CN109988335A - A kind of ferrocenyl Schiff base and the preparation method and application thereof - Google Patents

A kind of ferrocenyl Schiff base and the preparation method and application thereof Download PDF

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CN109988335A
CN109988335A CN201910295233.1A CN201910295233A CN109988335A CN 109988335 A CN109988335 A CN 109988335A CN 201910295233 A CN201910295233 A CN 201910295233A CN 109988335 A CN109988335 A CN 109988335A
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compound
schiff base
ferrocenyl
ferrocenyl schiff
preparation
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CN109988335B (en
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唐武飞
陈寿
彭晓华
谷晓昱
张胜
聂俊
刘晓东
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Shenzhen TONGCHAN Lixing Technology Group Co.,Ltd.
Beijing University of Chemical Technology
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Beijing University of Chemical Technology
Shenzhen Beauty Star Co Ltd
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F17/00Metallocenes
    • C07F17/02Metallocenes of metals of Groups 8, 9 or 10 of the Periodic System
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J5/00Manufacture of articles or shaped materials containing macromolecular substances
    • C08J5/18Manufacture of films or sheets
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/56Organo-metallic compounds, i.e. organic compounds containing a metal-to-carbon bond
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2367/00Characterised by the use of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Derivatives of such polymers
    • C08J2367/02Polyesters derived from dicarboxylic acids and dihydroxy compounds
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2367/00Characterised by the use of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Derivatives of such polymers
    • C08J2367/04Polyesters derived from hydroxy carboxylic acids, e.g. lactones
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2201/00Properties
    • C08L2201/02Flame or fire retardant/resistant

Abstract

The invention discloses a kind of ferrocenyl Schiff bases and the preparation method and application thereof.The chemical structural formula of the ferrocenyl Schiff base are as follows:.Ferrocenyl Schiff base of the present invention is a kind of ferrocenyl Schiff base compound containing ignition-proof element, it is to combine the compound for containing ignition-proof element with ferrocene schiff bases, to achieve the effect that collaboration improves barrier, fire-retardant and antibacterial, the ferrocenyl Schiff base is applied to the modification to bio-based materials, bio-based materials disadvantage itself can be improved, making its barrier property, flame retardant property and antibiotic property has huge promotion.

Description

A kind of ferrocenyl Schiff base and the preparation method and application thereof
Technical field
The present invention relates to Schiff Base at field more particularly to a kind of ferrocenyl Schiff base and preparation method thereof with answer With.
Background technique
Schiff base compounds and its complex contain one kind of imines or azomethine characteristic group (- RC=N-) due to it Organic compound, and there is electronic effect, make its antibacterial research and development, functional material, in terms of with widely answering With and with important researching value.
The special structure of Ferrocene and its derivative and armaticity system make it have higher electrochemical reaction activity, easily Modification has critical role in industry, environmental protection, medicine, energy-saving field.Schiff base structure is introduced on ferrocene molecule to be made The electron mobility of entire molecule becomes larger, and the enhancing of delocalization degree shows special property.
Bio-based materials refer to using renewable biomass, including crops, trees and other plants and its residuum and interior Inclusion is raw material, passes through a kind of new material of the means manufacture such as biology, chemistry and physics.It mainly include biological plastics, life The products such as object based platform compound, biomass functional polymer material, function sugar product, the wooden base engineering material, have green, ring The characteristic that border is friendly, raw material is renewable and biodegradable.However, the flame retardant property of existing bio-based materials, barrier property It is poor with bacteriostasis property, limit the application and popularization of bio-based materials.
Therefore, the existing technology needs to be improved and developed.
Summary of the invention
In view of above-mentioned deficiencies of the prior art, the purpose of the present invention is to provide a kind of ferrocenyl Schiff base and its preparations Method and application, it is desirable to provide one kind can improve the flame retardant property of bio-based materials, the chemical combination of barrier property and bacteriostasis property Object.
A kind of ferrocenyl Schiff base, wherein the chemical structural formula of the ferrocenyl Schiff base are as follows:
A kind of preparation method of ferrocenyl Schiff base as described above, wherein comprising steps of
Pentaerythritol phosphate is reacted with phosphorus oxychloride, prepare compound A, wherein the chemical structure of the compound A Formula:
The compound A is reacted with melamine, prepare compound B, wherein the chemical structural formula of the compound B:
The compound B is reacted with ferrocene dicarbaldehyde, ferrocenyl Schiff base is prepared.
The preparation method of the ferrocenyl Schiff base, wherein it is described by pentaerythritol phosphate and phosphorus oxychloride into In row reaction, the mass ratio of the material of the pentaerythritol phosphate and phosphorus oxychloride is less than or equal to 3:1.
The preparation method of the ferrocenyl Schiff base, wherein it is described by pentaerythritol phosphate and phosphorus oxychloride into The reaction temperature of row reaction is 60-120 DEG C.
The preparation method of the ferrocenyl Schiff base, wherein described to carry out the compound A and melamine instead The mass ratio of the material of Ying Zhong, the compound A and melamine is 1:1.
The preparation method of the ferrocenyl Schiff base, wherein described to carry out the compound A and melamine instead The reaction temperature answered is 60-120 DEG C.
The preparation method of the ferrocenyl Schiff base, wherein it is described by the compound B and ferrocene dicarbaldehyde into In row reaction, the mass ratio of the material of the compound B and ferrocene dicarbaldehyde is 1:1.
The preparation method of the ferrocenyl Schiff base, wherein it is described by the compound B and ferrocene dicarbaldehyde into The reaction temperature of row reaction is 60-120 DEG C.
A kind of application of ferrocenyl Schiff base as described above, wherein the ferrocenyl Schiff base is used for biology The blending and modifying of sill.
The application of the ferrocenyl Schiff base, wherein the bio-based materials are PLA material, PBAT material, biology Base PE material, biology base PP material, one of biology base PET material or a variety of.
The utility model has the advantages that ferrocenyl Schiff base of the present invention is a kind of ferrocenyl Schiff base chemical combination containing ignition-proof element Object is to combine the compound for containing ignition-proof element with ferrocene schiff bases, obstructs to reach collaboration enhancing, is fire-retardant and anti- Bacterium effect.Further, the ferrocenyl Schiff base is applied to the modification to bio-based materials, biological base material can be improved Expect disadvantage itself, making its barrier property, flame retardant property and antibiotic property has huge promotion.
Detailed description of the invention
Fig. 1 is the preparation flow schematic diagram of ferrocenyl Schiff base of the present invention.
Fig. 2 is the infrared spectrum of PEPA, compound A and compound B in the embodiment of the present invention 1.
Fig. 3 is the infrared spectrum of compound B and ferrocenyl Schiff base in the embodiment of the present invention 1.
Specific embodiment
The present invention provides a kind of ferrocenyl Schiff base and the preparation method and application thereof, to make the purpose of the present invention, technology Scheme and effect are clearer, clear, and the present invention is described in more detail below.It should be appreciated that described herein specific Embodiment is only used to explain the present invention, is not intended to limit the present invention.
The present invention provides a kind of ferrocenyl Schiff base, wherein the chemical structural formula of the ferrocenyl Schiff base are as follows:
Ferrocenyl Schiff base of the present invention is a kind of ferrocenyl Schiff base compound containing ignition-proof element, specifically Compound containing ignition-proof element is combined with ferrocene schiff bases, to reach the barriering effect of collaboration enhancing product, resistance Fuel efficiency fruit and antibacterial effect.Further, the ferrocenyl Schiff base is applied to the modification to bio-based materials, Neng Gougai Kind bio-based materials disadvantage itself, making its barrier property, flame retardant property and antibiotic property has huge promotion.
Further, as shown in Figure 1, the present invention also provides a kind of preparation sides of ferrocenyl Schiff base as described above Method, wherein comprising steps of
S1, by pentaerythritol phosphate (PEPA) and phosphorus oxychloride (POCl3) reacted, prepare compound A, wherein described The chemical structural formula of compound A:
S2, the compound A is reacted with melamine, prepare compound B, wherein the chemical structure of the compound B Formula:
S3, the compound B is reacted with ferrocene dicarbaldehyde, ferrocenyl Schiff base is prepared.
The present invention is that young laying ducks in cage compound PEPA carries out reacting prepare compound A with phosphorus oxychloride first, then by changing It closes object A and reacts prepare compound B with melamine, reacted finally by the compound B with ferrocene dicarbaldehyde, prepared Obtain that there is barrier, fire-retardant and antibacterial effect ferrocenyl Schiff base.
Specifically, the preparation method of ferrocenyl Schiff base of the present invention, comprising:
Prepare compound A: PEPA is added in acetonitrile solution, obtains mixed solution, POCl is added dropwise dropwise after mixing evenly3 In the mixed solution, stirring a period of time, cooling at a certain temperature, and filtering, rotary evaporation obtains compound A;
Prepare the reaction equation of the compound A are as follows:
Wherein, the pentaerythritol phosphate (PEPA) that is to say 1- oxygroup phospha -4- methylol -2,6,7- trioxa-l-phosphabicyclo [2.2.2] octane, molecule are in the cage structure of high degree of symmetry, have certain flame retardant effect.
Containing only a chlorine atom in the compound A.In the reaction process for preparing the compound A, two seasons Penta tetrol phosphate is instead of two chlorine atoms in phosphorus oxychloride, to contain only a chlorine original in the compound A made Son.
Preferably, the mass ratio of the material of the pentaerythritol phosphate and phosphorus oxychloride is to be conducive to raisingization less than 3:1 Close the yield of object A.
Preferably, the reaction temperature that pentaerythritol phosphate is reacted with phosphorus oxychloride is 60-120 DEG C, instead It is 3-48 h between seasonable, is conducive to the preparation of compound A.
Prepare compound B: it weighs a certain amount of melamine and is dissolved in acetonitrile solution, add after mixing evenly a certain amount of Compound A, stirring a period of time, cooling at a certain temperature, and filtering, rotary evaporation obtains compound B;
Prepare the reaction equation of the compound B are as follows:
Wherein, the compound B is a kind of containing primary ammonium compounds.During prepare compound B, melamine is instead of change Unique chlorine atom in object A is closed, to be prepared containing primary ammonium compounds B.
Preferably, the mass ratio of the material of the compound A and melamine is 1:1, guarantees with higher turn of compound A Rate.
Preferably, the reaction temperature that the compound A is reacted with melamine is 60-120 DEG C, reaction Time is 3-48 h, is conducive to the yield for improving compound B.
It prepares ferrocenyl Schiff base: under inert gas protection, compound B being added in three mouthfuls of reaction flasks, then plus Enter suitable absolute ethyl alcohol and stirring dissolution, the ethanol solution of ferrocene dicarbaldehyde is slowly added dropwise, is filtered after cooling, suction filtration Cake recrystallizes filter cake dehydrated alcohol three times, and vacuum drying has obtained ferrocenyl Schiff base compound.
Prepare the reaction equation of the ferrocenyl Schiff base are as follows:
Preferably, the inert gas is nitrogen, is protected for the preparation reaction to the ferrocenyl Schiff base.
Preferably, described to be reacted the compound B with ferrocene dicarbaldehyde, the compound B and ferrocene The mass ratio of the material of dicarbaldehyde is 1:1.
Preferably, the reaction temperature that the compound B is reacted with ferrocene dicarbaldehyde is 60-120 DEG C, Reaction time is 3-48 h.
In addition, the present invention removes the impurity in product, improves by being recrystallized with dehydrated alcohol to the filter cake The purity of ferrocenyl Schiff base.
Further, the present invention also provides a kind of applications of ferrocenyl Schiff base as described above, wherein two cyclopentadienyl Iron-based schiff bases is used for the blending and modifying to bio-based materials.
The ferrocenyl Schiff base is applied to the modification to bio-based materials by the present invention, can improve bio-based materials Disadvantage itself, making its barrier property, flame retardant property and antibiotic property has huge promotion.
The application of the ferrocenyl Schiff base according to the present invention, the present invention provide a kind of preparation of modification biological sill Modification biological base is prepared comprising steps of ferrocenyl Schiff base as described above is blended with bio-based materials in method Material.
Preferably, the specially described ferrocenyl Schiff base is blended with bio-based materials for the ferrocenyl Schiff base Melt blending is carried out with bio-based materials, later further includes the operation such as extrusion, tabletting, so that it is (raw to prepare modification biological sill Object sill/ferrocenyl Schiff base composite material).
Preferably, the temperature that ferrocenyl Schiff base and bio-based materials are carried out melt blending is 150-260 ℃。
More specifically, bio-based materials/ferrocenyl Schiff base composite material: by bio-based materials, ferrocenyl Schiff Alkali mixing, by extruder melt blending, adjusting screw rod revolving speed sets temperature of each section, and extruding pelletization obtains composite material.It will The composite material is dried, then on the tablet press machine under high-temperature and high-pressure conditions hot pressing melting a period of time, be then cold-pressed to Room temperature forming.
Preferably, the high temperature and pressure is the condition that temperature is 200 DEG C, pressure is 15MPa.
Preferably, the bio-based materials be polylactic acid (PLA) material, PBAT material, biological poly ethylene (PE) material, Biological poly propylene (PP) material, one of biobased polyethylene terephthalate (PET) material or a variety of.Wherein, The PBAT material belongs to thermoplastic biodegradable plastics, is tetramethylene adipate and the copolymerization of mutual-phenenyl two acid bromide two alcohol ester Object has preferable ductility and elongation at break.
It is highly preferred that the bio-based materials are PLA material.Polylactic acid (PLA) is the novel biology base of one kind and can be again Raw biodegradation material, is made using the starch raw material that reproducible plant resources (such as corn, cassava etc.) are proposed.Starch is former Material obtains glucose via saccharification, then the lactic acid of high-purity is made of glucose and certain strain fermentation, then is closed by chemistry At the polylactic acid of method synthesis certain molecular weight.It, can be by life micro- in nature after use with good biodegradability Object is degradable under given conditions, ultimately generates carbon dioxide and water, free from environmental pollution, this is highly beneficial to protection environment, It is generally acknowledged environment-friendly material.
Below by embodiment, the present invention is described in detail.
Embodiment 1
(1) PEPA of 0.5 mol is added in the acetonitrile solution containing 300 mL, 0.25 mol is added dropwise dropwise after mixing evenly POCl3In above-mentioned solution, 1 d is stirred at 80 DEG C, cooling, filtering, rotary evaporation obtains compound A;
(2) it weighs 0.2 mol melamine to be dissolved in the acetonitrile solution of 200 mL, adds 0.2 mol compound after mixing evenly A stirs 1 d at 80 DEG C, cooling, and filtering, rotary evaporation obtains compound B;
(3) under nitrogen protection, compound B is added in three mouthfuls of reaction flasks, adds absolute ethyl alcohol and stirring dissolution, slowly drips Add the ethanol solution of ferrocene dicarbaldehyde, cooling, suction filtration recrystallizes obtained filter cake dehydrated alcohol three times, vacuum It has been dried to obtain ferrocenyl Schiff base compound.
(4) by poly-lactic acid material, ferrocenyl Schiff base is that 95:5 is mixed according to mass ratio, is melted by extruder It is blended, wherein 35 rpm of screw speed, temperature of each section are set as 165 DEG C, 180 DEG C and 190 DEG C, and extruding pelletization obtains compound Material.Hot pressing melting, time are on tablet press machine after the composite material is dried 1d in 80 DEG C, then under the conditions of 200 DEG C Then 20min, pressure 15MPa are cold-pressed to room temperature forming, obtain poly-lactic acid material/ferrocenyl Schiff base composite material.
Characterization and test
Fig. 2 is the infrared spectrum of PEPA, compound A and compound B in the present embodiment.
Fig. 3 is that compound B and ferrocenyl compound prepare infrared spectrum in the present embodiment.
As shown in Fig. 2, in PEPA, 3700-3200 cm-1Between peak belong to the hydroxyl of PEPA, 3700-3200 cm-1 Between peak belong to the methylene characteristic peak of PEPA, PEPA and POCl3After reaction, the hydroxyl peak almost all of compound A disappears It loses, and in 1310 cm-1With 1024 cm-1Place has found P=O and P-O characteristic peak respectively, illustrates that compound A preparation has succeeded;? In compound B, it is found that maintain the characteristic peak of compound A substantially, but in 1559 cm-1With 1340 cm-1Place is sent out respectively C=N and the C-N characteristic peak for having showed melamine illustrate that compound B preparation has succeeded.
As shown in figure 3, occurring feature (1422 cm of luxuriant ring in ferrocenyl Schiff base compound spectrogram-1With 1109 cm-1), illustrate that the preparation of ferrocenyl Schiff base compound has succeeded.
Poly-lactic acid material/ferrocenyl Schiff base composite property test
Flame retardant test: by add different content ferrocenyl Schiff base in bio-based materials, then by melt blending, It squeezes out, tabletting, flame retardant test.
Barrier property test and the antibacterial test of staphylococcus aureus: by the ferrocenyl seat of PLA material and the preparation Husband's alkali is added in methylene chloride, and stirring is sufficiently dissolved until PLA.On smooth glass plate with make by oneself full-automatic knifing machine with Constant speed is cast knifing.Methylene chloride is dried and removed, the laminated film of experiment is finally obtained, barrier property tests (oxygen Index LOI test) and the antibacterial test of staphylococcus aureus, as shown in table 1.
Table 1, the test of PLA composite property
Embodiment 2
(1) PEPA of 0.5 mol is added in the acetonitrile solution containing 300 mL, 0.2 mol is added dropwise dropwise after mixing evenly POCl3In above-mentioned solution, 0.5 d is stirred at 120 DEG C, cooling, filtering, rotary evaporation obtains compound A;
(2) it weighs 0.2 mol melamine to be dissolved in the acetonitrile solution of 200 mL, adds 0.2 mol compound after mixing evenly A stirs 0.5 d at 120 DEG C, cooling, and filtering, rotary evaporation obtains compound B;
(3) under nitrogen protection, compound B is added in three mouthfuls of reaction flasks, adds absolute ethyl alcohol and stirring dissolution, slowly drips Add the ethanol solution of ferrocene dicarbaldehyde, cooling, suction filtration, filter cake is recrystallized three times with dehydrated alcohol, and vacuum drying obtains Ferrocenyl Schiff base compound.
(4) by poly-lactic acid material, ferrocenyl Schiff base is that 95:5 is mixed according to mass ratio, is melted by extruder It is blended, wherein 35 rpm of screw speed, temperature of each section are set as 165 DEG C, 180 DEG C and 190 DEG C, and extruding pelletization obtains compound Material.Hot pressing melting on tablet press machine by the composite material in 80 DEG C after dry 1 d, then under the conditions of 200 DEG C, time For 20 min, pressure is 15 MPa, is then cold-pressed to room temperature forming, obtains poly-lactic acid material/ferrocenyl Schiff base composite wood Material.
Embodiment 3
(1) PEPA of 0.5 mol is added in the acetonitrile solution containing 300 mL, 0.25 mol is added dropwise dropwise after mixing evenly POCl3In above-mentioned solution, 2 d are stirred at 60 DEG C, cooling, filtering, rotary evaporation obtains compound A;
(2) it weighs 0.2 mol melamine to be dissolved in the acetonitrile solution of 200 mL, adds 0.2 mol compound after mixing evenly A stirs 2 d at 60 DEG C, cooling, and filtering, rotary evaporation obtains compound B;
(3) under nitrogen protection, compound B is added in three mouthfuls of reaction flasks, adds absolute ethyl alcohol and stirring dissolution, slowly drips Add the ethanol solution of ferrocene dicarbaldehyde, cooling, suction filtration, filter cake is recrystallized three times with dehydrated alcohol, and vacuum drying obtains Ferrocenyl Schiff base compound;
(4) by PBAT material, ferrocenyl Schiff base is that 95:5 is mixed according to mass ratio, by extruder melt blending, Wherein 35 rpm of screw speed, temperature of each section are set as 165 DEG C, 180 DEG C and 190 DEG C, and extruding pelletization obtains composite material. Hot pressing melting on tablet press machine by the composite material in 80 DEG C after dry 1 d, then under the conditions of 200 DEG C, time 20 Min, pressure are 15 MPa, are then cold-pressed to room temperature forming, obtain PBAT material/ferrocenyl Schiff base composite material.
The present invention has studied a kind of with the compound containing ignition-proof element, is modified, obtains to ferrocene carboxaldehyde compound Ferrocenyl Schiff base compound, is then applied in bio-based materials, improves the fire-retardant of material, barrier and bacteriostasis property, expands The application and popularization of big bio-based materials.
It should be understood that the application of the present invention is not limited to the above for those of ordinary skills can With improvement or transformation based on the above description, all these modifications and variations all should belong to the guarantor of appended claims of the present invention Protect range.

Claims (10)

1. a kind of ferrocenyl Schiff base, which is characterized in that the chemical structural formula of the ferrocenyl Schiff base are as follows:
2. a kind of preparation method of ferrocenyl Schiff base as described in claim 1, which is characterized in that comprising steps of
Pentaerythritol phosphate is reacted with phosphorus oxychloride, prepare compound A, wherein the chemical structure of the compound A Formula:
The compound A is reacted with melamine, prepare compound B, wherein the chemical structural formula of the compound B:
The compound B is reacted with ferrocene dicarbaldehyde, ferrocenyl Schiff base is prepared.
3. the preparation method of ferrocenyl Schiff base according to claim 2, which is characterized in that described by pentaerythrite phosphorus During acid esters is reacted with phosphorus oxychloride, the mass ratio of the material of the pentaerythritol phosphate and phosphorus oxychloride is less than or equal to 3:1.
4. the preparation method of ferrocenyl Schiff base according to claim 2, which is characterized in that described by pentaerythrite phosphorus The reaction temperature that acid esters is reacted with phosphorus oxychloride is 60-120 DEG C.
5. the preparation method of ferrocenyl Schiff base according to claim 2, which is characterized in that described by the compound During A is reacted with melamine, the mass ratio of the material of the compound A and melamine is 1:1.
6. the preparation method of ferrocenyl Schiff base according to claim 2, which is characterized in that described by the compound The reaction temperature that A is reacted with melamine is 60-120 DEG C.
7. the preparation method of ferrocenyl Schiff base according to claim 2, which is characterized in that described by the compound During B is reacted with ferrocene dicarbaldehyde, the mass ratio of the material of the compound B and ferrocene dicarbaldehyde is 1:1.
8. the preparation method of ferrocenyl Schiff base according to claim 2, which is characterized in that described by the compound The reaction temperature that B is reacted with ferrocene dicarbaldehyde is 60-120 DEG C.
9. a kind of application of ferrocenyl Schiff base as described in claim 1, which is characterized in that the ferrocenyl Schiff base For the blending and modifying to bio-based materials.
10. the application of ferrocenyl Schiff base according to claim 9, which is characterized in that the bio-based materials are PLA Material, PBAT material, biology base PE material, biology base PP material, one of biology base PET material or a variety of.
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CN110938232A (en) * 2019-08-26 2020-03-31 兰州理工大学 Metal ion flame-retardant complex with Schiff base structure and preparation method thereof
CN112812368A (en) * 2020-12-30 2021-05-18 常州威材新材料科技有限公司 Antibacterial flame-retardant material and application method thereof
CN113388158A (en) * 2020-03-12 2021-09-14 内蒙古浩普科技有限公司 Application of phenylphosphono-hydrogen ferrocene as smoke suppressant in epoxy resin
CN113773553A (en) * 2021-09-22 2021-12-10 东莞理工学院 Halogen-free flame retardant and preparation method thereof

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