CN104725633A - Preparation method of all-bio-based elastomer - Google Patents
Preparation method of all-bio-based elastomer Download PDFInfo
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- CN104725633A CN104725633A CN201410750062.4A CN201410750062A CN104725633A CN 104725633 A CN104725633 A CN 104725633A CN 201410750062 A CN201410750062 A CN 201410750062A CN 104725633 A CN104725633 A CN 104725633A
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Abstract
The invention relates to a preparation method of an all-bio-based elastomer, belonging to the field of preparation of polyurethane raw material isocyanates. The invention provides a low-glass-transition-temperature preparation method capable of preparing an all-bio-based elastomer. The method comprises the following steps: carrying out catalytic addition reaction on epoxy soybean oil and carbon dioxide to obtain five-element cyclocarbonate, mixing the five-element cyclocarbonate with 1,10-decamethylene diamine, heating to 70 DEG C, vacuumizing to -0.1 MPa, quickly stirring, degassing for 5 minutes, quickly casting the liquid mixture into a plate mold which is preheated and coated with a mold release agent, and curing at 120 DEG C for 24 hours to obtain the all-bio-based non-isocyanate polyurethane elastomer. The glass transition temperature of the all-bio-based non-isocyanate polyurethane elastomer prepared by the method is -5 DEG C, and the tensile strength is 1.8 MPa.
Description
Technical field
The present invention relates to the preparation field of urethane raw isocyanic ester.
Background technology
Urethane has higher intensity, excellent wear resistance and oil-proofness, is widely used in the fields such as metallurgy, automobile, weaving, medical treatment and building.Needed for the preparation process of traditional urethane raw isocyanic ester, phosgene has severe toxicity, do not meet current environmental requirement, therefore, prepare non-isocyanate polyurethane to attract attention, one of them important method carries out ring-opening reaction by five-membered ring carbonate ester (CSBO) and primary amine exactly, thus obtains carbamate structures.Soybean oil, as the maximum vegetables oil of current production rate, has been widely used as polymerization single polymerization monomer to prepare bio-based materials.Utilize soybean oil carbonic ether and binary primary amine to react the non-isocyanate polyurethane prepared and there is environmental protection, reproducible advantage, and due to soybean oil carbonic ether be obtain with carbon dioxide reaction by after soybean oil epoxidation, preparation technology is simple and can reach the object consuming carbonic acid gas, therefore has very important significance.Existing soybean oil carbonic ether and the diamine of utilizing reacts obtained different sorts urethane, but the second-order transition temperature of urethane is higher, cannot obtain polyurethane elastomer, and does not carry out detailed analysis to polymeric reaction condition.。
Summary of the invention
The object of this invention is to provide a kind of glass transition temp low, full bio-based method for producing elastomers can be prepared.
The present invention is achieved by the following technical programs: a kind of full bio-based elastomers method, and the preparation and the full bio-based non-isocyanate that comprise five-membered ring carbonate ester gather ammonia elastomeric preparation two step;
The preparation process of described five-membered ring carbonate ester (CSBO) is, 600mL epoxy soybean oil (ESBO) and 21g Tetrabutyl amonium bromide are joined in 1.5L closed reactor, carbonic acid gas is taken a breath 3 times, passing into carbon dioxide to still pressure is 1.05MPa, be warming up to 125 DEG C, reaction 25h, after cooling, sample is taken out, 3 times are washed by ethyl acetate, then hot wash is used, separatory 3 times, to remove unreacted ESB0 and Tetrabutyl amonium bromide, is placed in 80 DEG C of vacuum drying ovens and dries 12 h, obtain reaction monomers CSBO;
Described full bio-based non-isocyanate gathers ammonia (NIPU) elastomeric preparation process, by 50gCSB0 and 7g1,10-decamethylene diamine (DDA) joins in there-necked flask, be warmed up to 70 DEG C be evacuated to-O.1MPa, rapid stirring, deaeration 5min, is poured into preheating by liquid mixture rapidly and scribbles in the flat plate mold of releasing agent, at 120 DEG C, solidify 24h, obtain NIPU elastomerics.
The present invention has following beneficial effect:
Full bio-based non-isocyanate prepared by the method for the invention gathers the elastomeric second-order transition temperature of ammonia and is-5 DEG C, and tensile strength is 1.8MPa, is the full bio-based elastomerics of one.
Embodiment
Below in conjunction with specific embodiment, the present invention will be further described.
Specific embodiment: preparation process of the present invention comprises the preparation of five-membered ring carbonate ester and full bio-based non-isocyanate gathers ammonia elastomeric preparation two step;
The preparation process of described five-membered ring carbonate ester (CSBO) is, 600mL epoxy soybean oil (ESBO) and 21g Tetrabutyl amonium bromide are joined in 1.5L closed reactor, carbonic acid gas is taken a breath 3 times, passing into carbon dioxide to still pressure is 1.05MPa, be warming up to 125 DEG C, reaction 25h, after cooling, sample is taken out, 3 times are washed by ethyl acetate, then hot wash is used, separatory 3 times, to remove unreacted ESB0 and Tetrabutyl amonium bromide, is placed in 80 DEG C of vacuum drying ovens and dries 12 h, obtain reaction monomers CSBO;
Described full bio-based non-isocyanate gathers ammonia (NIPU) elastomeric preparation process, by 50gCSB0 and 7g1,10-decamethylene diamine (DDA) joins in there-necked flask, be warmed up to 70 DEG C be evacuated to-O.1MPa, rapid stirring, deaeration 5min, is poured into preheating by liquid mixture rapidly and scribbles in the flat plate mold of releasing agent, at 120 DEG C, solidify 24h, obtain NIPU elastomerics.
Analyze the NIPU elastomerics of preparation, show that its second-order transition temperature is-5 DEG C, tensile strength is 1.8MPa, is the full bio-based elastomerics of one.
Above content is the further description done the present invention in conjunction with concrete embodiment, can not assert that specific embodiment of the invention is confined to these explanations.For general technical staff of the technical field of the invention, without departing from the inventive concept of the premise, some simple deduction or replace can also be made, all should be considered as belonging to protection scope of the present invention.
Claims (1)
1. a full bio-based elastomers method, is characterized in that: the preparation and the full bio-based non-isocyanate that comprise five-membered ring carbonate ester gather ammonia elastomeric preparation two step;
The preparation process of described five-membered ring carbonate ester (CSBO) is, 600mL epoxy soybean oil (ESBO) and 21g Tetrabutyl amonium bromide are joined in 1.5L closed reactor, carbonic acid gas is taken a breath 3 times, passing into carbon dioxide to still pressure is 1.05MPa, be warming up to 125 DEG C, reaction 25h, after cooling, sample is taken out, 3 times are washed by ethyl acetate, then hot wash is used, separatory 3 times, to remove unreacted ESB0 and Tetrabutyl amonium bromide, is placed in 80 DEG C of vacuum drying ovens and dries 12 h, obtain reaction monomers CSBO;
Described full bio-based non-isocyanate gathers ammonia (NIPU) elastomeric preparation process, by 50gCSB0 and 7g1,10-decamethylene diamine (DDA) joins in there-necked flask, be warmed up to 70 DEG C be evacuated to-O.1MPa, rapid stirring, deaeration 5min, is poured into preheating by liquid mixture rapidly and scribbles in the flat plate mold of releasing agent, at 120 DEG C, solidify 24h, obtain NIPU elastomerics.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201410750062.4A CN104725633A (en) | 2014-12-10 | 2014-12-10 | Preparation method of all-bio-based elastomer |
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| CN201410750062.4A CN104725633A (en) | 2014-12-10 | 2014-12-10 | Preparation method of all-bio-based elastomer |
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Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105505136A (en) * | 2016-01-05 | 2016-04-20 | 王景泉 | UV coating prepared from cyclic carbonate synthesized polyurethane |
| CN105713197A (en) * | 2016-02-25 | 2016-06-29 | 苏州市景荣科技有限公司 | Hydrolysis-resistant heat-resistant polyurethane shoe material and preparation method thereof |
| TWI663188B (en) * | 2017-09-08 | 2019-06-21 | 國立清華大學 | Preparation method of polyurethane |
| CN112209772A (en) * | 2020-11-09 | 2021-01-12 | 吉林大学 | Preparation method of oil-based polyurethane slow-release nitrogen fertilizer |
| CN112979943A (en) * | 2021-02-25 | 2021-06-18 | 中国林业科学研究院林产化学工业研究所 | Preparation method of recyclable and renewable all-bio-based non-isocyanate polyurethane |
| CN114380994A (en) * | 2022-01-12 | 2022-04-22 | 中国科学技术大学 | Bio-based non-isocyanate polyurethane and preparation method thereof |
| CN114591674A (en) * | 2020-12-04 | 2022-06-07 | 南开大学 | Novel castor-based polyurethane coating material and preparation method thereof |
-
2014
- 2014-12-10 CN CN201410750062.4A patent/CN104725633A/en active Pending
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105505136A (en) * | 2016-01-05 | 2016-04-20 | 王景泉 | UV coating prepared from cyclic carbonate synthesized polyurethane |
| CN105505136B (en) * | 2016-01-05 | 2018-04-17 | 滁州金桥德克新材料有限公司 | A kind of standby UV coating of polyurethane based on cyclic carbonate ester synthesis |
| CN105713197A (en) * | 2016-02-25 | 2016-06-29 | 苏州市景荣科技有限公司 | Hydrolysis-resistant heat-resistant polyurethane shoe material and preparation method thereof |
| TWI663188B (en) * | 2017-09-08 | 2019-06-21 | 國立清華大學 | Preparation method of polyurethane |
| US10570254B2 (en) | 2017-09-08 | 2020-02-25 | National Tsing Hua University | Preparation method of polyurethane resin |
| CN112209772A (en) * | 2020-11-09 | 2021-01-12 | 吉林大学 | Preparation method of oil-based polyurethane slow-release nitrogen fertilizer |
| CN114591674A (en) * | 2020-12-04 | 2022-06-07 | 南开大学 | Novel castor-based polyurethane coating material and preparation method thereof |
| CN114591674B (en) * | 2020-12-04 | 2024-03-29 | 南开大学 | Novel castor-based polyurethane coating material and preparation method thereof |
| CN112979943A (en) * | 2021-02-25 | 2021-06-18 | 中国林业科学研究院林产化学工业研究所 | Preparation method of recyclable and renewable all-bio-based non-isocyanate polyurethane |
| CN114380994A (en) * | 2022-01-12 | 2022-04-22 | 中国科学技术大学 | Bio-based non-isocyanate polyurethane and preparation method thereof |
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Application publication date: 20150624 |