CN1803890A - Polyurethane elastomer, dicyclopentadiene cyanate ester resin modifier and method for preparing the same - Google Patents
Polyurethane elastomer, dicyclopentadiene cyanate ester resin modifier and method for preparing the same Download PDFInfo
- Publication number
- CN1803890A CN1803890A CN 200510061991 CN200510061991A CN1803890A CN 1803890 A CN1803890 A CN 1803890A CN 200510061991 CN200510061991 CN 200510061991 CN 200510061991 A CN200510061991 A CN 200510061991A CN 1803890 A CN1803890 A CN 1803890A
- Authority
- CN
- China
- Prior art keywords
- polyurethane elastomer
- cyanate ester
- ester resin
- dicyclopentadiene
- resin modifier
- 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.)
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- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 title claims abstract description 37
- 229920005989 resin Polymers 0.000 title claims abstract description 36
- 239000011347 resin Substances 0.000 title claims abstract description 36
- 229920003225 polyurethane elastomer Polymers 0.000 title claims abstract description 23
- 239000004643 cyanate ester Substances 0.000 title claims description 22
- 239000003607 modifier Substances 0.000 title claims description 16
- 238000000034 method Methods 0.000 title abstract description 6
- 238000007334 copolymerization reaction Methods 0.000 claims abstract description 8
- 238000002360 preparation method Methods 0.000 claims abstract description 7
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 17
- 239000005977 Ethylene Substances 0.000 claims description 17
- 239000007788 liquid Substances 0.000 claims description 7
- 230000004927 fusion Effects 0.000 claims description 6
- 238000002844 melting Methods 0.000 claims description 3
- 230000008018 melting Effects 0.000 claims description 3
- XLJMAIOERFSOGZ-UHFFFAOYSA-M cyanate Chemical compound [O-]C#N XLJMAIOERFSOGZ-UHFFFAOYSA-M 0.000 abstract description 4
- 238000012986 modification Methods 0.000 abstract description 3
- 230000004048 modification Effects 0.000 abstract description 3
- 239000011248 coating agent Substances 0.000 abstract description 2
- 238000000576 coating method Methods 0.000 abstract description 2
- 239000000805 composite resin Substances 0.000 abstract description 2
- 239000011159 matrix material Substances 0.000 abstract description 2
- 229920001187 thermosetting polymer Polymers 0.000 abstract description 2
- 239000000853 adhesive Substances 0.000 abstract 1
- 230000001070 adhesive effect Effects 0.000 abstract 1
- 239000003822 epoxy resin Substances 0.000 abstract 1
- 229920000647 polyepoxide Polymers 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 abstract 1
- 229920002635 polyurethane Polymers 0.000 abstract 1
- 239000004814 polyurethane Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 description 6
- 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 description 2
- 238000011017 operating method Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- -1 ammonia ester Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000008204 material by function Substances 0.000 description 1
- 239000002105 nanoparticle Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000003014 reinforcing effect Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
Landscapes
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Polyurethanes Or Polyureas (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
本发明公开了一种聚氨酯弹性体和双环戊二烯型氰酸酯树脂改性体及制备方法。按重量计，是2～140份双环戊二烯型氰酸酯树脂和1～40份聚氨酯弹性体经分步熔融共聚。所制得的环氧树脂和热固性氰酸酯树脂共聚体具有高韧、高强、耐高温、优异的介电性能、和耐湿热性能。此外，所采用的分步熔融共聚法具有直接、简单、无污染、适用性广、操作工艺简单的方法。可作为胶粘剂、复合材料树脂基体、涂料、或其他聚合物的改性体。The invention discloses a modified body of polyurethane elastomer and dicyclopentadiene type cyanate resin and a preparation method. By weight, 2-140 parts of dicyclopentadiene type cyanate resin and 1-40 parts of polyurethane elastic body are melted and copolymerized step by step. The prepared epoxy resin and thermosetting cyanate resin copolymer have high toughness, high strength, high temperature resistance, excellent dielectric properties, and moisture and heat resistance properties. In addition, the adopted step-by-step melt copolymerization method has direct, simple, pollution-free, wide applicability and simple operation process. It can be used as an adhesive, a composite resin matrix, a coating, or a modification of other polymers.
Description
Technical field
The present invention relates to a kind of polyurethane elastomer and dicyclopentadiene cyanate ester resin modifier and preparation method.
Background technology
Cyanate ester resin has excellent dielectric properties, high heat resistance, good comprehensive mechanical properties and extremely low water-intake rate, is a kind of functional materials and the structured material that has had potentiality since the twentieth century in aviation field.Cyanate ester resin has multiple structure, and wherein dicyclopentadiene type ethylene rhodanate resin makes it have than more excellent mechanics, calorifics and the dielectric properties of bisphenol A cyanate ester resin commonly used because of its distinctive molecular structure.But the same with the cyanate ester resin of other types, the cured article of dicyclopentadiene type ethylene rhodanate resin is more crisp, just has important practical value after having only toughening modifying.At present the toughening modifying about cyanate concentrates on bisphenol A cyanate ester resin, and the method that is adopted mainly contains: with polymkeric substance copolymerization/blend, compound etc. with inorganic nano-particle.Toughening modifying about dicyclopentadiene type ethylene rhodanate resin is studied seldom, if adopt existing toughened system to dicyclopentadiene type ethylene rhodanate resin, may can reduce its original thermal characteristics, dielectric properties or processing characteristics in toughness reinforcing.Therefore, research and develop a kind of have high tenacity, strong intensity, the thermotolerance of excellence and the dicyclopentadiene type ethylene rhodanate modification body of good dielectric properties, and a kind of direct, simple, pollution-free, suitability is wide, the simple preparation method of operating procedure, has important science and application value.
Summary of the invention
Have high tenacity in order to overcome the problem that background technology exists, to the object of the present invention is to provide, strong intensity, excellent thermotolerance and ammonia ester elastomer and the dicyclopentadiene cyanate ester resin modifier and the preparation method of good dielectric properties.
For achieving the above object, the technical solution used in the present invention is:
One, polyurethane elastomer and dicyclopentadiene cyanate ester resin modifier by weight, are that 2～140 parts of dicyclopentadiene type ethylene rhodanate resins and 1～40 part of polyurethane elastomer are through the step melting copolymerization.
Two, the preparation method of polyurethane elastomer and dicyclopentadiene cyanate ester resin modifier, by weight, earlier with 1～40 part of dicyclopentadiene cyanate ester resin and 1～40 part of polyurethane elastomer at 50～180 ℃ of fusion copolymer-1-3h; And then add 1～100 part of dicyclopentadiene type ethylene rhodanate resin, and mix, promptly obtain polyurethane elastomer and dicyclopentadiene cyanate ester resin modifier.
Described polyurethane elastomer is liquid pfpe type or PAUR elastomerics, and molecular weight is 3000～5000.
The present invention compares the beneficial effect that has with background technology: prepared Resins, epoxy and thermosetting cyanate ester resin copolymer have high-ductility, high-strength, high temperature resistant, excellent dielectric properties and wet-hot aging performance.In addition, that the step melting copolymerization method that is adopted has is direct, simple, pollution-free, suitability is wide, the simple method of operating procedure.Can be used as the modification body of tackiness agent, composite resin matrix, coating or other polymkeric substance.
Embodiment
Embodiment 1:
By weight, with 10 parts of liquid pfpe types and 10 parts of dicyclopentadiene type ethylene rhodanates at 120 ℃ of fusion copolymerization 3h; Add 90 parts of dicyclopentadiene type ethylene rhodanates then and mix with it, promptly obtain polyurethane elastomer and dicyclopentadiene cyanate ester resin modifier.
Embodiment 2:
By weight, with 40 parts of liquid pfpe types and 40 parts of dicyclopentadiene type ethylene rhodanates at 50 ℃ of fusion copolymerization 3h; Add 100 parts of dicyclopentadiene type ethylene rhodanates then and mix with it, promptly obtain polyurethane elastomer/dicyclopentadiene cyanate ester resin modifier.
Embodiment 3:
By weight, with 1 part of liquid pfpe type and 1 part of dicyclopentadiene type ethylene rhodanate at 180 ℃ of fusion copolymer-1 h; And then add 1 part of dicyclopentadiene type ethylene rhodanate and mix with it, promptly obtain polyurethane elastomer and dicyclopentadiene cyanate ester resin modifier.
Embodiment 4:
By weight, with 10 parts of liquid polyester types and 20 parts of dicyclopentadiene type ethylene rhodanates at 120 ℃ of fusion copolymerization 3h; And then add 50 parts of dicyclopentadiene type ethylene rhodanates and mix with it, promptly obtain polyurethane elastomer and dicyclopentadiene cyanate ester resin modifier.
Claims (4)
1, polyurethane elastomer and dicyclopentadiene cyanate ester resin modifier is characterized in that: by weight, be that 2～140 parts of dicyclopentadiene type ethylene rhodanate resins and 1～40 part of polyurethane elastomer are through the step melting copolymerization.
2, polyurethane elastomer according to claim 1 and dicyclopentadiene cyanate ester resin modifier is characterized in that: described polyurethane elastomer is liquid pfpe type or PAUR elastomerics, and molecular weight is 3000～5000.
3, the preparation method of polyurethane elastomer and dicyclopentadiene cyanate ester resin modifier is characterized in that: by weight, earlier with 1～40 part of dicyclopentadiene cyanate ester resin and 1～40 part of polyurethane elastomer at 50～180 ℃ of fusion copolymer-1～3h; And then add 1～100 part of dicyclopentadiene type ethylene rhodanate resin, and mix, promptly obtain polyurethane elastomer and dicyclopentadiene cyanate ester resin modifier.
4, polyurethane elastomer according to claim 3 and dicyclopentadiene cyanate ester resin modifier is characterized in that: described polyurethane elastomer is liquid pfpe type or PAUR elastomerics, and molecular weight is 3000～5000.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2005100619915A CN100400572C (en) | 2005-12-14 | 2005-12-14 | Polyurethane elastomer and dicyclopentadiene type cyanate resin modified body and preparation method |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2005100619915A CN100400572C (en) | 2005-12-14 | 2005-12-14 | Polyurethane elastomer and dicyclopentadiene type cyanate resin modified body and preparation method |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1803890A true CN1803890A (en) | 2006-07-19 |
| CN100400572C CN100400572C (en) | 2008-07-09 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB2005100619915A Expired - Fee Related CN100400572C (en) | 2005-12-14 | 2005-12-14 | Polyurethane elastomer and dicyclopentadiene type cyanate resin modified body and preparation method |
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| Country | Link |
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| CN (1) | CN100400572C (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102388080A (en) * | 2009-04-09 | 2012-03-21 | 威士伯采购公司 | Polyester coating composition |
| US8946316B2 (en) | 2008-11-26 | 2015-02-03 | Valspar Sourcing, Inc. | Polymer having polycyclic groups and coating compositions thereof |
| US8946346B2 (en) | 2009-04-09 | 2015-02-03 | Valspar Sourcing, Inc. | Polymer having unsaturated cycloaliphatic functionality and coating compositions therefrom |
| CN110128618A (en) * | 2019-05-20 | 2019-08-16 | 北京化工大学 | Thermally reversible crosslinked polyurethane containing dicyclopentadiene crosslinked bridge, preparation method and application thereof |
| CN110527063A (en) * | 2019-07-09 | 2019-12-03 | 华伦纳路新材料有限公司 | Polyurethane-modified aqueous alkide resin of dicyclopentadiene and preparation method thereof |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0378103A3 (en) * | 1989-01-11 | 1991-12-27 | The Dow Chemical Company | Cyanate ester resin blends with brominated styrene containingpolymers |
| CN100506917C (en) * | 2000-03-21 | 2009-07-01 | 日立化成工业株式会社 | Resin composition with excellent dielectric characteristics, process for producing resin composition, varnish prepared from the same, process for producing the same, prepreg made with these, and metal |
| JP4039033B2 (en) * | 2001-10-31 | 2008-01-30 | 日立化成工業株式会社 | Modified cyanate ester-based resin composition, resin film, multilayer printed wiring board, and production method thereof |
| CN100341921C (en) * | 2003-03-07 | 2007-10-10 | 梁国正 | Modified cyanate ester resin and preparation method and uses thereof |
| KR100561070B1 (en) * | 2003-09-05 | 2006-03-15 | 주식회사 엘지화학 | Thermosetting resin composition for high speed transmission circuit board |
-
2005
- 2005-12-14 CN CNB2005100619915A patent/CN100400572C/en not_active Expired - Fee Related
Cited By (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8946316B2 (en) | 2008-11-26 | 2015-02-03 | Valspar Sourcing, Inc. | Polymer having polycyclic groups and coating compositions thereof |
| US9187212B2 (en) | 2008-11-26 | 2015-11-17 | Valspar Sourcing, Inc. | Polymer having polycyclic groups and coating compositions thereof |
| US9200176B2 (en) | 2009-04-09 | 2015-12-01 | Valspar Sourcing, Inc. | Polymer having unsaturated cycloaliphatic functionality and coating compositions therefrom |
| US8946346B2 (en) | 2009-04-09 | 2015-02-03 | Valspar Sourcing, Inc. | Polymer having unsaturated cycloaliphatic functionality and coating compositions therefrom |
| US9187673B2 (en) | 2009-04-09 | 2015-11-17 | Valspar Sourcing, Inc. | Polyester coating composition |
| CN102388080B (en) * | 2009-04-09 | 2014-09-24 | 威士伯采购公司 | Polyester coating composition |
| CN102388080A (en) * | 2009-04-09 | 2012-03-21 | 威士伯采购公司 | Polyester coating composition |
| US9663613B2 (en) | 2009-04-09 | 2017-05-30 | Valspar Sourcing, Inc. | Polymer having unsaturated cycloaliphatic functionality and coating compositions therefrom |
| US10253138B2 (en) | 2009-04-09 | 2019-04-09 | The Sherwin-Williams Company | Polymer having unsaturated cycloaliphatic functionality and coating compositions therefrom |
| US10563010B2 (en) | 2009-04-09 | 2020-02-18 | The Sherwin-Williams Company | Polymer having unsaturated cycloaliphatic functionality and coating compositions therefrom |
| US10961344B2 (en) | 2009-04-09 | 2021-03-30 | The Sherwin-Williams Company | Polymer having unsaturated cycloaliphatic functionality and coating compositions therefrom |
| CN110128618A (en) * | 2019-05-20 | 2019-08-16 | 北京化工大学 | Thermally reversible crosslinked polyurethane containing dicyclopentadiene crosslinked bridge, preparation method and application thereof |
| CN110128618B (en) * | 2019-05-20 | 2020-09-01 | 北京化工大学 | Thermally reversible cross-linked polyurethane containing dicyclopentadiene cross-linked bridge, preparation method and application thereof |
| CN110527063A (en) * | 2019-07-09 | 2019-12-03 | 华伦纳路新材料有限公司 | Polyurethane-modified aqueous alkide resin of dicyclopentadiene and preparation method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| CN100400572C (en) | 2008-07-09 |
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Granted publication date: 20080709 Termination date: 20101214 |