CN114561101A - Diallyl bisphenol A modified bismaleimide resin capable of prolonging shelf life and preparation method thereof - Google Patents
Diallyl bisphenol A modified bismaleimide resin capable of prolonging shelf life and preparation method thereof Download PDFInfo
- Publication number
- CN114561101A CN114561101A CN202210338068.5A CN202210338068A CN114561101A CN 114561101 A CN114561101 A CN 114561101A CN 202210338068 A CN202210338068 A CN 202210338068A CN 114561101 A CN114561101 A CN 114561101A
- Authority
- CN
- China
- Prior art keywords
- diallyl bisphenol
- bismaleimide resin
- modified bismaleimide
- shelf life
- resin
- 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.)
- Pending
Links
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/54—Silicon-containing compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
- C08G73/10—Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
- C08G73/12—Unsaturated polyimide precursors
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
The invention discloses diallyl bisphenol A modified bismaleimide resin capable of prolonging the shelf life and a preparation method thereof, wherein a silane coupling agent accounting for 0.5 percent of the weight of the diallyl bisphenol A modified bismaleimide resin is added into the diallyl bisphenol A modified bismaleimide resin. Compared with the prior art, the invention prolongs the shelf life of the diallyl bisphenol A modified bismaleimide resin to 3 years from 1 month by adding 0.5 percent of silane coupling agent, further expands the application range of the product and has good economic benefit.
Description
Technical Field
The invention relates to the field of high-temperature-resistant composite resin materials, in particular to diallyl bisphenol A modified bismaleimide resin capable of prolonging the shelf life and a preparation method thereof.
Background
The diallyl bisphenol A modified bismaleimide resin is a kind of polyimide resin, and is mainly used for producing high-temperature resistant composite materials. The addition reaction of diallyl bisphenol A and bismaleimide resin is carried out under certain conditions, so that the two monomers are polymerized together, the temperature resistance of the bismaleimide resin can be improved by adding the diallyl bisphenol A, and meanwhile, the toughness of the bismaleimide resin can be improved. Due to the fact that the activity of the diallyl bisphenol A modified bismaleimide resin is high, precipitation phenomenon (the diallyl bisphenol A and the bismaleimide resin are split into two monomers again, the bismaleimide is solid) is prone to occur in the product storage process, the product is invalid, and the quality guarantee period of the existing product is 1 month.
Disclosure of Invention
The invention aims to provide diallyl bisphenol A modified bismaleimide resin capable of prolonging the shelf life and a preparation method thereof.
In order to achieve the purpose, the invention is implemented according to the following technical scheme:
the first purpose of the invention is to provide a diallyl bisphenol A modified bismaleimide resin capable of prolonging the shelf life, wherein a silane coupling agent accounting for 0.5 percent of the weight of the diallyl bisphenol A modified bismaleimide resin is added into the diallyl bisphenol A modified bismaleimide resin.
The second purpose of the invention is to provide a preparation method of diallyl bisphenol A modified bismaleimide resin capable of prolonging the shelf life, which comprises the steps of adding 3 parts by weight of diallyl bisphenol A into a reaction vessel, heating while stirring, adding 5 parts by weight of bismaleimide resin when the temperature is raised to 80 ℃, heating while stirring, keeping the temperature for 5 hours when the temperature is raised to 150 ℃, adding 0.04 part by weight of silane coupling agent when the reaction is finished, uniformly stirring, and naturally cooling to room temperature to obtain the diallyl bisphenol A modified bismaleimide resin capable of prolonging the shelf life.
Compared with the prior art, the invention prolongs the shelf life of the diallyl bisphenol A modified bismaleimide resin to 3 years from 1 month by adding 0.5 percent of silane coupling agent, further expands the application range of the product and has good economic benefit.
Drawings
FIG. 1 is a picture of the product of the diallyl bisphenol A modified bismaleimide resin of comparative example 1 after being left for one month (30 days).
FIG. 2 is a photograph of a product of an extended shelf life diallylbisphenol A modified bismaleimide resin of the present invention after standing for 3 years (1100 days).
Detailed Description
In order to make the objects, technical solutions and advantages of the present invention more apparent, the present invention is further described in detail with reference to the following embodiments. The specific embodiments described herein are merely illustrative of the invention and do not limit the invention.
Example 1
Adding 3kg of diallyl bisphenol A into a reaction vessel, heating while stirring, adding 5kg of bismaleimide resin when the temperature rises to 80 ℃, heating while stirring, keeping the temperature for 5 hours when the temperature rises to 150 ℃, adding 0.04kg of silane coupling agent when the reaction is finished, uniformly stirring, and naturally cooling to room temperature to obtain the diallyl bisphenol A modified bismaleimide resin with the prolonged shelf life.
Example 2
Adding 6kg of diallyl bisphenol A into a reaction vessel, heating while stirring, adding 10kg of bismaleimide resin when the temperature rises to 80 ℃, heating while stirring, preserving the temperature for 5 hours when the temperature rises to 150 ℃, adding 0.08kg of silane coupling agent when the reaction is finished, uniformly stirring, and naturally cooling to room temperature to obtain the diallyl bisphenol A modified bismaleimide resin with the prolonged shelf life.
Example 3
Adding 1.5kg of diallyl bisphenol A into a reaction vessel, heating while stirring, adding 2.5kg of bismaleimide resin when the temperature rises to 80 ℃, heating while stirring, keeping the temperature for 5 hours when the temperature rises to 150 ℃, adding 0.02kg of silane coupling agent when the reaction is finished, uniformly stirring, and naturally cooling to room temperature to obtain the diallyl bisphenol A modified bismaleimide resin with the prolonged shelf life.
Comparative example 1
Adding 1.5kg of diallyl bisphenol A into a reaction vessel, heating while stirring, adding 2.5kg of bismaleimide resin when the temperature rises to 80 ℃, heating while stirring, keeping the temperature for 5 hours when the temperature rises to 150 ℃, and naturally cooling to room temperature after the reaction is finished to obtain the diallyl bisphenol A modified bismaleimide resin.
The resins prepared in comparative example 1 and examples 1-3 are stored respectively, actual detection proves that the shelf life of the diallyl bisphenol A modified bismaleimide resin prepared in comparative example 1 is only 1 month (30 days), and obvious layering phenomenon can be seen after the diallyl bisphenol A modified bismaleimide resin is placed for one month as shown in figure 1; the shelf life of the diallyl bisphenol A modified bismaleimide resins prepared in examples 1-3 was about 3 years, and no delamination occurred after the diallyl bisphenol A modified bismaleimide resins were left for 3 years (1100 days).
In addition, the resin prepared in the comparative example 1 and the resin prepared in the comparative example 1 after being left for 1 month (30 days) are respectively taken for gel time measurement, and the specific process is as follows: 10g of resin is respectively placed on a hot plate at 150 ℃ to be melted into a round piece with the size of 2 square centimeters (the size of a monobasic coin), the round piece is continuously stirred by a glue stick, timing is started simultaneously, 55-65 circles per minute of stirring is preferred, circles are drawn clockwise during stirring until the tested resin is just not adhered to the stirring stick or is about to solidify, the end point of the gelling time is marked, the gelling time of the resin is the end point, the gelling time of the resin is 400 seconds after the resin prepared by practical test in the comparative example 1, and the gelling time of the resin is 200 seconds after the resin is placed for 1 month (30 days), the gelling time is shortened by 50%, and the fact that the resin is failed is shown.
The gel time of the resin obtained in example 1 and the resin obtained in example 1 after 3 years (1100 days) were measured, respectively, by the following procedure: respectively taking 10g of resin, placing the resin on a hot plate at 150 ℃, melting into a round piece with the size of 2 square centimeters (the size of a monobasic coin), continuously stirring by using a glue stick, simultaneously starting timing, preferably 55-65 circles per minute during stirring, clockwise marking a circle during stirring until the tested resin is just not adhered to the stirring stick or is about to solidify, and recording the time as the end point of the gelling time, wherein the gelling time of the resin is recorded, the gelling time of the resin prepared in practical test comparative example 1 is 400 seconds, and the gelling time of the resin after being placed for 3 years (1100 days) is 360 seconds, so that the gelling time is shortened by 10 percent, and the resin is proved to be not invalid.
The technical solution of the present invention is not limited to the limitations of the above specific embodiments, and all technical modifications made according to the technical solution of the present invention fall within the protection scope of the present invention.
Claims (2)
1. A diallyl bisphenol A modified bismaleimide resin capable of prolonging the shelf life is characterized in that: and a silane coupling agent accounting for 0.5 percent of the weight of the diallyl bisphenol A modified bismaleimide resin is added into the diallyl bisphenol A modified bismaleimide resin.
2. A method for preparing an extended shelf life diallylbisphenol a modified bismaleimide resin as claimed in claim 1, wherein:
adding 3 parts by weight of diallyl bisphenol A into a reaction vessel, heating while stirring, adding 5 parts by weight of bismaleimide resin when the temperature rises to 80 ℃, heating while stirring, keeping the temperature for 5 hours when the temperature rises to 150 ℃, adding 0.04 part by weight of silane coupling agent when the reaction is finished, uniformly stirring, and naturally cooling to room temperature to obtain the diallyl bisphenol A modified bismaleimide resin with the prolonged shelf life.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN202210338068.5A CN114561101A (en) | 2022-04-01 | 2022-04-01 | Diallyl bisphenol A modified bismaleimide resin capable of prolonging shelf life and preparation method thereof |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN202210338068.5A CN114561101A (en) | 2022-04-01 | 2022-04-01 | Diallyl bisphenol A modified bismaleimide resin capable of prolonging shelf life and preparation method thereof |
Publications (1)
Publication Number | Publication Date |
---|---|
CN114561101A true CN114561101A (en) | 2022-05-31 |
Family
ID=81720296
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN202210338068.5A Pending CN114561101A (en) | 2022-04-01 | 2022-04-01 | Diallyl bisphenol A modified bismaleimide resin capable of prolonging shelf life and preparation method thereof |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN114561101A (en) |
Citations (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4598115A (en) * | 1983-09-14 | 1986-07-01 | Hitachi Chemical Company, Ltd. | Polyamino-bis-maleimide prepolymer, method for manufacture thereof, and method for manufacture of laminate using said prepolymer |
CN101775139A (en) * | 2009-12-31 | 2010-07-14 | 苏州大学 | Method for preparing modified bismaleimide resin |
CN101974226A (en) * | 2010-11-11 | 2011-02-16 | 苏州大学 | Flame-retardant bismaleimide resin and preparation method thereof |
CN102276836A (en) * | 2011-06-03 | 2011-12-14 | 苏州大学 | Flame retardant bimaleimide resin and preparation method thereof |
CN102775605A (en) * | 2012-08-14 | 2012-11-14 | 西北工业大学 | Modified bismaleimide resin and preparation method thereof |
CN103172862A (en) * | 2013-03-28 | 2013-06-26 | 西北工业大学 | Nano-filler bismaleimide resin and preparation method thereof |
CN103467987A (en) * | 2013-09-30 | 2013-12-25 | 黑龙江省科学院石油化学研究院 | Toughening modification method for bismaleimide resin |
CN104311756A (en) * | 2014-11-07 | 2015-01-28 | 中国科学院上海有机化学研究所 | Silicon-containing bismaleimide resin and preparation thereof |
CN104356388A (en) * | 2014-11-25 | 2015-02-18 | 苏州大学 | Flame-retardant bismaleimide resin and preparation method thereof |
CN107189435A (en) * | 2017-07-17 | 2017-09-22 | 威海光威复合材料股份有限公司 | The preparation method of bismaleimide resin composite material |
CN107955372A (en) * | 2017-12-14 | 2018-04-24 | 威海光威复合材料股份有限公司 | The preparation method of bimaleimide resin cyanate ester resin composite material |
CN107955371A (en) * | 2017-12-14 | 2018-04-24 | 威海光威复合材料股份有限公司 | The preparation method of bimaleimide resin epoxy resin composite material |
CN107974084A (en) * | 2017-12-14 | 2018-05-01 | 威海光威复合材料股份有限公司 | The preparation method of bimaleimide resin benzoxazine colophony composite material |
CN108250746A (en) * | 2016-12-29 | 2018-07-06 | 广东生益科技股份有限公司 | Bismaleimide amine composition and its prepreg, the laminate and printed circuit board of a kind of polysiloxanes-allyl compound modification |
CN112250865A (en) * | 2020-10-15 | 2021-01-22 | 苏州生益科技有限公司 | Modified maleimide resin prepolymer, preparation method thereof, resin composition, prepreg, laminated board and printed circuit board |
CN113121981A (en) * | 2019-12-31 | 2021-07-16 | 广东生益科技股份有限公司 | Resin composition, and prepreg and insulating board using same |
CN113121586A (en) * | 2019-12-31 | 2021-07-16 | 广东生益科技股份有限公司 | Modified maleimide compound and preparation method and application thereof |
-
2022
- 2022-04-01 CN CN202210338068.5A patent/CN114561101A/en active Pending
Patent Citations (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4598115A (en) * | 1983-09-14 | 1986-07-01 | Hitachi Chemical Company, Ltd. | Polyamino-bis-maleimide prepolymer, method for manufacture thereof, and method for manufacture of laminate using said prepolymer |
CN101775139A (en) * | 2009-12-31 | 2010-07-14 | 苏州大学 | Method for preparing modified bismaleimide resin |
CN101974226A (en) * | 2010-11-11 | 2011-02-16 | 苏州大学 | Flame-retardant bismaleimide resin and preparation method thereof |
CN102276836A (en) * | 2011-06-03 | 2011-12-14 | 苏州大学 | Flame retardant bimaleimide resin and preparation method thereof |
CN102775605A (en) * | 2012-08-14 | 2012-11-14 | 西北工业大学 | Modified bismaleimide resin and preparation method thereof |
CN103172862A (en) * | 2013-03-28 | 2013-06-26 | 西北工业大学 | Nano-filler bismaleimide resin and preparation method thereof |
CN103467987A (en) * | 2013-09-30 | 2013-12-25 | 黑龙江省科学院石油化学研究院 | Toughening modification method for bismaleimide resin |
CN104311756A (en) * | 2014-11-07 | 2015-01-28 | 中国科学院上海有机化学研究所 | Silicon-containing bismaleimide resin and preparation thereof |
CN104356388A (en) * | 2014-11-25 | 2015-02-18 | 苏州大学 | Flame-retardant bismaleimide resin and preparation method thereof |
CN108250746A (en) * | 2016-12-29 | 2018-07-06 | 广东生益科技股份有限公司 | Bismaleimide amine composition and its prepreg, the laminate and printed circuit board of a kind of polysiloxanes-allyl compound modification |
CN107189435A (en) * | 2017-07-17 | 2017-09-22 | 威海光威复合材料股份有限公司 | The preparation method of bismaleimide resin composite material |
CN107955372A (en) * | 2017-12-14 | 2018-04-24 | 威海光威复合材料股份有限公司 | The preparation method of bimaleimide resin cyanate ester resin composite material |
CN107955371A (en) * | 2017-12-14 | 2018-04-24 | 威海光威复合材料股份有限公司 | The preparation method of bimaleimide resin epoxy resin composite material |
CN107974084A (en) * | 2017-12-14 | 2018-05-01 | 威海光威复合材料股份有限公司 | The preparation method of bimaleimide resin benzoxazine colophony composite material |
CN113121981A (en) * | 2019-12-31 | 2021-07-16 | 广东生益科技股份有限公司 | Resin composition, and prepreg and insulating board using same |
CN113121586A (en) * | 2019-12-31 | 2021-07-16 | 广东生益科技股份有限公司 | Modified maleimide compound and preparation method and application thereof |
CN112250865A (en) * | 2020-10-15 | 2021-01-22 | 苏州生益科技有限公司 | Modified maleimide resin prepolymer, preparation method thereof, resin composition, prepreg, laminated board and printed circuit board |
Non-Patent Citations (1)
Title |
---|
旷文峰等: "新型双马来酰亚胺-二烯丙基双酚A共聚树脂的合成及性能研究", 合成化学, pages 61 - 64 * |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN101550325B (en) | Wind-power class bi-component epoxy adhesive and preparation method thereof | |
CN109825254B (en) | Polyethylene glycol wood powder composite phase change energy storage material and preparation method and application thereof | |
CN109929109A (en) | A kind of high tenacity high-low temperature resistant Bismaleimides resin pre-polymer and preparation method thereof | |
CN105330843A (en) | Semi-aromatic transparent nylon and preparing method thereof | |
CN114316859B (en) | Adhesive for high-temperature-resistant process protective film and preparation method thereof | |
WO2021238004A1 (en) | Biomass benzoxazine-based shape memory resin, preparation method therefor, and application thereof | |
CN114561101A (en) | Diallyl bisphenol A modified bismaleimide resin capable of prolonging shelf life and preparation method thereof | |
CN105622858A (en) | Environment-friendly styrene-free unsaturated polyester resin synthesis method | |
CN112724361A (en) | Nitrogen-phosphorus-containing lignin-based intumescent flame retardant modified polyurethane elastomer and preparation method thereof | |
CN116622044B (en) | Low-free phenol phenolic aldehyde modified furan resin for casting and preparation method thereof | |
CN107141721B (en) | A kind of high dielectric constant composition epoxy resin and preparation method thereof | |
CN108530591B (en) | Preparation method of alkaline phenolic resin for 3D sand mold printing | |
CN106903262B (en) | Casting bonds preparation method of phenolic resin and application with cold-box process rapid curing core sand | |
CN106916283B (en) | A kind of preparation method of branched structure anhydride curing accelerator | |
CN113999389A (en) | Film of copolymer of long-chain nylon and biuret and preparation method thereof | |
CN108948344A (en) | Polycaprolactam auxiliary agent and preparation method thereof, polycaprolactam | |
CN110653332A (en) | Furan resin for casting and preparation method thereof | |
US2190829A (en) | Phenol carboxylic acid amideformaldehyde resins | |
CN112094620A (en) | Epoxy cross-linked modified hot melt adhesive and preparation method thereof | |
CN105368006B (en) | A kind of composition epoxy resin and its prepare dipping coil method | |
CN117820994A (en) | Self-heating epoxy resin repair patch and preparation method thereof | |
CN110625060B (en) | Phosphate binder modified by hydroxyethylidene diphosphonic acid and preparation method thereof | |
CN107387508A (en) | A kind of high pressure resistant flange and its production technology | |
SU745911A1 (en) | Polyarylene-bis-(maleinimide)-sulfides as thermosetting binders and their preparing method | |
CN112831028A (en) | Aromatic amine epoxy resin curing agent and preparation method thereof |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PB01 | Publication | ||
PB01 | Publication | ||
SE01 | Entry into force of request for substantive examination | ||
SE01 | Entry into force of request for substantive examination |