CN101450994A - Preparation method of cyanate ester resin prepolymer - Google Patents
Preparation method of cyanate ester resin prepolymer Download PDFInfo
- Publication number
- CN101450994A CN101450994A CNA2007101905237A CN200710190523A CN101450994A CN 101450994 A CN101450994 A CN 101450994A CN A2007101905237 A CNA2007101905237 A CN A2007101905237A CN 200710190523 A CN200710190523 A CN 200710190523A CN 101450994 A CN101450994 A CN 101450994A
- Authority
- CN
- China
- Prior art keywords
- ester resin
- cyanate ester
- bisphenol
- resin prepolymer
- cooling
- Prior art date
- 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.)
- Granted
Links
- 239000011347 resin Substances 0.000 title claims abstract description 46
- 229920005989 resin Polymers 0.000 title claims abstract description 46
- 239000004643 cyanate ester Substances 0.000 title claims abstract description 23
- 238000002360 preparation method Methods 0.000 title claims abstract description 16
- 238000003756 stirring Methods 0.000 claims abstract description 25
- 238000001816 cooling Methods 0.000 claims abstract description 24
- AHZMUXQJTGRNHT-UHFFFAOYSA-N [4-[2-(4-cyanatophenyl)propan-2-yl]phenyl] cyanate Chemical compound C=1C=C(OC#N)C=CC=1C(C)(C)C1=CC=C(OC#N)C=C1 AHZMUXQJTGRNHT-UHFFFAOYSA-N 0.000 claims abstract description 19
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims abstract description 16
- 239000002994 raw material Substances 0.000 claims abstract description 6
- 238000006116 polymerization reaction Methods 0.000 claims description 6
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 abstract description 3
- XLJMAIOERFSOGZ-UHFFFAOYSA-M cyanate Chemical compound [O-]C#N XLJMAIOERFSOGZ-UHFFFAOYSA-M 0.000 abstract description 3
- 239000007787 solid Substances 0.000 abstract description 3
- 239000007788 liquid Substances 0.000 abstract description 2
- 239000000126 substance Substances 0.000 abstract description 2
- 238000010438 heat treatment Methods 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229930185605 Bisphenol Natural products 0.000 description 1
- 238000004891 communication Methods 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 230000008054 signal transmission Effects 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
Landscapes
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
Abstract
A method for preparing a cyanate ester resin prepolymer. Relates to the preparation of a cyanate ester resin prepolymer. Using bisphenol A cyanate ester resin as a raw material, 1) putting solid bisphenol A cyanate ester resin into a prepolymerization reactor, heating to 140-150 ℃, preserving heat for 15-20 hours, stirring until the refractive index is 1.580-1.585, and controlling the viscosity to be 350-750 mpa · s/25 ℃; 2) cooling the product obtained in the previous step, and stirring continuously during the cooling period; 3) and (3) keeping the temperature when the temperature is cooled to 75-85 ℃, adding butanone accounting for 20-30% of the weight of the bisphenol A type cyanate ester resin, continuously stirring, uniformly stirring, cooling to 20-25 ℃, and uniformly stirring during cooling to obtain the cyanate ester resin prepolymer. The cyanate ester resin prepolymer prepared by the invention has certain molecular weight, certain viscosity and good fluidity, and the appearance of the cyanate ester resin prepolymer is light clear liquid. Its chemical properties and quality standard are equal to solid cyanate resin. The invention has low processing cost.
Description
Technical field
The present invention relates to a kind of preparation method of cyanate ester resin prepolymer, relate in particular to the preparation method of the good cyanate ester resin prepolymer of a kind of resistance to elevated temperatures.
Background technology
Cyanate ester resin is a kind of novel high-performance thermosetting resin that development in recent years is got up.It has excellent dielectric properties, resistance toheat and mechanical property, is the important foundation material of industries such as aerospace, electronics and information communication, at military, civil area very wide application prospect is arranged all.Cyanate is most widely used in the printed-wiring board (PWB) manufacturing of civil area at present.Developed country end of the eighties such as external U.S., day with regard to development and production be the high-performance printed circuit board of resin matrix with the cyanate, satisfying high frequency microwave (more than the 1GHz) request signal transmission, but this resin and utilisation technology thereof are restricted export; Even allow to introduce, also can supplementary condition and cost an arm and a leg.And the present domestic low and middle-grade printed circuit board of can only producing substantially, lacking high-quality reisn base material is its major cause.
Gel time (the Tgel) 〉=10min (150 ℃) of its pre-polymerization degree control of present cyanate ester resin prepolymer can not adapt to the requirement of some sector applications.
Summary of the invention
The present invention is directed to above problem, provide that a kind of preparation cost is low, the preparation method of the more rational cyanate ester resin prepolymer of gellifying property.
Technical scheme of the present invention is to be raw material with the bisphenol A cyanate ester resin, according to the following steps preparation:
1), solid-state bisphenol A cyanate ester resin is inserted in the pre-polymerization reflecting device, heat, be incubated 15～20 hours, stir therebetween to 140～150 ℃, to refractive index be 1.580～1.585, controlling its viscosity is 350～750mpas/25 ℃;
2), will go up step and make thing cooling, cooling period does not stop to stir;
3), keep this temperature during cooling temperature to 75～85 ℃, add the butanone of bisphenol A cyanate ester resin weight 20～30%, continue to stir, evenly after, cool off again until being cooled to 20～25 ℃, cooling period still evenly stirs again, makes cyanate ester resin prepolymer.
Described butanone weight is 25% of bisphenol A cyanate ester resin weight.
The cyanate ester resin prepolymer that the present invention makes is for having certain molecular weight, necessarily viscosity, and good fluidity, and its outward appearance is shallow clear look liquid, viscosity 350～750mpas (20～25 ℃), gel time (Tgel) 〉=20min (200 ℃).Its chemical property and quality standard are equal to the solid cyanate ester resin.The demand that tooling cost of the present invention is low, physicals adapts to some special industries.In addition, preparation method of the present invention also is applicable to the preparation of Bisphenol F type, tetramethyl-Bisphenol F type, bis-phenol M type cyanate ester resin prepolymer.
Embodiment
Embodiment 1
The present invention is raw material with the bisphenol A cyanate ester resin, according to the following steps preparation:
1), solid-state bisphenol A cyanate ester resin is inserted in the pre-polymerization reflecting device, heat, be incubated 20 hours, stir therebetween to 140 ℃, to refractive index be 1.580, controlling its viscosity is 350mpas/25 ℃;
2), will go up step and make thing cooling, cooling period does not stop to stir;
3), keep this temperature during cooling temperature to 75 ℃, add the butanone of bisphenol A cyanate ester resin weight 20%, continue to stir, evenly after, cool off again until being cooled to 25 ℃, cooling period still evenly stirs again, makes cyanate ester resin prepolymer.
Embodiment 2
The present invention is raw material with the bisphenol A cyanate ester resin, according to the following steps preparation:
1), solid-state bisphenol A cyanate ester resin is inserted in the pre-polymerization reflecting device, heat, be incubated 18 hours, stir therebetween to 145 ℃, to refractive index be 1.583, controlling its viscosity is 550mpas/25 ℃;
2), will go up step and make thing cooling, cooling period does not stop to stir;
3), keep this temperature during cooling temperature to 80 ℃, preferably add the butanone of bisphenol A cyanate ester resin weight 25%, continue to stir, evenly after, cool off again until being cooled to 23 ℃, cooling period still evenly stirs again, makes cyanate ester resin prepolymer.
Embodiment 3
The present invention is raw material with the bisphenol A cyanate ester resin, according to the following steps preparation:
1), solid-state bisphenol A cyanate ester resin is inserted in the pre-polymerization reflecting device, heat, be incubated 15 hours, stir therebetween to 150 ℃, to refractive index be 1.585, controlling its viscosity is 750mpas/25 ℃;
2), will go up step and make thing cooling, cooling period does not stop to stir;
3), keep this temperature during cooling temperature to 85 ℃, preferably add the butanone of bisphenol A cyanate ester resin weight 30%, continue to stir, evenly after, cool off again until being cooled to 20 ℃, cooling period still evenly stirs again, makes cyanate ester resin prepolymer.
Claims (2)
1, a kind of preparation method of cyanate ester resin prepolymer is a raw material with the bisphenol A cyanate ester resin, it is characterized in that, according to the following steps preparation:
1), solid-state bisphenol A cyanate ester resin is inserted in the pre-polymerization reflecting device, heat, be incubated 15～20 hours, stir therebetween to 140～150 ℃, to refractive index be 1.580～1.585, controlling its viscosity is 350～750mpas/25 ℃;
2), will go up step and make thing cooling, cooling period does not stop to stir;
3), keep this temperature during cooling temperature to 75～85 ℃, add the butanone of bisphenol A cyanate ester resin weight 20～30%, continue to stir, evenly after, cool off again until being cooled to 20～25 ℃, cooling period still evenly stirs again, makes cyanate ester resin prepolymer.
2, the preparation method of a kind of cyanate ester resin prepolymer according to claim 1 is characterized in that, described butanone weight is 25% of bisphenol A cyanate ester resin weight.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2007101905237A CN101450994B (en) | 2007-11-30 | 2007-11-30 | Method for preparing cyanate ester resin prepolymer |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2007101905237A CN101450994B (en) | 2007-11-30 | 2007-11-30 | Method for preparing cyanate ester resin prepolymer |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN101450994A true CN101450994A (en) | 2009-06-10 |
| CN101450994B CN101450994B (en) | 2011-02-02 |
Family
ID=40733493
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2007101905237A Expired - Fee Related CN101450994B (en) | 2007-11-30 | 2007-11-30 | Method for preparing cyanate ester resin prepolymer |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN101450994B (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102199289A (en) * | 2011-04-08 | 2011-09-28 | 扬州天启化学股份有限公司 | Method for preparing tetramethyl bisphenol F type cyanate resin prepolymer |
| CN102993438A (en) * | 2012-09-20 | 2013-03-27 | 苏州生益科技有限公司 | Bisphenol A-type cyanate ester resin prepolymer and preparation method thereof |
| CN103145983A (en) * | 2012-06-27 | 2013-06-12 | 天门赋通新材料有限公司 | Preparation method of bisphenol A type cyanate ester resin prepolymer |
| CN106810691A (en) * | 2015-11-30 | 2017-06-09 | 航天特种材料及工艺技术研究所 | A kind of method for controlling cyanate ester resin system rheological property |
| US20230002611A1 (en) * | 2021-06-30 | 2023-01-05 | Nan Ya Plastics Corporation | Thermosetting resin material, prepreg, and metal substrate |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5312887A (en) * | 1992-12-09 | 1994-05-17 | International Business Machines Corporation | Dicyanate prepolymers, use and preparation thereof |
| CN100488945C (en) * | 2003-12-19 | 2009-05-20 | 上虞市盛达生物化工有限公司 | Preparation method of bisphenol A cyanate ester |
| CN100519154C (en) * | 2005-05-10 | 2009-07-29 | 西北工业大学 | Mehtod for preparing composite material contg. nano-silicon dioxide, polyurethane and cyanate resin |
-
2007
- 2007-11-30 CN CN2007101905237A patent/CN101450994B/en not_active Expired - Fee Related
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102199289A (en) * | 2011-04-08 | 2011-09-28 | 扬州天启化学股份有限公司 | Method for preparing tetramethyl bisphenol F type cyanate resin prepolymer |
| CN103145983A (en) * | 2012-06-27 | 2013-06-12 | 天门赋通新材料有限公司 | Preparation method of bisphenol A type cyanate ester resin prepolymer |
| CN103145983B (en) * | 2012-06-27 | 2014-10-29 | 天门赋通新材料有限公司 | Preparation method of bisphenol A type cyanate ester resin prepolymer |
| CN102993438A (en) * | 2012-09-20 | 2013-03-27 | 苏州生益科技有限公司 | Bisphenol A-type cyanate ester resin prepolymer and preparation method thereof |
| CN102993438B (en) * | 2012-09-20 | 2014-12-24 | 苏州生益科技有限公司 | Bisphenol A-type cyanate ester resin prepolymer and preparation method thereof |
| CN106810691A (en) * | 2015-11-30 | 2017-06-09 | 航天特种材料及工艺技术研究所 | A kind of method for controlling cyanate ester resin system rheological property |
| CN106810691B (en) * | 2015-11-30 | 2019-08-09 | 航天特种材料及工艺技术研究所 | A method of control cyanate ester resin system rheological property |
| US20230002611A1 (en) * | 2021-06-30 | 2023-01-05 | Nan Ya Plastics Corporation | Thermosetting resin material, prepreg, and metal substrate |
Also Published As
| Publication number | Publication date |
|---|---|
| CN101450994B (en) | 2011-02-02 |
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