(1 citation statement)

References 21 publications

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“…It can be incorporated into the structure of a polymer backbone and will undergo solid-state cross-polymerization on suitable radiation or thermal annealing [11], [12]. When exposed heat or irradiation, the diacetylene units react with neighboring molecule to result a conjugated backbone in the solid state, called Topochemical reactions [13], [14]. Which changed the optical properties of polydiacetylene; for example, the PUDA undergoes a color change under elastomeric strain (mechanochromism) [15].…”

Section: Introductionmentioning

confidence: 99%

Synthesize of Polydiacetylene Containing Copolyurethane Using Polyol Product Derived from Chemical Recycling of PET Bottles

Phuangngamphan

Thongpin

2014

Energy Procedia

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Polyurethane display excellent mechanical and chemical properties. In this work polyurethane containing diacetylene unit was synthesized by two step polymerization with methylene diphenyl diisocyanate (MDI), diol from the mixture of PET glycolysed products and hexadiyne-1,6-diol as chain extender with a molar ratio of NCO:OH (1:1). The reaction was carried out at 80 °C for 2 hrs. The obtained polyurethane was characterized using Fourier transform infrared spectroscopy (FTIR), 1 H NMR spectroscopy for it functionalities. The thermal behavior of polyurethane was investigated using differential scanning calorimetry (DSC). The result shows that polyurethane containing diacetylene unit could be crosslink by thermal that cause the polyurethane undergoes a color change under thermal treatment and hence heated environment.

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Section: Introductionmentioning

confidence: 99%

Synthesize of Polydiacetylene Containing Copolyurethane Using Polyol Product Derived from Chemical Recycling of PET Bottles

Phuangngamphan

Thongpin

2014

Energy Procedia

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Self-Organized Ureido Substituted Diacetylenic Organogel. Photopolymerization of One-Dimensional Supramolecular Assemblies to Give Conjugated Nanofibers

et al. 2006

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The introduction of the urea function as structure directing agent of diacetylene organogels (DA-OGs) has been achieved. Despite the urea function being one of the most frequently used structure directing agents for the formation of organogels, it has never been exploited in the fabrication and photopolymerization of DA-OGs. The self-association of ureas involving two hydrogen bonds is much stronger than that of urethanes or amides, and the resulting supramolecular assemblies are completely insoluble. In this context, 1,1'-(hexa-2,4-diyne-1,6-diyl)bis(3-(10-(triethoxysilyl)decyl)urea) 2 was synthesized. Compound 2 was soluble owing to the triethoxysilane function that we recently used in the fabrication of a silylated bis-urea-stilbene organogel. It formed an organogel, and its photopolymerization was studied in cyclohexane. The loss of the gel state and the formation of a red solution resulting from the polymerization were found to be the result of the constraints introduced by the urea function in close vicinity to the polymerizable function. To obtain an ureido substituted diacetylenic organogelator affording a blue highly conjugated polydiacetylene (PDA) without a sol-gel transition, a propylene spacer was introduced to move the urea function away from the polymerizable function (derivative 3). The thermochromism exhibited by the latter in the solid state was studied. Using the same setup and the same sample, UV-vis and FTIR spectra were simultaneously recorded as a function of the temperature to highlight a relation between color changes and urea association mode changes. The data showed that the reversible thermochromic transition must be associated with a reversible supramolecular modification and, conversely, that irreversible chromic transitions are the result of irreversible structural modifications. The chromic effects of the acidic hydrolysis-polycondensation of the trialkoxysilyl groups to form a siloxane network were studied on a thin film of 3. In the same way, solvent effects on the color of the organogels of 3 were also investigated. Correlations could be established between the different stimuli. These results provide a deeper understanding of the precise molecular mechanism of the blue to red transition and of the reversibility of the purple to red transition generally encountered in PDA thermochromism.

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Prediction of crosslinking in polyamides containing the diacetylene functionality

Cited by 2 publications

References 21 publications

Synthesize of Polydiacetylene Containing Copolyurethane Using Polyol Product Derived from Chemical Recycling of PET Bottles

Synthesize of Polydiacetylene Containing Copolyurethane Using Polyol Product Derived from Chemical Recycling of PET Bottles

Self-Organized Ureido Substituted Diacetylenic Organogel. Photopolymerization of One-Dimensional Supramolecular Assemblies to Give Conjugated Nanofibers

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