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An isocyanate and aromatic technology, used in the synthesis of resins and degradable curing agents, can solve the problems of recycled fiber shortening, performance degradation, and high equipment requirements
Inactive Publication Date: 2014-04-02
ADESSO ADVANCED MATERIALS WUXI CO LTD
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Problems solved by technology
[0009] At present, there are roughly the following types of recycling processes for fiber composite materials: 1. High-temperature thermal degradation (Thermochimica Acta2007 (454): 109-115), which can be recycled to obtain clean fillers and fibers, but it needs to be carried out under high temperature conditions. High equipment requirements; 2. Fluidized bed (Applied surface science2008(254): 2588-2593) also requires high temperature to recover clean fibers; 3. Supercritical fluid (water (Materials and design2010(31): 999-1002 ), alcohol (Ind.eng.chem.res.2010 (49): 4535-4541) or carbon dioxide (CN102181071), etc.) have also achieved the degradation of the epoxy resin system, but they are all in the laboratory stage, far from the real industrialization There is still a long way to go; 4. Use nitric acid (Journal of applied polymer science, 2004(95): 1912-1916) to degrade epoxy resin and recover fibers with a clean surface, but strong acids such as nitric acid are highly corrosive. High requirements on equipment, low operational safety, high recycling costs, and difficult post-processing
In general, these methods have their limitations to varying degrees, and there are shortcomings such as shortening of recycled fibers, performance degradation, environmental pollution, and high recycling costs. Therefore, effective and feasible methods for recycling waste composite materials are still problems to be solved in the field of composite materials.
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Embodiment 1
[0165] Embodiment 1: the synthesis of isocyanate I
[0166]
[0167] At 0°C, add 23 grams of bis(4-aminophenol)methane and 200 milliliters of dioxane dropwise into a mixed solution of 29.6 grams of triphosgene and 300 milliliters of toluene, control the temperature below 5°C, and the addition ends Afterwards, the temperature was raised to reflux for 4 hours, the reaction was completed, the solvent was concentrated under reduced pressure, 500 ml of petroleum ether was added to the residue, stirred vigorously, filtered, dried, and the organic phase was concentrated to obtain 15 g of white solid, yield: 53.2%. 1 H-NMR (CDCl 3 ,400M): 5.65(2H,s),7.02(8H,S).
Embodiment 2
[0168] Embodiment 2: the synthesis of isocyanate I
[0169] At room temperature, add 23 grams of bis(4-aminophenol) methane and 450 milliliters of ethyl acetate dropwise into a mixed solution of 29.6 grams of triphosgene and 150 milliliters of ethyl acetate, and control the temperature below 30°C. , heated and refluxed overnight, the reaction was completed, the solvent was concentrated under reduced pressure, 500ml of petroleum ether was added to the residue, and vigorously stirred. Filter, dry, and concentrate the organic phase to obtain 18 g of white solid, yield: 63.8%.
Embodiment 3
[0170] Embodiment 3: the synthesis of isocyanate I
[0171] At room temperature, a mixed solution of 2.30 g of bis(4-aminophenol)methane and 20 ml of dichloromethane was added dropwise to a mixed solution of 5.92 g of triphosgene and 40 ml of dichloromethane. After the addition was complete, 6 ml of triphosgene was added dropwise. A mixed solution of ethylamine and 20 ml of dichloromethane. During the dropwise addition, the temperature gradually increased to reflux. After the dropwise addition was completed, stirring was continued at room temperature for 30 minutes. After the reaction was completed, the solvent was concentrated under reduced pressure, 300ml petroleum ether was added to the residue, vigorously stirred, dried, and the organic phase was concentrated to obtain 15 grams of white solid, yield: 40.1%.
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Abstract
The invention provides degradable isocyanate which can be used for preparing degradable polyurethane materials. On the other hand, the isocyanate is polymerized with epoxy resin to form polyurethane modified epoxy resin which can generate a degradable crosslinking polymer with a degradable curing agent. The degradable polyurethane material and the degradable crosslinking polymer can be degraded in a mixed system of an acid and a solvent under the heating and stirring condition. The invention further provides a composite material prepared from the degradable curing gent, the polyurethane modified epoxy resin, an auxiliary material and a reinforcing material as well as a composite material prepared from the degradable polyurethane, an auxiliary material and a reinforcing material. The composite material can be degraded in the mixed system of the acid and the solvent under the heating and stirring condition, and can be recycled after being neutralized. The composite material has excellent mechanical properties, and is suitable for different composite material application fields, and the degrading and recycling method is simple, economical, mild in condition and easy to control.
Description
technical field [0001] The present invention relates to the technical field of polymer compounds, that is, epoxy resin composite materials, in particular to degradable isocyanate and its preparation method, as well as polyurethane materials obtained by addition polymerization of the isocyanate and various hydrogen donor compounds, and polyurethane modified Epoxy resins and degradable curing agents synthesized polymers, composites and the polyurethane materials, degradation of polymers and composites. Background technique [0002] Due to its unique structure and excellent performance, polyurethane materials are widely used in various fields of national economy such as construction, automobile industry, national defense and aviation in the form of foam plastics, elastomers and adhesives. [0003] The full name of polyurethane is polyurethane, which is a high molecular polymer with repeated urethane segments on the main chain. Polyurethane is a kind of synthetic material with ...
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the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
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