CN1283646A - Process for synthesizing aminodiphenylether resin - Google Patents
Process for synthesizing aminodiphenylether resin Download PDFInfo
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- CN1283646A CN1283646A CN 00116003 CN00116003A CN1283646A CN 1283646 A CN1283646 A CN 1283646A CN 00116003 CN00116003 CN 00116003 CN 00116003 A CN00116003 A CN 00116003A CN 1283646 A CN1283646 A CN 1283646A
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- diphenyl ether
- resin
- acetanilide
- aminodiphenylether
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Abstract
A process for preparing the aminodiphenylether resin includes the Friedel-Grafts reaction of acetanile with diphenylether resin under existance of p-toluenesulfonic acid as catalyst to obtain acetanile diphenylether resin and hydrolysis. The products is a refractory polymer and features high refractory nature, high strength and high insulative performance.
Description
The present invention relates to the synthetic method of a kind of chemical products preparation method, particularly a kind of aminodiphenylether resin.
At present, along with industrial expansions such as hard-core technologies such as Aeronautics and Astronautics, military affairs and automobile, machinery, electronics, new requirement has been proposed macromolecular material.Research and development have the novel material of characteristics such as high temperature resistant, high strength, high-insulativity, have become the important directions of investigation of materials.Existing bismaleimides and diphenyl ether are important heat-resisting thermosetting resins, because its thermotolerance and hot physical and mechanical properties excellence are used widely in fields such as electrician, electronics, space flight, aviations.But bismaleimides fusing point height, poorly soluble, process industrial art performance is bad; The diphenyl ether low price, processing performance is good, but emits small molecules products such as water, methyl alcohol when solidifying, and is difficult to obtain closely knit cured article continuously.These drawbacks limit the range of application of these materials.
The object of the present invention is to provide that a kind of technology is easy, the synthetic method of the aminodiphenylether resin of high comprehensive performance.
The object of the present invention is achieved like this: at first the small molecules that contains in it is removed in the diphenyl ether decompression of technical grade; Be that 1: 1～1: 2 the diphenyl ether and the catalyzer of Acetanilide and the two total mass 2%～6% join in the reactor that has agitator, nitrogen conduit and condenser then with mol ratio; After being warming up to the whole melt into homogeneous phases of mixture, 125 ℃ of constant temperature, reaction is not till have volatile matter and emit; The small molecules that contains in the resin is removed in decompression, obtains thick reddish-brown liquid Acetanilide diphenyl ether; Adding concentration is 8%～12% HCl/ ethanolic soln in the Acetanilide diphenyl ether, and the consumption of HCl/ ethanolic soln is 3～5 times of Acetanilide diphenyl ether quality; Heat up and also to stir, treat that resin dissolves fully after, back hydrolysis 4～6 hours; Be neutralized to PH=7～7.5 with saturated KOH/ ethanolic soln, underpressure distillation goes out ethanol, and product is removed inorganics with distilled water wash; Through 85～90 ℃ of vacuum-dryings, can obtain reddish-brown solid aminodiphenylether resin.
Above-mentioned said catalyzer can be selected tosic acid, aluminum trichloride (anhydrous), sulfuric acid, phosphoric acid for use.
Above-mentioned selected diphenyl ether, Acetanilide and catalyzer tosic acid, its consumption is respectively: 36 grams, 21.9 grams and 2 grams.
The invention has the advantages that technology is easy, operation easily, the high comprehensive performance of its product aminodiphenylether resin, contain fragrant methyne structure in its molecular chain, aromatic ring gives polymkeric substance good thermostability, and methyne makes molecule that bigger flexibility be arranged, and makes polymkeric substance be easy to processing.Aminodiphenylether resin had both had the constitutional features of diphenyl ether in addition, and the reactivity similar to aminated compounds arranged again.Can with bismaleimides and Resins, epoxy copolymerization.During copolymerization following advantage is being arranged on the technology and on the performance of multipolymer:
1, behind aminodiphenylether resin and the bismaleimide amine copolymer, no small molecules is emitted.And the two ratio can be adjusted as required.
2, aminodiphenylether resin and bismaleimide amine copolymer, resulting pre-polymerization resin solvability is good than bismaleimides, has better machining property.
3, behind aminodiphenylether resin and the bismaleimide amine copolymer, copolymer resins has kept the advantage of the two, has very high thermotolerance.
4, aminodiphenylether resin cured epoxy resin has improved the thermotolerance of Resins, epoxy.
5, the used in process of production cost of material of aminodiphenylether resin is cheap, and solvent for use ethanol is reusable, and production cost is low.
Below in conjunction with drawings and Examples the present invention is further described.
Accompanying drawing is a process flow sheet of the present invention.
Design of the present invention is synthetic a kind of amino diphenyl ether of active end that has, can with copolymerization such as bismaleimides, Resins, epoxy, be used as the heat-stable material matrix resin.Be raw material with Acetanilide and diphenyl ether promptly, under catalyst action, by the Friedel-Crafts reaction, obtain the Acetanilide diphenyl ether, being hydrolyzed makes aminodiphenylether resin again.Molecular designing of the present invention can be represented with following chemical equation:
Embodiments of the invention can be finished by three steps.
1, the preparation of HCl/ ethanolic soln
The sodium-chlor of certain mass is joined in the there-necked flask, dropwise splash into the vitriol oil from dropping liquid leaks partly, the HCl gas of emitting is incorporated into through in 95% ethanolic soln of weighing by conduit, and the concentration of HCl reaches 10% o'clock stopped reaction in ethanolic soln.
2, the preparation of Acetanilide diphenyl ether
36 gram (0.09mol) diphenyl ethers, 21.9 gram (0.18mol) Acetanilides, 2 gram tosic acid are joined in the three-necked flask that has agitator, nitrogen conduit and condenser.Three-necked bottle is placed in the oil bath, feed nitrogen, heat up and stir, behind the whole melt into homogeneous phases of question response thing mixture, 125 ℃ of reactions of constant temperature.Methanol gas with quantitative distilled water absorption reaction produces regularly weighs with scale, and the small molecules that contains in the resin is removed in decompression during to constant weight, finishes reaction.
3, the preparation of aminodiphenylether resin
Acetanilide diphenyl ether 50 grams are joined in the there-necked flask that has agitator, nitrogen conduit and reflux exchanger.Add 150 milliliters of 10% HCl/ ethanolic solns again, stirring and refluxing hydrolysis 5 hours.Be neutralized to PH=7 with saturated KOH/ ethanolic soln, underpressure distillation goes out ethanol, and product is removed inorganics with distilled water wash.Through 85 ℃～90 ℃ vacuum-dryings, obtain reddish-brown solid aminodiphenylether resin.70～80 ℃ of fusing points; Productive rate (in diphenyl ether) 92%.
Claims (3)
1, a kind of synthetic method of aminodiphenylether resin is characterized in that: at first the small molecules that contains in it is removed in the diphenyl ether decompression of technical grade; Be that 1: 1～1: 2 the diphenyl ether and the catalyzer of Acetanilide and the two total mass 2%～6% join in the reactor that has agitator, nitrogen conduit and condenser then with mol ratio; After being warming up to the whole melt into homogeneous phases of mixture, 125 ℃ of constant temperature, reaction is not till have volatile matter and emit; The small molecules that contains in the resin is removed in decompression, obtains thick reddish-brown liquid Acetanilide diphenyl ether; Adding concentration is 8%～12% HCl/ ethanolic soln in the Acetanilide diphenyl ether, and the consumption of HCl/ ethanolic soln is 3～5 times of Acetanilide diphenyl ether quality; Heat up and also to stir, treat that resin dissolves fully after, back hydrolysis 4～6 hours; Be neutralized to PH=7～7.5 with saturated KOH/ ethanolic soln, underpressure distillation goes out ethanol, and product is removed inorganics with distilled water wash; Through 85～90 ℃ of vacuum-dryings, can obtain reddish-brown solid aminodiphenylether resin.
2, the synthetic method of aminodiphenylether resin according to claim 1 is characterized in that: above-mentioned said catalyzer can be selected tosic acid, aluminum trichloride (anhydrous), sulfuric acid, phosphoric acid for use.
3, the synthetic method of aminodiphenylether resin according to claim 1 is characterized in that: above-mentioned selected diphenyl ether, Acetanilide and catalyzer tosic acid, its consumption is respectively: 36 grams, 21.9 grams and 2 grams.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN00116003A CN1115356C (en) | 2000-09-06 | 2000-09-06 | Process for synthesizing aminodiphenylether resin |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN00116003A CN1115356C (en) | 2000-09-06 | 2000-09-06 | Process for synthesizing aminodiphenylether resin |
Publications (2)
| Publication Number | Publication Date |
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| CN1283646A true CN1283646A (en) | 2001-02-14 |
| CN1115356C CN1115356C (en) | 2003-07-23 |
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| Application Number | Title | Priority Date | Filing Date |
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| CN00116003A Expired - Fee Related CN1115356C (en) | 2000-09-06 | 2000-09-06 | Process for synthesizing aminodiphenylether resin |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104892904A (en) * | 2015-05-18 | 2015-09-09 | 兴宁市精维进电子有限公司 | Interlayer insulation material for multilayer printed circuit board and preparation process thereof |
| CN110572932A (en) * | 2018-06-06 | 2019-12-13 | 兴宁市精维进电子有限公司 | Interlayer insulating material for multilayer printed circuit board and manufacturing process thereof |
| CN112831153A (en) * | 2020-12-31 | 2021-05-25 | 惠州市富邦电子科技有限公司 | Epoxy resin composition and prepreg and laminated board prepared from same |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR950704245A (en) * | 1992-10-21 | 1995-11-17 | 우에하라 아끼라 | N-t-butylaniline analog and lipid lowering agent containing the same |
-
2000
- 2000-09-06 CN CN00116003A patent/CN1115356C/en not_active Expired - Fee Related
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104892904A (en) * | 2015-05-18 | 2015-09-09 | 兴宁市精维进电子有限公司 | Interlayer insulation material for multilayer printed circuit board and preparation process thereof |
| CN110572932A (en) * | 2018-06-06 | 2019-12-13 | 兴宁市精维进电子有限公司 | Interlayer insulating material for multilayer printed circuit board and manufacturing process thereof |
| CN112831153A (en) * | 2020-12-31 | 2021-05-25 | 惠州市富邦电子科技有限公司 | Epoxy resin composition and prepreg and laminated board prepared from same |
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| Publication number | Publication date |
|---|---|
| CN1115356C (en) | 2003-07-23 |
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