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Polyurethane self-repairing film, preparation method and self-repairing degree detection method

A self-healing, polyurethane technology, applied in the direction of measuring devices, strength characteristics, and the use of stable tension/pressure to test the strength of materials, etc., can solve the problems of unintuitive detection methods, and achieve the effect of simple and fast repair process

Active Publication Date: 2020-07-21
TIANJIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the current research on self-healing polymers is mainly focused on improving the degree of repair of materials and detecting the degree of repair through fracture stress, but this detection method is not intuitive

Method used

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  • Polyurethane self-repairing film, preparation method and self-repairing degree detection method

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Experimental program
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Effect test

Embodiment 1

[0027] Synthesis of Bisadamantane Substituted 1,2-Dioxetane (Terminal Double Bond) (Compound 5)

[0028]

[0029] Double adamantane substituted 1,2-dioxetane (terminal hydroxyl group) is abbreviated as: double adamantane substituted 1,2-dioxetane.

[0030] (1) Synthesis of Compound 1: Under the condition of ice-water bath, slowly drop 30g of phosphorus tribromide into a mixture of 17g of bromine and 75mL of n-heptane to prepare phosphorus pentabromide, then add 15g of 2-adamantanone , Stir and reflux for 3-5h until the solution is clear. The mixture was cooled to room temperature, poured into 100 mL of ice water, extracted with ethyl acetate to separate the organic phase, washed with saturated aqueous sodium bisulfite and water, dried with anhydrous magnesium sulfate and spin-dried, and recrystallized from ethanol to obtain a colorless Needle solid compound 1 (18.83 g, yield 64%).

[0031] (2) Synthesis of Compound 2: The reaction process was strictly anhydrous, and the r...

Embodiment 2

[0036] Synthesis of Benzothiadiazole Dithiophene (Energy Transfer Acceptor Molecule)

[0037]

[0038] A (2g, 6.8mmol), B (3.57g, 17mmol), NaHCO 3 (5.72g, 68mmol), tris(dibenzylideneacetone)dipalladium (0.31g, 0.34mmol), tris(o-methylphenyl)phosphine (0.41g, 1.36mmol) were added to tetrahydrofuran (80mL) and water ( 30mL) of the mixed solution, repeated degassing, in N 2 Under the atmosphere, the temperature was raised to 90°C for 72h. The reaction solution was cooled to room temperature, extracted with chloroform and saturated brine, the organic phase was collected, dried by adding anhydrous magnesium sulfate, and the solvent was spin-dried. After passing through a silica gel column, the crude product was recrystallized from a mixed solvent of dichloromethane and petroleum ether to obtain benzothiadiazole bithiophene (1.2 g, 60%) as an orange-red solid.

Embodiment 3

[0040] The preparation method of polyurethane self-repairing film is characterized in that comprising the steps:

[0041] (1) Under the protection of helium, dissolve isophorone diisocyanate (I) (0.793g, 3.57mmol) in 3mL of dry chloroform, add 5μL of dibutyltin dilaurate and 1 , 2-dioxetane (II) (30mg, 0.077mmol), reacted at 30°C for 1h to obtain a light yellow transparent liquid polyurethane prepolymer (III);

[0042] (2) Under the protection of helium, polytetrahydrofuran 650(IV) (1.005g, 1.55mmol) was dissolved in 4mL of chloroform, and light yellow transparent liquid polyurethane prepolymer (III) was added, and reacted at 65°C for 2h, Add 3mL of chloroform solution of 2-hydroxyethyl disulfide (V) (0.286g, 1.86mmol), and continue to react at 65°C for 3h to obtain a light yellow viscous solution, which is poured into n-hexane to settle, pumped The white blocky solid obtained after filtration is polyurethane elastomer (VI), which was vacuum-dried for 1-2 days. figure 1It is...

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Abstract

The invention discloses a polyurethane self-repairing film, a preparation method and a self-repairing degree detection method. The detection method comprises the following steps of: cutting the polyurethane self-repairing film into two pieces; butting the tangent planes together; irradiating for 30 to 40min by using a mercury lamp with a 365nm optical filter at 40-50 DEG C to achieve repairing; stretching, collecting breaking stress-strain data in the stretching process through a rheometer, taking a light-emitting picture in the stretching process through a camera, comparing the breaking stress-strain data and the light-emitting picture, and detecting the self-repairing degree of the polyurethane self-repairing film. The polyurethane self-repairing film disclosed by the invention can realize rapid repairing under certain conditions, is simple and rapid in repairing process, and can be used as an outdoor film. The self-repairing degree can be detected through the luminous intensity in the stretching process, and compared with a traditional method for detecting the self-repairing degree through breaking stress, the method is more visual and can be observed through naked eyes.

Description

technical field [0001] The invention belongs to the field of functional polymer composite materials, and relates to a method for detecting the self-repair degree of a polyurethane film by using mechanical force to induce luminescence. Background technique [0002] Mechano-responsive polymers, under the action of mechanical force, selectively break covalent bonds and release visual signals, which can study the properties of macroscopic materials from the micro-molecular level, connect the fields of chemistry and mechanics, and establish real-time sensitive detection A new method of damage to polymer materials. At present, force-induced chemiluminescent polymers are mainly synthesized based on bis-adamantane-substituted 1,2-dioxetane force-responsive groups. The force-induced light-emitting polymer based on bis-adamantane-substituted 1,2-dioxetane, under the action of mechanical force, the four-membered ring containing peroxygen bond is broken to produce blue chemiluminescenc...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08L75/08C08K5/46C08J5/18C08G18/75C08G18/66C08G18/48C08G18/32C08G18/38G01N3/08G01N3/06
CPCC08J5/18C08G18/755C08G18/6674C08G18/4854C08G18/3218C08G18/3863G01N3/08G01N3/06G01N3/068C08J2375/08C08K5/46G01N2203/0017G01N2203/0075G01N2203/0647
Inventor 严春梅陈于蓝
Owner TIANJIN UNIV
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