CN107987276A - The preparation method and application of polyethyleneimine amidatioon grease - Google Patents
The preparation method and application of polyethyleneimine amidatioon grease Download PDFInfo
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- CN107987276A CN107987276A CN201610930023.1A CN201610930023A CN107987276A CN 107987276 A CN107987276 A CN 107987276A CN 201610930023 A CN201610930023 A CN 201610930023A CN 107987276 A CN107987276 A CN 107987276A
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- polyethyleneimine
- grease
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- 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
- C08G73/02—Polyamines
- C08G73/0206—Polyalkylene(poly)amines
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L27/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers
- C08L27/02—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L27/04—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment containing chlorine atoms
- C08L27/06—Homopolymers or copolymers of vinyl chloride
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L97/00—Compositions of lignin-containing materials
- C08L97/02—Lignocellulosic material, e.g. wood, straw or bagasse
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/03—Polymer mixtures characterised by other features containing three or more polymers in a blend
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/54—Improvements relating to the production of bulk chemicals using solvents, e.g. supercritical solvents or ionic liquids
Abstract
The invention discloses a kind of preparation method and application of polyethyleneimine amidatioon grease.The preparation of polyethyleneimine amidatioon grease, it is characterized in that including polyethyleneimine and lipidic compounds, its mass values is 0.25~3, and the polyethyleneimine is L-PEI or cladodification polyethyleneimine, and weight average molecular weight is 500~10000；The grease is vegetable fat or animal fat with triglyceride structure feature, including castor oil, cottonseed oil, soybean oil, tung oil, lard and butter etc..The preparation of polyethyleneimine amidatioon grease, it is characterized in that using supercritical carbon dioxide or the reaction condition of micro ware auxiliary catalysis.The preparation of polyethyleneimine amidatioon grease has the advantages of easy to operate, environment-friendly high-efficiency.Invention describes the application by polyethyleneimine amidatioon grease in toughness reinforcing and increase-volume Polyvinyl chloride wood-plastic composite material.
Description
Technical field
The present invention relates to a kind of preparation method of fat-based polymeric polyamine, more particularly to a kind of polyethyleneimine amine amide
The preparation method of carburetion fat.
Background technology
With the increasingly depleted of non-renewable fossil resources, the use for coming from the chemical raw material of fossil resources does not have
Sustainability, the method for being used to be modified or prepare composite material using the renewable compound of biomass are just being paid more and more attention.It is poly-
Vinyl chloride wood plastic composite, as filling substrate, reduces to stone due to the use of environmentally friendly renewable and cheap and easy to get wood powder
The use of oily resource, has very high economic benefit, economy of resources and environmental benefit.Wood powder is mainly by cellulose, hemicellulose
And lignin is formed, its surface rich in a large amount of highly polar hydroxyls, with polarity the compatibility of weaker polyvinyl chloride (PVC) compared with
Difference.In addition PVC material pliability is poor, more serious with the brittleness of rigid wood powder material after compound.It is necessary for this to polychlorostyrene
Ethene wood plastic composite carries out toughness reinforcing and capacity increasing modifying.
Lipidic compounds can be divided into vegetable fat and animal fat by its source, its main component is typically all to contain even carbon
The glyceride of the higher fatty acids of atom, the ester bond structure in its molecular formula can carry out a variety of chemical reactions, such as hydrolysis, also
Original reaction and aminolysis reaction etc., a variety of fat-based chemicals can be prepared using these reactions.Polyethyleneimine polymerize as a kind of
Thing polyamine, contains substantial amounts of active amine in its molecule, it is possible to provide high is positive from density, and polarity is stronger, because it is to fiber
Element possesses stronger adhesive force, is usually used in the sizing agent of paper.Lipidic compounds are directly used in polyvinyl chloride wood plastic composite wood
It is bad with the compatibility of wood powder since the polarity of grease molecules is smaller during the toughness reinforcing of material, the intermolecular force with polyvinyl chloride
Also it is little, therefore the method effect of this simple toughness reinforcing is limited, and can substantially reduce the mechanical strength of composite material.
Under certain condition, the primary amine groups in polyethyleneimine amine molecule can occur with secondary amine with the ester bond of lipidic compounds
Amidation process, makes the long-chain fat hydrocarbon of lipidic compounds be keyed to by amido link on polyethyleneimine strand.Pass through control
The mass ratio of polyethyleneimine and lipidic compounds processed, can prepare the polyethyleneimine amine amide of different molecular weight and amine groups content
Carburetion fat.Amido quantity is reduced in this kind of fat-based polyamine molecule synthesized, the increase of chain alkyl quantity, and molecular polarity is more former
Material polyethyleneimine significantly reduces.By varying polyethyleneimine and the mass ratio of lipidic compounds, different amidos can be synthesized
The polyethyleneimine amidatioon grease of substitution value and polarity.This kind of polyethyleneimine amidatioon grease is added to polyvinyl chloride wood
In plastic composite materials, amide groups and amido in one side polyethyleneimine amidatioon grease (including primary amine groups, secondary amine and tertiary amine
Base) stronger hydrogen bond action can be formed with the hydroxyl of wood powder, amido can form ionic bonding effect with the chlorine atom of PVC, make to gather
Aziridine amidatioon grease has good compatibility with PVC and wood powder；On the other hand, the chain alkyl of fat-based adds
The flexibility of polymer molecular chain, makes modified Polyvinyl chloride wood-plastic composite material be plasticized and toughness reinforcing.
Polyethyleneimine under the reaction condition of supercritical carbon dioxide or micro ware auxiliary catalysis, is compared with lipidic compounds
The method of traditional induced reactions, has the advantages that fast reaction speed, high conversion rate, accessory substance are less.In overcritical titanium dioxide
Reaction in carbon also has the advantages of dissolution of raw material is good, mass transfer rate express delivery.
The content of the invention
The technical problem of solution：The present invention provides use polyethyleneimine and lipidic compounds in supercritical carbon dioxide
Or the method that polyethyleneimine amidatioon grease is prepared under the conditions of microwave catalysis.The polyethyleneimine amidatioon grease have compared with
Good molecular flexibility, can be as the toughener of Polyvinyl chloride wood-plastic composite material.The polyethyleneimine amidatioon grease point
There is the fat-based chain alkyl of the amide groups of polarity, amido and low pole at the same time in son, possess while affine wood powder and PVC
Ability, can be as the bulking agent of Polyvinyl chloride wood-plastic composite material.
Technical solution：
The invention discloses a kind of polyethyleneimine amidatioon grease, as shown in formula (I) and formula (II),
Formula (I) is polyethyleneimine amidatioon grease using cladodification polyethyleneimine as Material synthesis, wherein R1, R2,
R3... ..., RxFor the chain alkyl of lipidic compounds；
Formula (II) is polyethyleneimine amidatioon grease using L-PEI as Material synthesis, wherein R1, R2,
R3... ..., RyFor the chain alkyl of lipidic compounds.
The invention discloses the preparation method of polyethyleneimine amidatioon grease, comprise the following steps that,
After polyethyleneimine and lipidic compounds are pre-mixed under the conditions of supercritical carbon dioxide or micro ware auxiliary catalysis
Amidation process is carried out, obtains polyethyleneimine amidatioon grease.
Preferably, the polyethyleneimine is L-PEI or cladodification polyethyleneimine, weight average molecular weight 500
~10000, its states of matter is liquid or solid-state.
Preferably, the lipidic compounds are vegetable fat or animal fat with triglyceride structure feature, including
Castor oil, cottonseed oil, soybean oil, tung oil, lard and butter etc., its states of matter are liquid or solid-state.
Preferably, the mass ratio of the reaction raw materials polyethyleneimine and lipidic compounds is 0.25~3.
Preferably, the polyethyleneimine and lipidic compounds premixing method is,
(1) if the states of matter of polyethyleneimine and lipidic compounds is liquid, direct convention stir is mixed to transparent equal
One liquid；
(2) if the one of which raw material of polyethyleneimine and lipidic compounds is solid-state, and solid feed quality accounts for raw material
The percentage of gross mass is not more than 30%, then using the method for ultrasonic wave aid dispersion that solid feed is dispersed former to liquid
In material, 200~1000W of ultrasonic power, 3~10min of time；
(3) if polyethyleneimine and lipidic compounds are solid-state or one of which raw material is solid-state, and solid feed matter
The percentage that amount accounts for raw material gross mass is more than 30%, then is uniformly mixed raw material using homogenizer, and rotating speed 2000~
10000rpm, 1~5min of time.
Preferably, the amidation method in supercritical carbon dioxide is 32~85 DEG C of reaction temperature, pressure 7.5~
30MPa, 1~3h of reaction time.
Preferably, the amidation method of the micro ware auxiliary catalysis is 100~1000W of microwave power, the reaction time 2~
30min。
The invention discloses the application of polyethyleneimine amidatioon grease toughness reinforcing, increase-volume Polyvinyl chloride wood-plastic composite material,
Its dosage accounts for the 1%~30% of PVC and wood powder gross mass.By polyethyleneimine amidatioon grease, polyvinyl chloride and wood powder press than
Blending extrusion, granulation in double screw extruder after example uniformly mixes.Extrusion temperature is 165~190 DEG C, screw speed 80~
350rpm。
Brief description of the drawings
Fig. 1 is the reaction schematic diagram of polyethyleneimine and lipidic compounds.
Fig. 2 is the schematic diagram of polyethyleneimine amidatioon grease increase-volume Polyvinyl chloride wood-plastic composite material.
Embodiment
As shown in Figure 1, the preparing raw material of polyethyleneimine amidatioon grease, including polyethyleneimine and there is triglycerides
The lipidic compounds of structure.Polyethyleneimine is L-PEI or cladodification polyethyleneimine, weight average molecular weight for 500~
10000.Lipidic compounds are animal fat or vegetable fat with triglyceride structure feature, including lard, butter, castor-oil plant
Oil, cottonseed oil, soybean oil and tung oil etc..
The mass ratio of the reaction raw materials polyethyleneimine and lipidic compounds is 0.25~3.
The polyethyleneimine and lipidic compounds are pre-mixed method,
(1) if the states of matter of polyethyleneimine and lipidic compounds is liquid, direct convention stir is mixed to transparent equal
One liquid；
(2) if the one of which raw material of polyethyleneimine and lipidic compounds is solid-state, and solid feed quality accounts for raw material
The percentage of gross mass is not more than 30%, then using the method for ultrasonic wave aid dispersion that solid feed is dispersed former to liquid
In material, 200~1000W of ultrasonic power, 3~10min of time；
(3) if polyethyleneimine and lipidic compounds are solid-state or one of which raw material is solid-state, and solid feed matter
The percentage that amount accounts for raw material gross mass is more than 30%, then is uniformly mixed raw material using homogenizer, and rotating speed 3000~
15000rpm, 1~5min of time.
By uniformly mixed reaction raw materials, acyl is carried out under the reaction condition of supercritical carbon dioxide or micro ware auxiliary catalysis
Aminating reaction.The amidation method in supercritical carbon dioxide is 32~85 DEG C, 7.5~30MPa of pressure of reaction temperature,
1~3h of reaction time.The amidation method of the micro ware auxiliary catalysis is 100~1000W of microwave power, the reaction time 2~
30min。
Polyethyleneimine amidatioon grease toughness reinforcing, the preparation method of increase-volume Polyvinyl chloride wood-plastic composite material are, by poly- second
Blending extrusion, granulation in double screw extruder after alkene imines amidatioon grease, polyvinyl chloride and wood powder uniformly mix in proportion.
Extrusion temperature is 165~190 DEG C, 80~350rpm of screw speed.
The ratio of the polyethyleneimine amidatioon grease, polyvinyl chloride and wood powder is preferably, in terms of mass parts, polyethylene
1~30 part of imines amidatioon grease, 30~90 parts of polyvinyl chloride, 10~70 parts of wood powder.
In the examples below, polyethyleneimine and lipidic compounds are technical grade, and wood powder is 80 mesh Poplar Powders, polychlorostyrene
Ethene is the SG-5 type raw materials of industry, and the states of matter of polyethyleneimine and lipidic compounds is the state shown at room temperature.
Embodiment 1
Cladodification polyethyleneimine (weight average molecular weight 1800) 50g of liquid and the castor oil of liquid are added in flask
40g, is uniformly mixed raw material under the convention stir effect of agitating paddle.After logical nitrogen purging 5min, overcritical titanium dioxide is added
In carbon reactor, 40 DEG C, pressure 15MPa, reaction time 3h of reaction temperature, obtains polyethyleneimine amidatioon grease and (is denoted as PG-
1)。
In terms of mass parts, 5 parts of PG-1 modifying agent is taken, 60 parts of polyvinyl chloride, 40 parts of wood powder, adds in homogenizer and mix
Uniformly (rotating speed 5000rpm, time 3min, similarly hereinafter), adds mixture into blending extrusion in double screw extruder, pelletizing.Screw rod
Rotating speed 150rpm, 170 DEG C of temperature.
Embodiment 2
Cladodification polyethyleneimine (weight average molecular weight 1800) 50g of liquid and the castor oil of liquid are added in flask
80g, is uniformly mixed raw material under the convention stir effect of agitating paddle.After logical nitrogen purging 5min, overcritical titanium dioxide is added
In carbon reactor, 40 DEG C, pressure 15MPa, reaction time 3h of reaction temperature, obtains polyethyleneimine amidatioon grease and (is denoted as PG-
2)。
In terms of mass parts, 10 parts of PG-2 modifying agent is taken, 50 parts of polyvinyl chloride, 50 parts of wood powder, adds in homogenizer and mix
Close uniformly, add mixture into blending extrusion in double screw extruder, pelletizing.Screw speed 150rpm, 170 DEG C of temperature.
Embodiment 3
Cladodification polyethyleneimine (weight average molecular weight 1800) 50g of liquid and the castor oil of liquid are added in flask
120g, is uniformly mixed raw material under the convention stir effect of agitating paddle.After logical nitrogen purging 5min, overcritical titanium dioxide is added
In carbon reactor, 40 DEG C, pressure 15MPa, reaction time 3h of reaction temperature, obtains polyethyleneimine amidatioon grease and (is denoted as PG-
3)。
In terms of mass parts, 15 parts of PG-3 modifying agent is taken, 30 parts of polyvinyl chloride, 70 parts of wood powder, adds in homogenizer and mix
Close uniformly, add mixture into blending extrusion in double screw extruder, pelletizing.Screw speed 200rpm, 180 DEG C of temperature.
Embodiment 4
Cladodification polyethyleneimine (weight average molecular weight 600) 50g of liquid and the soybean oil of liquid are added in flask
120g, is uniformly mixed raw material under the convention stir effect of agitating paddle.After logical nitrogen purging 5min, microwave reactor is placed in
In, microwave power 400W, reaction time 8min, obtain polyethyleneimine amidatioon grease (being denoted as PG-4).
In terms of mass parts, 10 parts of PG-4 modifying agent is taken, 50 parts of polyvinyl chloride, 50 parts of wood powder, adds in homogenizer and mix
Close uniformly, add mixture into blending extrusion in double screw extruder, pelletizing.Screw speed 150rpm, 170 DEG C of temperature.
Embodiment 5
Solid L-PEI (weight average molecular weight 800) 50g and the soybean oil of liquid are added in beaker
Polyethyleneimine, is dispersed in soybean oil, ultrasonic power 400W, time 5min by 120g using ultrasonic dispersing machine.Will
Mixed material is placed in flask, after leading to nitrogen purging 5min, is placed in microwave reactor, microwave power 400W, the reaction time
8min, obtains polyethyleneimine amidatioon grease (being denoted as PG-5).
In terms of mass parts, 10 parts of PG-5 modifying agent is taken, 50 parts of polyvinyl chloride, 50 parts of wood powder, adds in homogenizer and mix
Close uniformly, add mixture into blending extrusion in double screw extruder, pelletizing.Screw speed 150rpm, 170 DEG C of temperature.
Embodiment 6
The paulownia of solid L-PEI (weight average molecular weight 800) 50g and liquid is added into homogenizer
Oily 40g, rotating speed 5000rpm, time 3min.Mixed material is placed in flask, after leading to nitrogen purging 5min, is placed in microwave reaction
In device, microwave power 500W, reaction time 10min, obtain polyethyleneimine amidatioon grease (being denoted as PG-6).
In terms of mass parts, 10 parts of PG-6 modifying agent is taken, 40 parts of polyvinyl chloride, 60 parts of wood powder, adds in homogenizer and mix
Close uniformly, add mixture into blending extrusion in double screw extruder, pelletizing.Screw speed 150rpm, 170 DEG C of temperature.
Embodiment 7
Solid L-PEI (weight average molecular weight 1200) 50g and solid ox are added into homogenizer
Oily 120g, rotating speed 5000rpm, time 3min.Mixed material is placed in flask, after leading to nitrogen purging 5min, is added overcritical
In carbon dioxide reaction device, 60 DEG C, pressure 25MPa, reaction time 2h of reaction temperature, obtains polyethyleneimine amidatioon grease (note
For PG-7).
In terms of mass parts, 10 parts of PG-7 modifying agent is taken, 40 parts of polyvinyl chloride, 60 parts of wood powder, adds in homogenizer and mix
Close uniformly, add mixture into blending extrusion in double screw extruder, pelletizing.Screw speed 150rpm, 170 DEG C of temperature.
Table 1 is using cladodification polyethyleneimine (weight average molecular weight 1800), respectively by embodiment 1, embodiment 2 and embodiment
The molecular weight data of 3 polyethyleneimine amidatioon grease PG-1, PG-2 and PG-3 being prepared.
| Embodiment | Number-average molecular weight Mn | Weight average molecular weight Mw | Molecular weight distributing index |
| Cladodification polyethyleneimine | - | 1800 | - |
| PG-1 | 2200 | 2600 | 1.18 |
| PG-2 | 3100 | 3600 | 1.16 |
| PG-3 | 4200 | 4500 | 1.07 |
Claims (7)
1. the preparation of polyethyleneimine amidatioon grease, it is characterized in that including polyethyleneimine and lipidic compounds, the matter of raw material
It is 0.25~3 to measure ratio, and the polyethyleneimine is L-PEI or cladodification polyethyleneimine, its weight average molecular weight is
500~10000；The lipidic compounds are animal fat or animal fat with triglyceride structure feature, including castor-oil plant
Oil, cottonseed oil, soybean oil, tung oil, lard and butter etc..The preparation of polyethyleneimine amidatioon grease, it is characterized in that using super
The reaction condition of critical carbon dioxide or micro ware auxiliary catalysis.Polyethyleneimine amidatioon grease is used for toughness reinforcing and increase-volume polychlorostyrene
Ethene wood plastic composite.
2. polyethyleneimine amidatioon grease as claimed in claim 1, its basic chemical structure such as formula (I) and formula (II) institute
Show,
Formula (I) is polyethyleneimine amidatioon grease using cladodification polyethyleneimine as Material synthesis, wherein R1, R2, R3... ...,
RxFor the chain alkyl of lipidic compounds, length is C6~C24；
Formula (II) is polyethyleneimine amidatioon grease using L-PEI as Material synthesis, wherein R1, R2,
R3... ..., RyFor the chain alkyl of lipidic compounds, length is C6~C24.
3. the preparation method of polyethyleneimine amidatioon grease as claimed in claim 1, it is characterized in that the polyethyleneimine
For L-PEI or cladodification polyethyleneimine, the degree of polymerization is 10~200, its states of matter is liquid or solid-state.
4. the preparation method of polyethyleneimine amidatioon grease as claimed in claim 1, it is characterized in that the lipidic compounds
For vegetable fat or animal fat with triglyceride structure feature, including castor oil, cottonseed oil, soybean oil, tung oil, lard
With butter etc., its states of matter is liquid or solid-state.
5. the preparation method of polyethyleneimine amidatioon grease as claimed in claim 1, it is characterized in that the premixing method
For,
(1) if the states of matter of polyethyleneimine and lipidic compounds is liquid, direct convention stir is mixed to transparent homogeneous liquid
Body；
(2) if the one of which raw material of polyethyleneimine and lipidic compounds is solid-state, and solid feed quality accounts for the total matter of raw material
The percentage of amount is no more than 30%, then dispersed to liquid material by solid feed using the method for ultrasonic wave aid dispersion
In, 200~1000W of ultrasonic power, 3~10min of time；
(3) if polyethyleneimine and lipidic compounds are solid-state or one of which raw material is solid-state, and solid feed quality accounts for
The percentage of raw material gross mass is more than 30%, then is uniformly mixed raw material using homogenizer, 2000~10000rpm of rotating speed,
1~5min of time.
6. the preparation method of polyethyleneimine amidatioon grease as claimed in claim 1, it is characterized in that the amidation process
Method,
(1) reacted in supercritical carbon dioxide, 32~85 DEG C, 7.5~30MPa of pressure, 1~3h of reaction time of reaction temperature；
(2) micro ware auxiliary catalysis reacts, 100~1000W of microwave power, 2~30min of reaction time.
7. application of the polyethyleneimine amidatioon grease as claimed in claim 1 in PVC wood plastic composite material, its dosage account for
The 1%~30% of PVC and wood powder gross mass.
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| CN201610930023.1A CN107987276A (en) | 2016-10-26 | 2016-10-26 | The preparation method and application of polyethyleneimine amidatioon grease |
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| CN201610930023.1A CN107987276A (en) | 2016-10-26 | 2016-10-26 | The preparation method and application of polyethyleneimine amidatioon grease |
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| CN101993541A (en) * | 2010-10-10 | 2011-03-30 | 桂林理工大学 | Preparation method and application of polyethyleneimine-grafted polyhydroxy acid ester hyperdispersant |
| CN103261342A (en) * | 2010-12-09 | 2013-08-21 | 蓝宝迪有限公司 | Inks for inkjet printers |
| CN105331325A (en) * | 2015-11-25 | 2016-02-17 | 华南理工大学 | Lignin/polyurethane/polyethyleneimine wood adhesive and preparation method thereof |
-
2016
- 2016-10-26 CN CN201610930023.1A patent/CN107987276A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20070276082A1 (en) * | 2006-05-24 | 2007-11-29 | Kim Balfour | Poly(arylene ether) composition, method, and article |
| CN101993541A (en) * | 2010-10-10 | 2011-03-30 | 桂林理工大学 | Preparation method and application of polyethyleneimine-grafted polyhydroxy acid ester hyperdispersant |
| CN103261342A (en) * | 2010-12-09 | 2013-08-21 | 蓝宝迪有限公司 | Inks for inkjet printers |
| CN105331325A (en) * | 2015-11-25 | 2016-02-17 | 华南理工大学 | Lignin/polyurethane/polyethyleneimine wood adhesive and preparation method thereof |
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Application publication date: 20180504 |