CN109467520A - A kind of new method of diisocyanate needed for synthesis of medical polyurethane - Google Patents
A kind of new method of diisocyanate needed for synthesis of medical polyurethane Download PDFInfo
- Publication number
- CN109467520A CN109467520A CN201811336755.3A CN201811336755A CN109467520A CN 109467520 A CN109467520 A CN 109467520A CN 201811336755 A CN201811336755 A CN 201811336755A CN 109467520 A CN109467520 A CN 109467520A
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- CN
- China
- Prior art keywords
- synthesis
- diisocyanate
- methanol
- medical polyurethane
- needed
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- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C263/00—Preparation of derivatives of isocyanic acid
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
Abstract
The invention belongs to a kind of new methods of diisocyanate needed for synthesis of medical polyurethane.It is raw material by fixed bed reactors one-step synthesis method isophorone diisocyanate using methanol and isophorone diamine, the present invention has been obviously shortened traditional process flow, and easy to operate, mild condition, yield is higher, has a good application prospect.
Description
Technical field
The present invention relates to polyurethane field more particularly to a kind of preparation methods of diisocyanate.
Background technique
Polyurethane is with its excellent mechanical strength, high resiliency, wearability, lubricity, fatigue durability and good biofacies
Capacitive etc. is widely used in field of biomedicine, such as pacemaker insulated wire, artificial blood vessel, interposing catheter etc..It is medical poly-
Urethane is usually made of soft segment and hard section, and the soft segment is polylactic acid, and hard section is the nontoxic diisocyanate of degradation, and different Fo Er
Ketone diisocyanate (IPDI) is a kind of wherein mostly important diisocyanate.85% or more IPDI is to pass through in the world at present
Light phosgenation production, have process short, high income, the low advantage of cost of material.But it has the following problems in process of production:
(1) phosgene is hypertoxic gas, and there are security risks；(2) by-product hydrogen chloride causes serious environmental pollution；(3) equipment corrosion is tight
Weight；(4) contain a small amount of hydrolysis chlorine in product, influence the application of product.There are some companies recently with urea method to produce
IPDI, yield is fine, is the technique of up-and-coming non-phosgene production IPDI a kind of, there is certain competition energy on the market
Power, but the requirement to equipment is high, needs higher temperature, operates relatively difficult, by-product boiling point height, it is more difficult to separate and return
It receives.Therefore, it is still necessary to which a kind of production cost is low, environmentally protective, simple process, the synthetic method that low energy consumption.
Summary of the invention
In view of the synthesis of current isophorone diisocyanate and deficiency, the present invention provides a kind of conjunctions
At the new method of isophorone diisocyanate.
To achieve the above object, the invention adopts a technical scheme as:
The new method of diisocyanate needed for a kind of synthesis of medical polyurethane, it is characterised in that: with methanol and different
Isophoronediamine is that raw material passes through fixed bed reactors one-step synthesis method isophorone diisocyanate.Specially Cu/AC is urged
The homogeneous mixture of agent and quartz sand is put into the center of stainless steel reaction pipe.Methanol introduces reactor by micropump, sufficiently
Heating vaporization reacts 1-3h under certain temperature and pressure then with carbon monoxide and oxygen mix, stops heating, cooling.It will be different
Isophoronediamine and sodium methoxide catalyst are added in reactor by micropump, reaction temperature are controlled at 60 DEG C, pressure is normal
It presses, isophorone diisocyanate is obtained by cooling for reflux in reaction process.
Further, the mass ratio of Cu/AC catalyst and quartz sand is 0.3-1.
Further, the volume ratio of methanol, carbon monoxide and oxygen be 1-4:80-100:5-10, methanol, carbon monoxide and
Oxygen reaction temperature is 100-150 DEG C, reaction pressure 0.1-1Mpa.
Further, the volume ratio of sodium methoxide and isophorone diamine is 0.5-1.
Further, the volume ratio of methanol and isophorone diamine is 0.5-2.
The present invention has the advantage that compared with prior art
1, the present invention produces isophorone diisocyanate using methanol and isophorone diamine as starting material, not only raw material
Be easy to get, production cost is low, no coupling product generates, provide new way for production isophorone diisocyanate, have significant
Economic and social benefit；
2, preparation process of the present invention is simple, with short production cycle, energy consumption is low, and synthetic method science environmental protection has fine
Industrialized production prospect；
Specific embodiment
Embodiment 1
The homogeneous mixture of 0.3gCu/AC catalyst and 1.0g quartz sand is put into the center of stainless steel reaction pipe.
0.5ml/min methanol by micropump introduce reactor, sufficiently heating vaporization, then with 40ml/min carbon monoxide and
150 DEG C, 3h is reacted under 0.1MPa for 2.5ml/min oxygen mix, stops heating, cooling.By 1ml/min isophorone diamine and
The sodium methoxide catalyst of 0.5ml/min is added in reactor by micropump, reaction temperature is controlled at 60 DEG C, pressure is normal
It presses, isophorone diisocyanate is obtained by cooling for reflux in reaction process.
Embodiment 2
The homogeneous mixture of 0.3gCu/AC catalyst and 0.3g quartz sand is put into the center of stainless steel reaction pipe.
0.5ml/min methanol by micropump introduce reactor, sufficiently heating vaporization, then with 12.5ml/min carbon monoxide and
100 DEG C, 1h is reacted under 1MPa for 1.25ml/min oxygen mix, stops heating, cooling.By 0.25ml/min isophorone diamine
It is added in reactor with the sodium methoxide catalyst of 0.25ml/min by micropump, by reaction temperature control at 60 DEG C, pressure is
Normal pressure obtains isophorone diisocyanate by cooling for reflux in reaction process.
Embodiment 3
The homogeneous mixture of 0.5gCu/AC catalyst and 1g quartz sand is put into the center of stainless steel reaction pipe.1ml/min
Methanol introduces reactor by micropump, and sufficiently heating vaporization is then mixed with 100ml/min carbon monoxide and 5ml/min oxygen
It closes, 130 DEG C, 2h is reacted under 0.5MPa, stop heating, cooling.By the first of 1ml/min isophorone diamine and 0.75ml/min
Alcohol sodium catalyst is added in reactor by micropump, and by reaction temperature control at 60 DEG C, pressure is normal pressure, is led in reaction process
Supercooling flows back to obtain isophorone diisocyanate.
Claims (5)
- The new method of diisocyanate needed for a kind of synthesis of medical polyurethane described in 1., it is characterised in that: with methanol and different Buddhist Your ketone diamines is that raw material passes through fixed bed reactors one-step synthesis method isophorone diisocyanate.Specially Cu/AC is catalyzed The homogeneous mixture of agent and quartz sand is put into the center of stainless steel reaction pipe.Methanol introduces reactor by micropump, sufficiently adds Hot vapour reacts 1-3h under certain temperature and pressure then with carbon monoxide and oxygen mix, stops heating, cooling.By different Buddhist That ketone diamines and sodium methoxide catalyst are added in reactor by micropump, and reaction temperature is controlled at 60 DEG C, and pressure is normal pressure, Isophorone diisocyanate is obtained by cooling for reflux in reaction process.
- The synthetic method of diisocyanate needed for a kind of synthesis of medical polyurethane described in 2., which is characterized in that Cu/AC catalyst Mass ratio with quartz sand is 0.3-1.
- The synthetic method of diisocyanate needed for a kind of synthesis of medical polyurethane described in 3., which is characterized in that methanol, an oxidation The volume ratio of carbon and oxygen is 1-4:80-100:5-10, and methanol, carbon monoxide and oxygen reaction temperature are 100-150 DEG C, reaction Pressure is 0.1-1Mpa.
- The synthetic method of diisocyanate needed for a kind of synthesis of medical polyurethane described in 4., which is characterized in that sodium methoxide with it is different The volume ratio of isophoronediamine is 0.5-1.
- The synthetic method of diisocyanate needed for a kind of synthesis of medical polyurethane described in 5., which is characterized in that methanol and different Buddhist The volume ratio of your ketone diamines is 0.5-2.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201811336755.3A CN109467520A (en) | 2018-11-15 | 2018-11-15 | A kind of new method of diisocyanate needed for synthesis of medical polyurethane |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201811336755.3A CN109467520A (en) | 2018-11-15 | 2018-11-15 | A kind of new method of diisocyanate needed for synthesis of medical polyurethane |
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| Publication Number | Publication Date |
|---|---|
| CN109467520A true CN109467520A (en) | 2019-03-15 |
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| Application Number | Title | Priority Date | Filing Date |
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| CN201811336755.3A Pending CN109467520A (en) | 2018-11-15 | 2018-11-15 | A kind of new method of diisocyanate needed for synthesis of medical polyurethane |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110105250A (en) * | 2019-05-31 | 2019-08-09 | 上海应用技术大学 | A kind of preparation method of isophorone diisocyanate |
| CN111205757A (en) * | 2020-02-18 | 2020-05-29 | 关怡 | Waterborne polyurethane coating |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5773643A (en) * | 1987-01-13 | 1998-06-30 | Daicel Chemical Industries, Ltd. | Process for preparation of isocyanate compounds |
| US5914428A (en) * | 1987-01-13 | 1999-06-22 | Daicel Chemical Industries, Ltd. | Process for preparation of isocyanate compounds |
| WO2008031755A1 (en) * | 2006-09-12 | 2008-03-20 | Basf Se | Process for preparing isocyanates |
| CN101786955A (en) * | 2010-03-10 | 2010-07-28 | 河北工业大学 | Methanol gas-phase oxidation/carbonylation one-step process for synthesizing methyl carbonate |
| CN102600843A (en) * | 2012-01-14 | 2012-07-25 | 太原理工大学 | Preparation method of nanoscale carbon-loaded metallic copper catalyst |
| CN103145586A (en) * | 2013-03-11 | 2013-06-12 | 黄河三角洲京博化工研究院有限公司 | Synthetic method of isophorone diisocyanate |
-
2018
- 2018-11-15 CN CN201811336755.3A patent/CN109467520A/en active Pending
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5773643A (en) * | 1987-01-13 | 1998-06-30 | Daicel Chemical Industries, Ltd. | Process for preparation of isocyanate compounds |
| US5914428A (en) * | 1987-01-13 | 1999-06-22 | Daicel Chemical Industries, Ltd. | Process for preparation of isocyanate compounds |
| WO2008031755A1 (en) * | 2006-09-12 | 2008-03-20 | Basf Se | Process for preparing isocyanates |
| CN101786955A (en) * | 2010-03-10 | 2010-07-28 | 河北工业大学 | Methanol gas-phase oxidation/carbonylation one-step process for synthesizing methyl carbonate |
| CN102600843A (en) * | 2012-01-14 | 2012-07-25 | 太原理工大学 | Preparation method of nanoscale carbon-loaded metallic copper catalyst |
| CN103145586A (en) * | 2013-03-11 | 2013-06-12 | 黄河三角洲京博化工研究院有限公司 | Synthetic method of isophorone diisocyanate |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110105250A (en) * | 2019-05-31 | 2019-08-09 | 上海应用技术大学 | A kind of preparation method of isophorone diisocyanate |
| CN110105250B (en) * | 2019-05-31 | 2021-07-16 | 上海应用技术大学 | Preparation method of isophorone diisocyanate |
| CN111205757A (en) * | 2020-02-18 | 2020-05-29 | 关怡 | Waterborne polyurethane coating |
| CN111205757B (en) * | 2020-02-18 | 2021-10-15 | 广东安捷伦新材料科技有限公司 | Waterborne polyurethane coating |
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Application publication date: 20190315 |