CN113248704A - Epoxy modified polyamide polyamine cylinder sticking agent and preparation method thereof - Google Patents

Epoxy modified polyamide polyamine cylinder sticking agent and preparation method thereof Download PDF

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Publication number
CN113248704A
CN113248704A CN202110528358.1A CN202110528358A CN113248704A CN 113248704 A CN113248704 A CN 113248704A CN 202110528358 A CN202110528358 A CN 202110528358A CN 113248704 A CN113248704 A CN 113248704A
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polyamide polyamine
cylinder
agent
prepolymer
epoxy
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CN113248704B (en
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李诗萃
张宗举
赵志松
李陶伟
黄军
马朴
郭丽芳
杨云艳
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Jining Nantiannongke Chemical Co ltd
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Jining Nantiannongke Chemical Co ltd
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    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G69/00Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
    • C08G69/02Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
    • C08G69/26Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids
    • C08G69/34Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids using polymerised unsaturated fatty acids
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G69/00Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
    • C08G69/48Polymers modified by chemical after-treatment
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D177/00Coating compositions based on polyamides obtained by reactions forming a carboxylic amide link in the main chain; Coating compositions based on derivatives of such polymers
    • C09D177/06Polyamides derived from polyamines and polycarboxylic acids
    • C09D177/08Polyamides derived from polyamines and polycarboxylic acids from polyamines and polymerised unsaturated fatty acids

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • General Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Adhesives Or Adhesive Processes (AREA)

Abstract

The invention discloses an epoxy modified polyamide polyamine cylinder sticking agent and a preparation method thereof, wherein a polyamide polyamine prepolymer is obtained by condensation polymerization of diethylenetriamine and dimer acid, is subjected to crosslinking modification with a crosslinking agent polyethylene glycol diglycidyl ether, and is compounded with an auxiliary agent. The cylinder sticking agent provided by the invention has a softer molecular skeleton, and solves the problem that a cylinder sticking agent coating is hard at high temperature. The cylinder-sticking agent coating can still keep soft without cracking under high-temperature baking and has higher horizontal binding power.

Description

Epoxy modified polyamide polyamine cylinder sticking agent and preparation method thereof
Technical Field
The invention belongs to the technical field of cylinder sticking agents for papermaking, and particularly relates to a modification technology of a polyamide polyamine cylinder sticking agent.
Background
The cylinder sticking agent is an essential chemical auxiliary agent in the wrinkling process of the household paper, and the cylinder sticking agent, the stripping agent and the modifying agent are mixed and then sprayed onto the Yankee dryer to establish a coating. The coating has a degree of adhesion to adhere the wet web to the dryer surface, and the coating protects the yankee dryer surface and creping doctor from damage. Wherein the properties of the clay cylinder agent are critical to the creping process. A good coating should have high adhesion, good water resistance and not harden at high temperatures.
The cylinder sticking agent commonly used at present is a PAE (polyamide acid ester) cylinder sticking agent, a coating is easy to become hard in the actual use process, paper breaking and paper tearing are easy to occur when the coating is too hard, the production efficiency is influenced, insoluble and infusible stickies can be formed at the edge of a paper web to cause a yellow edge phenomenon, and the product quality is influenced.
The PAE cylinder sticking agent is obtained by polycondensation of adipic acid and the like with ethylenediamine, diethylenetriamine and the like and crosslinking with epichlorohydrin. The molecular weight of the oxalic acid and the adipic acid is smaller, the molecular chain rigidity of the polyamide polyamine prepolymer formed by condensation polymerization of the oxalic acid and the adipic acid with amine is stronger, the crosslinking is carried out by using the micromolecular epichlorohydrin, and the coating after crosslinking of the micromolecular epichlorohydrin is brittle, so that the coating formed by the PAE cylinder sticking agent prepared by the traditional method is harder. In order to solve the problem that the cylinder sticking agent becomes hard under high-temperature baking, a mode of adding glycerin into the cylinder sticking agent is adopted, the method can really play a role in softening a coating in a short time, but the glycerin is easy to lose under high-temperature baking, the coating becomes hard again after a period of time by adding a small amount of glycerin, and other properties of the cylinder sticking agent are greatly reduced by adding excessive amount of glycerin.
Disclosure of Invention
In order to fundamentally solve the problem that a coating of the cylinder sticking agent is hardened, the invention prepares the cylinder sticking agent with a softer skeleton, and the cylinder sticking agent can still keep the softer characteristic at high temperature.
In order to solve the technical problems, the invention adopts the following technical scheme: an epoxy modified polyamide polyamine cylinder sticking agent is prepared by carrying out cross-linking modification on a polyamide polyamine prepolymer obtained by carrying out polycondensation on diethylenetriamine and dimer acid and a cross-linking agent polyethylene glycol diglycidyl ether, and compounding the polyamide polyamine prepolymer and an auxiliary agent.
Preferably, the dimer acid is a dimer octadecadienoic acid.
Preferably, when the polyamide polyamine prepolymer is subjected to polycondensation, the molar ratio of diethylenetriamine to dimer acid is 0.98-1.5: 1
Preferably, the adjuvant comprises a pH adjuster.
Preferably, the polymerization degree of the cross-linking agent polyethylene glycol diglycidyl ether is 1-4.
Preferably, the weight fractions of the components are as follows:
polyamide polyamine prepolymer 100 parts
1-10 parts of cross-linking agent polyethylene glycol diglycidyl ether
50-90 parts of water
0.2-5 parts of a pH regulator.
The invention also provides a preparation method of the epoxy modified polyamide polyamine cylinder sticking agent, which comprises the following steps:
step S1, adding dimer acid into a reaction container, starting stirring, slowly adding diethylenetriamine according to a proportion, after the addition of the dimer acid is finished, heating to 130-195 ℃ to perform distillation reaction for 3-7 h until no water is discharged and the reaction is stopped, and adding water to adjust to obtain a polyamide polyamine prepolymer with a solid content of 5-45%;
step S2, adding a cross-linking agent polyethylene glycol diglycidyl ether into the polyamide polyamine prepolymer, and reacting for 1-5 hours under heat preservation until the viscosity of the reaction system is not increased continuously;
and step S3, finally adding deionized water to adjust the solid content, and adjusting the pH value of the reaction product to 9-10.5 by using a pH adjusting agent to terminate the reaction.
Further, the pH regulator is any one or combination of several of phosphoric acid, hydrochloric acid, sulfuric acid, dihydric phosphate, dihydric pyrophosphate and bisulfate.
Has the advantages that: compared with the prior art, the invention has the following advantages: the invention uses dimer acid and diethylenetriamine to obtain polyamide polyamine prepolymer, and then uses polyethylene glycol diglycidyl ether to crosslink and modify, thereby having a softer molecular skeleton and solving the problem of high-temperature hardening of the cylinder adhesive coating. The cylinder-sticking agent coating can still keep soft without cracking under high-temperature baking and has higher horizontal binding power.
Drawings
FIG. 1 is a scheme showing the synthesis scheme of the polyamide-polyamine prepolymer of the present invention.
Detailed Description
The invention is further elucidated with reference to the drawings and the embodiments. It is to be understood that these examples are for illustrative purposes only and are not intended to limit the scope of the present invention, which is to be given the full breadth of the appended claims and any and all equivalent modifications thereof which may occur to those skilled in the art upon reading the present specification.
The invention aims to prepare a coating which can establish a higher level of adhesive force on the surface of a yankee dryer, can keep certain softness and no hardness at high temperature and has good water resistance so as to achieve the aim of wrinkling and easy peeling of toilet paper, protect and protect the surface of the yankee dryer and prolong the service life of a wrinkling scraper. The preparation method and performance comparison of the crosslinked polyamide polyamine cylinder stick agent of the present invention are specifically described below by examples.
Synthesis of polyamide polyamine prepolymer:
480.57g of dimer acid was charged into a four-necked flask, and 100.5g of diethylenetriamine was charged into the four-necked flask via a dropping funnel while stirring, wherein n (diethylenetriamine): n (dimer acid) = 1.14: 1, controlling the addition of diethylenetriamine within 30min, raising the temperature in a diethylenetriamine control oil bath stage, observing and recording the temperature condition in a bottle, building a distillation device, controlling the temperature to be 185 ℃, observing the condition in the bottle, judging whether water is discharged or not, recording the water discharge time, timing and keeping the temperature for 5 hours after water is discharged, receiving the water evaporated from a system, weighing and recording; and after the reaction is finished, weighing and recording the weight of the conical flask, adding 600g of deionized water to terminate the reaction, finally adding deionized water to adjust the solid content of the polyamide polyamine prepolymer to be 25%, and discharging and storing for later use. Table 1 shows the product specification parameters for polyethylene glycol diglycidyl ethers of different degrees of polymerization:
the trade mark is as follows: XY-205 The trade mark is as follows: XY-215 The trade mark is as follows: XY-225
Chroma (APHA) ≤40 ≤40 ≤40
Viscosity, 25 ℃ (mPa.s) 25~45 40~80 80~130
Epoxy value (eq/100 g) 0.50~0.55 0.35~0.40 0.29~0.34
Easy saponification chloride (%) ≤0.5 ≤0.5 ≤0.5
Inorganic chlorine (mg/kg) ≤50 ≤50 ≤50
Moisture (%) ≤0.1 ≤0.1 ≤0.1
The prepared polyamide polyamine prepolymer is subjected to crosslinking modification with polyethylene glycol diglycidyl ethers with different polymerization degrees, and the performance of the obtained cylinder sticking agent is evaluated.
Example 1
Weighing 320 g of polyamide polyamine prepolymer, placing the polyamide polyamine prepolymer in a four-mouth bottle, starting mechanical stirring, setting the rotating speed to be 180 r/min, setting the reaction temperature to be 80 ℃, dropwise adding 5.12g of XY-205 when the system temperature reaches the set temperature, preserving heat for 2h at the temperature until the viscosity of the system is stable and does not increase continuously, adding 85% phosphoric acid to adjust the pH =9.5, stopping the reaction, adding 470g of deionized water, stirring uniformly, and storing for later use.
Example 2
Weighing 320 g of polyamide polyamine prepolymer, placing the polyamide polyamine prepolymer in a four-mouth bottle, starting mechanical stirring, setting the rotating speed to be 180 r/min, setting the reaction temperature to be 80 ℃, dropwise adding 7.68g of XY-205 when the system temperature reaches the set temperature, preserving heat for 2 hours at the temperature until the viscosity of the system is stable and does not increase continuously, adding 85% phosphoric acid to adjust the pH =9.5, stopping the reaction, adding 470g of deionized water, stirring uniformly, and storing for later use.
Example 3
Weighing 320 g of polyamide polyamine prepolymer, placing the polyamide polyamine prepolymer into a four-mouth bottle, starting mechanical stirring, setting the rotating speed to be 180 r/min, setting the reaction temperature to be 80 ℃, dropwise adding 10.24g of XY-205 when the temperature of the system reaches the set temperature, and gelling about 30min after adding the XY-205.
Example 4
Weighing 320 g of polyamide polyamine prepolymer, placing the polyamide polyamine prepolymer in a four-mouth bottle, starting mechanical stirring, setting the rotating speed to be 180 r/min, setting the reaction temperature to be 80 ℃, dropwise adding 5.12g of XY-215 when the system temperature reaches the set temperature, preserving heat for 2 hours at the temperature until the viscosity of the system is stable and does not increase continuously, adding 85% phosphoric acid to adjust the pH =9.5, stopping the reaction, adding 470g of deionized water, stirring uniformly, and storing for later use.
Example 5
Weighing 320 g of polyamide polyamine prepolymer, placing the polyamide polyamine prepolymer in a four-mouth bottle, starting mechanical stirring, setting the rotating speed to be 180 r/min, setting the reaction temperature to be 80 ℃, dropwise adding 7.68g of XY-215 when the system temperature reaches the set temperature, preserving heat for 2 hours at the temperature until the viscosity of the system is stable and does not increase continuously, adding 85% phosphoric acid to adjust the pH =9.5, stopping the reaction, adding 470g of deionized water, stirring uniformly, and storing for later use.
Example 6
Weighing 320 g of polyamide polyamine prepolymer, placing the polyamide polyamine prepolymer in a four-mouth bottle, starting mechanical stirring, setting the rotating speed to be 180 r/min, setting the reaction temperature to be 80 ℃, dropwise adding 10.24g of XY-215 when the system temperature reaches the set temperature, preserving heat for 2 hours at the temperature until the viscosity of the system is stable and does not increase continuously, adding 85% phosphoric acid to adjust the pH =9.5, stopping the reaction, adding 470g of deionized water, stirring uniformly, and storing for later use.
Example 7
Weighing 320 g of polyamide polyamine prepolymer, placing the polyamide polyamine prepolymer in a four-mouth bottle, starting mechanical stirring, setting the rotating speed to be 180 r/min, setting the reaction temperature to be 80 ℃, dropwise adding 5.12g of XY-225 when the system temperature reaches the set temperature, preserving heat for 2 hours at the temperature until the viscosity of the system is stable and does not increase continuously, adding 85% phosphoric acid to adjust the pH =9.5, stopping the reaction, adding 470g of deionized water, stirring uniformly, and storing for later use.
Example 8
Weighing 320 g of polyamide polyamine prepolymer, placing the polyamide polyamine prepolymer in a four-mouth bottle, starting mechanical stirring, setting the rotating speed to be 180 r/min, setting the reaction temperature to be 80 ℃, dropwise adding 7.68g of XY-225 when the system temperature reaches the set temperature, preserving heat for 2 hours at the temperature until the viscosity of the system is stable and does not increase continuously, adding 85% phosphoric acid to adjust the pH =9.5, stopping the reaction, adding 470g of deionized water, stirring uniformly, and storing for later use.
Example 9
Weighing 320 g of polyamide polyamine prepolymer, placing the polyamide polyamine prepolymer in a four-mouth bottle, starting mechanical stirring, setting the rotating speed to be 180 r/min, setting the reaction temperature to be 80 ℃, dropwise adding 10.24g of XY-225 when the system temperature reaches the set temperature, preserving heat for 2h at the temperature until the viscosity of the system is stable and does not increase continuously, adding 85% phosphoric acid to adjust the pH =9.5, stopping the reaction, adding 470g of deionized water, stirring uniformly, and storing.
Table 2 below shows the appearance properties of the jar-adhesive products obtained in each example.
TABLE 2 examples crosslinking agent type amount and finished product state
Examples Name of crosslinking agent Amount of crosslinking agent, g Appearance state of product
Example 1 XY-205 5.12 Uniform yellow color
Example 2 XY-205 7.68 Uniform yellow color
Example 3 XY-205 10.24 Gel
Example 4 XY-215 5.12 Uniform yellow color
Example 5 XY-215 7.68 Uniform yellow color
Example 6 XY-215 10.24 Uniform yellow color
Example 7 XY-225 5.12 Uniform yellow color
Example 8 XY-225 7.68 Uniform yellow color
Example 9 XY-225 10.24 Uniform yellow color
Performance testing
According to the requirements of practical application on the cylinder sticking agent, the performance of the cylinder sticking agent is evaluated from three dimensions in a laboratory, namely the adhesive force, the water resistance and the hardness of a coating.
The invention adopts a 90-degree stripping force instrument to test the adhesive force of the coating, and the wet paper web can be smoothly adhered to the yankee dryer only if the coating has certain adhesive force, so that the good cylinder adhesive has higher adhesive force level. The water resistance of the coating is indirectly embodied by testing the water insolubility rate of the coating. The coating is too hard to well protect the surface of the drying cylinder and a wrinkling scraper, and the phenomenon of paper breaking and paper tearing can be caused.
Binding power: the adhesion testing environment is a constant temperature and humidity environment, the environment temperature is controlled to be 21 +/-2 ℃, and the humidity is controlled to be 50 +/-5%. The instrument used in the adhesion testing process was a 90 ° peel force instrument. The adopted method is that a test cotton sliver stained with the cylinder sticking agent to be tested is attached to a test steel plate, the instrument is utilized to carry out crosslinking for 10min at 110 ℃, then the cotton sliver is stripped at 90 degrees, the required force is recorded, the average value is obtained by measuring each sample to be tested for three times, the force required by stripping is the adhesive force, and the adhesive force represents the integral level of the adhesive force of the cylinder sticking agent.
Water insolubility ratio: the water resistance of the coating is indirectly shown by testing the water insolubility rate of the coating, so the water insolubility rate needs to be maintained at a certain level but is not as high as possible, the water insolubility rate is too low, the water resistance is poor, a good coating cannot be established, the water insolubility rate is too high, the rewetting capacity is poor, the formed water-insoluble polymer can be gathered on a drying cylinder for a long time to cause a plurality of paper defects, and the water insolubility rate needs to be maintained at a certain balance. Soaking a coating formed by thermal crosslinking at 110 ℃ in deionized water, shaking the coating in a shaking table at 60 ℃ for 60min, performing suction filtration, drying the residual water-insoluble adhesive in an oven overnight, and determining the weight ratio of the residual dry adhesive to the total thermally crosslinked dried adhesive as the insolubility percentage.
The coating is soft and hard: under the condition that the coating is soft, the coating hardness is evaluated by adopting a pencil hardness method to protect a drying cylinder and a paper knife.
The coating hardness evaluation adopts a pencil hardness method: the test device, the test method and the sample preparation refer to GB/T6739-96 pencil test method for film hardness, ASTM D3363-00 pencil test method for film hardness test, and GB/T1727-92 general paint film preparation method, respectively. The hardness was measured on a 13-point scale, and 6H-5H-4H-3H-2H-H-HB-B-2B-3B-4B-5B-6B indicated that the coating was increasingly softer. Table 3 compares the performance of the cylinder stick obtained in the above examples with that of a portion of commercially available cylinder sticks.
TABLE 3 comparison of the various performance characteristics of the examples with those of commercially available jar-bonding agents
Examples Adhesive force, gf Water insolubility ratio% Hardness of pencil
Commercially available PAE 6373A 163.21 38.52 H
Commercially available PAE6373B 184.27 42.31 2H
Example 1 182 35.19 HB
Example 2 233 46.27 B
Example 4 153 32.01 HB
Example 5 207 42.15 B
Example 6 329 48.04 2B
Example 7 142 30.15 B
Example 8 184 39.16 2B
Example 9 246 44.87 3B
The results in table 3 show that: according to the invention, the epoxy modified cylinder sticking agent with better performance can be obtained by optimizing the dosage of the cross-linking agents with different polymerization degrees. The cylinder adhesive obtained in the embodiment of the invention has higher adhesion level, better water resistance and lower pencil hardness, which indicates that the coating is softer, compared with the commercially available PAE 6373A and PAE 6373B. And the activity of the polyethylene glycol diglycidyl ether with low polymerization degree is higher according to the synthesis condition and the experimental result; the cylinder adhesive coating prepared by polyethylene glycol diglycidyl ether with high polymerization degree has lower pencil hardness and is softer.

Claims (8)

1. An epoxy modified polyamide polyamine cylinder sticking agent is characterized in that: the polyamide polyamine prepolymer is prepared by performing polycondensation on diethylenetriamine and dimer acid to obtain a polyamide polyamine prepolymer, performing crosslinking modification on the polyamide polyamine prepolymer and a crosslinking agent polyethylene glycol diglycidyl ether, and compounding the polyamide polyamine prepolymer and an auxiliary agent.
2. The epoxy-modified polyamide polyamine cylinder stick agent according to claim 1, wherein: the dimer acid is an octadecadienoic acid dimer.
3. The epoxy-modified polyamide polyamine cylinder stick agent according to claim 1, wherein: when the polyamide polyamine prepolymer is subjected to polycondensation, the molar ratio of diethylenetriamine to dimer acid is 0.98-1.5: 1.
4. the epoxy-modified polyamide polyamine cylinder stick agent according to claim 1, wherein: the auxiliary agent comprises a pH regulator.
5. The epoxy-modified polyamide polyamine cylinder stick agent according to claim 1, wherein: the polymerization degree n of the cross-linking agent polyethylene glycol diglycidyl ether is 1-4.
6. The epoxy modified polyamide polyamine cylinder stick agent according to claim 1, which is characterized in that the weight fractions of the components are as follows:
polyamide polyamine prepolymer 100 parts
1-10 parts of cross-linking agent polyethylene glycol diglycidyl ether
50-90 parts of water
0.2-5 parts of a pH regulator.
7. A method for preparing the epoxy modified polyamide polyamine jar-sticking agent as claimed in any one of claims 1 to 6, which is characterized by comprising the following steps:
step S1, adding dimer acid into a reaction container, starting stirring, slowly adding diethylenetriamine according to a proportion, after the addition of the dimer acid is finished, heating to 130-195 ℃ to perform distillation reaction for 3-7 h until no water is discharged and the reaction is stopped, and adding water to adjust to obtain a polyamide polyamine prepolymer with a solid content of 5-45%;
step S2, adding a cross-linking agent polyethylene glycol diglycidyl ether into the polyamide polyamine prepolymer, and reacting for 1-5 hours under heat preservation until the viscosity of the reaction system is not increased continuously;
and step S3, finally adding deionized water to adjust the solid content, and adjusting the pH value of the reaction product to 9-10.5 by using a pH adjusting agent to terminate the reaction.
8. The method for preparing the epoxy modified polyamide polyamine cylinder stick agent according to claim 7, wherein the method comprises the following steps: the pH regulator is one or more of phosphoric acid, hydrochloric acid, sulfuric acid, dihydrogen phosphate, dihydrogen pyrophosphate and hydrogen sulfate.
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Cited By (1)

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Publication number Priority date Publication date Assignee Title
CN116003783A (en) * 2022-12-21 2023-04-25 中国林业科学研究院林产化学工业研究所 Cardanol-based cylinder sticking agent and preparation method thereof

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CN105001417A (en) * 2015-07-15 2015-10-28 上海核心新材料科技有限公司 Modified polyamide structural rheological agent as well as preparation method and application thereof
CN106283864A (en) * 2016-08-23 2017-01-04 山东太阳生活用纸有限公司 A kind of modified polyethyleneimine glues cylinder agent
CN111440324A (en) * 2020-04-16 2020-07-24 浙江传化华洋化工有限公司 Preparation method of polyamide polyamine-polyetheramine cylinder sticking agent
CN112707826A (en) * 2020-12-24 2021-04-27 济宁南天农科化工有限公司 Cross-linking agent, preparation method thereof and application of cross-linking agent in preparation of cylinder sticking agent

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JP2002097268A (en) * 2000-09-25 2002-04-02 Harima Chem Inc Polyamide resin composition and its production method
CN101235610A (en) * 2007-12-26 2008-08-06 华东理工大学 Polyamide-epichlorohydrin resin cylinder adhesive
CN105001417A (en) * 2015-07-15 2015-10-28 上海核心新材料科技有限公司 Modified polyamide structural rheological agent as well as preparation method and application thereof
CN106283864A (en) * 2016-08-23 2017-01-04 山东太阳生活用纸有限公司 A kind of modified polyethyleneimine glues cylinder agent
CN111440324A (en) * 2020-04-16 2020-07-24 浙江传化华洋化工有限公司 Preparation method of polyamide polyamine-polyetheramine cylinder sticking agent
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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN116003783A (en) * 2022-12-21 2023-04-25 中国林业科学研究院林产化学工业研究所 Cardanol-based cylinder sticking agent and preparation method thereof
CN116003783B (en) * 2022-12-21 2023-08-15 中国林业科学研究院林产化学工业研究所 Cardanol-based cylinder sticking agent and preparation method thereof

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