CN109897568A - A kind of joint trimming agent whitening resistance curing agent and preparation method thereof - Google Patents
A kind of joint trimming agent whitening resistance curing agent and preparation method thereof Download PDFInfo
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- CN109897568A CN109897568A CN201910179762.5A CN201910179762A CN109897568A CN 109897568 A CN109897568 A CN 109897568A CN 201910179762 A CN201910179762 A CN 201910179762A CN 109897568 A CN109897568 A CN 109897568A
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- agent
- whitening resistance
- curing agent
- joint trimming
- resistance curing
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- 230000002087 whitening effect Effects 0.000 title claims abstract description 39
- 238000009966 trimming Methods 0.000 title claims abstract description 31
- 238000002360 preparation method Methods 0.000 title description 5
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 68
- FDLQZKYLHJJBHD-UHFFFAOYSA-N [3-(aminomethyl)phenyl]methanamine Chemical class NCC1=CC=CC(CN)=C1 FDLQZKYLHJJBHD-UHFFFAOYSA-N 0.000 claims abstract description 20
- 238000006243 chemical reaction Methods 0.000 claims abstract description 19
- 229920005989 resin Polymers 0.000 claims abstract description 18
- 239000011347 resin Substances 0.000 claims abstract description 18
- 150000001412 amines Chemical class 0.000 claims abstract description 11
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims abstract description 8
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 claims abstract description 8
- 238000002156 mixing Methods 0.000 claims abstract description 6
- -1 benzyl alcohol, phenols Chemical class 0.000 claims description 14
- 238000000034 method Methods 0.000 claims description 11
- 239000003822 epoxy resin Substances 0.000 claims description 10
- 229920000647 polyepoxide Polymers 0.000 claims description 10
- CYEJMVLDXAUOPN-UHFFFAOYSA-N 2-dodecylphenol Chemical compound CCCCCCCCCCCCC1=CC=CC=C1O CYEJMVLDXAUOPN-UHFFFAOYSA-N 0.000 claims description 6
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 claims description 5
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims description 5
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical group CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 claims description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 3
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims description 2
- 238000004321 preservation Methods 0.000 claims description 2
- 229930185605 Bisphenol Natural products 0.000 claims 1
- 230000000694 effects Effects 0.000 abstract description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 6
- 238000004383 yellowing Methods 0.000 abstract description 3
- 230000007774 longterm Effects 0.000 abstract description 2
- 230000001846 repelling effect Effects 0.000 abstract description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 6
- 150000002989 phenols Chemical class 0.000 description 5
- 229910021485 fumed silica Inorganic materials 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 206010001557 Albinism Diseases 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 239000000084 colloidal system Substances 0.000 description 3
- 238000004806 packaging method and process Methods 0.000 description 3
- 230000002940 repellent Effects 0.000 description 3
- 239000005871 repellent Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- RNLHGQLZWXBQNY-UHFFFAOYSA-N 3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine Chemical compound CC1(C)CC(N)CC(C)(CN)C1 RNLHGQLZWXBQNY-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 238000010276 construction Methods 0.000 description 2
- 238000007599 discharging Methods 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- 230000036632 reaction speed Effects 0.000 description 2
- 238000007711 solidification Methods 0.000 description 2
- 230000008023 solidification Effects 0.000 description 2
- 241001597008 Nomeidae Species 0.000 description 1
- QLBRROYTTDFLDX-UHFFFAOYSA-N [3-(aminomethyl)cyclohexyl]methanamine Chemical compound NCC1CCCC(CN)C1 QLBRROYTTDFLDX-UHFFFAOYSA-N 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 125000002147 dimethylamino group Chemical class [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 238000002386 leaching Methods 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
Landscapes
- Epoxy Resins (AREA)
- Sealing Material Composition (AREA)
Abstract
The invention discloses a kind of joint trimming agent whitening resistance curing agent, it is to be formed by m-xylene diamine derivative through benzyl alcohol, phenol accelerant, auxiliary amine and pre-reaction resin modified, specifically m-xylene diamine derivative, benzyl alcohol, phenol accelerant, auxiliary amine are mixed in proportion, pre-reaction resin is slowly added dropwise after mixing evenly, it is kept the temperature after pre-reaction resin is added dropwise to complete, it is down to room temperature after fully reacting, obtains the whitening resistance curing agent.Whitening resistance curing agent of the present invention is formed using m-xylene diamine derivative is modified, with excellent water repelling property, solidify in wet environment using joint trimming agent prepared by the whitening resistance curing agent or long-term outdoor rain can be subjected to after constructing and drench and non-whitening, yellowing, significantly improves the application effect of joint trimming agent.
Description
Technical field
The present invention relates to joint trimming agent technical fields, and in particular to a kind of joint trimming agent whitening resistance curing agent and its preparation side
Method.
Background technique
Joint trimming agent system epoxy resin tackifier, color is abundant, and resistance to soiling is strong, easily constructs, and development was swift and violent in recent years, city
Field dosage increases quickly.Huge numbers of families are especially entered recent years, temperature does not subtract.Common joint trimming agent is in wet environment, yin
Rainy day gas or coastal area usually will appear albinism (solidification process surface partially or fully becomes white), cause original more
Color color disappears.This albinism has seriously affected the using effect of joint trimming agent, and user satisfaction is had a greatly reduced quality, and construction is entangled
Confusingly increase.
It solves the problems, such as that albefaction mainly has following scheme on home court at present: 1, adding water repellent agent, this water repellent agent is outer adding type
Containing phenolic compound.2, reaction speed is improved, is expected that by reduction and moisture content time of contact to reduce albinism.3, by adding
Big phenols dosage improves water-resistance.All contain phenolic compound in general joint trimming agent curing agent, such as nonyl phenol or dodecyl
Phenol has and promotes curing rate and water-fast double action.
It is existing that the method that existing three kinds of anti-whitening approach have the disadvantage in that 1, addition water repellent agent can only locally alleviate albefaction
As effect is unobvious.Since it is not involved in chemical reaction, additive amount is limited, and price is higher, and cost increases.2, pass through raising
Operable time shortens when the method for reaction speed can bring construction, and system heat, which is difficult to remove, leads to colloid embrittlement, thus shadow
Ring the application effect of joint trimming agent.3, increasing phenols dosage will lead to the decline of colloid anti-yellowing property, and the application of phenols can draw
Play the increase of colloid toxicity.
Therefore, researching and developing a kind of joint trimming agent that whitening resistance effect is good becomes the important subject of this field with curing agent
One of.
Summary of the invention
The object of the present invention is to provide a kind of joint trimming agent preparation sides of whitening resistance curing agent and the whitening resistance curing agent
Method, to solve drawbacks described above existing for background technique.
The present invention realizes by the following technical solutions:
A kind of joint trimming agent whitening resistance curing agent, is by m-xylene diamine derivative through benzyl alcohol, phenol accelerant, auxiliary
Amine and pre-reaction resin modified form, and the m-xylene diamine derivative has the following structure general formula:
In the m-xylene diamine derivant structure general formula, R can be the functional group containing phenyl, it is preferred that the isophthalic
In dimethylamine derivative general structure, R is selected from phenethyl (C6H5CH2CH2), methylphenethyl (CH3C6H5CH2CH2), benzene second
Alkylene phenoxy group.
The structural formula of styrol phenoxy group is as follows:
Wherein n=1-3.
It is furthermore preferred that the m-xylene diamine derivative is N- (3- aminomethyl) benzyl -2- diphenylphosphino ethane -1- amine (N- (3-
(aminomethyl) benzyl) -2-phenylethan-1-amine), structural formula is as follows:
Its physical index is as follows:
It is further preferred that the phenol accelerant is nonyl phenol or dodecylphenol.
It is further preferred that the auxiliary amine is selected from least one of aliphatic cyclic amine and polyetheramine.The aliphatic cyclic amine includes
But it is not limited to IPDA, PACM, 1,3-BAC, the polyetheramine includes but is not limited to D2000, D230, T403, and auxiliary amine is mainly used
In adjustment speed, flexibility etc..
It is further preferred that the pre-reaction resin is in bisphenol A type epoxy resin or multifunctional ether compound
At least one, such as E51 type epoxy resin.
The present invention also provides the preparation methods of above-mentioned whitening resistance curing agent, include the following steps:
M-xylene diamine derivative, benzyl alcohol, phenol accelerant, auxiliary amine are mixed in proportion, after mixing evenly slowly
Pre-reaction resin is added dropwise, control reaction temperature is not higher than 80 DEG C, in 75-80 DEG C of heat preservation 1-3 after pre-reaction resin is added dropwise to complete
Hour, it is down to room temperature, obtains the whitening resistance curing agent.
The dosage of each component is as follows as a preferred technical solution:
The sum of percentage composition of each component is 100%.
The coloration (Gardner) < 100 of the whitening resistance curing agent, viscosity (cps, 25 DEG C) 2500-3000, active hydrogen equivalent weight
185-190。
Whitening resistance curing agent of the present invention is formed using m-xylene diamine derivative is modified, has excellent water repelling property,
Solidify or can be subjected to after constructing long-term outdoor rain leaching in wet environment using joint trimming agent prepared by the whitening resistance curing agent
Wet and non-whitening, yellowing, significantly improve the application effect of joint trimming agent.
Specific embodiment
The present invention is illustrated below by specific embodiment, but is not intended to limit the present invention.
Embodiment 1
By benzyl alcohol, dodecylphenol, aliphatic cyclic amine PACM, polyetheramine T403, m-xylene diamine derivative is proportionally added into
In stirred autoclave, revolving speed 100-130rpm.Epoxy resin E51 resin is added dropwise after mixing evenly.Control rate of addition 1-
2KG/ minutes, and kettle interior reaction temperature is not higher than 80 DEG C.2 hours are kept the temperature in 75-80 DEG C after resin is added dropwise to complete, is cooled to room
Temperature discharges, and packaging obtains whitening resistance curing agent.
The dosage of above-mentioned each component is as follows:
Wherein, m-xylene diamine derivative is N- (3- aminomethyl) benzyl -2- diphenylphosphino ethane -1- amine.
Embodiment 2
By benzyl alcohol, dodecylphenol, aliphatic cyclic amine PACM, polyetheramine T403, m-xylene diamine derivative is proportionally added into
In stirred autoclave, revolving speed 100-130rpm.Epoxy resin E51 resin is added dropwise after mixing evenly.Control rate of addition 1-
2KG/ minutes, and kettle interior reaction temperature is not higher than 80 DEG C.2 hours are kept the temperature in 75-80 DEG C after resin is added dropwise to complete, is cooled to room
Temperature discharges, and packaging obtains whitening resistance curing agent.
The dosage of above-mentioned each component is as follows:
Wherein, m-xylene diamine derivative is N- (3- aminomethyl) benzyl -2- p-methylphenyl ethane -1- amine.
Embodiment 3
By benzyl alcohol, nonyl phenol, aliphatic cyclic amine IPDA, polyetheramine D230, m-xylene diamine derivative is proportionally added into band and stirs
It mixes in reaction kettle, revolving speed 100-130rpm.Epoxy resin E51 resin is added dropwise after mixing evenly.Control rate of addition 1-2KG/
Minute, and kettle interior reaction temperature is not higher than 80 DEG C.2 hours are kept the temperature in 75-80 DEG C after resin is added dropwise to complete, is cooled to room temperature,
Discharging, packaging, obtains whitening resistance curing agent.
The dosage of above-mentioned each component is as follows:
Wherein, m-xylene diamine derivative is N- (3- aminomethyl) benzyl -2- styrol phenoxy group -1- amine.
Application Example
Preparing whitening resistance joint trimming agent respectively using whitening resistance curing agent prepared by embodiment 1-3, (number is followed successively by #1, #2, #
3), specific formula and technique are as follows:
A material
80 parts of E51 type epoxy resin,
10 parts of ethylene glycol,
10 parts of fumed silica.
In the stirred tank with vacuum, epoxy resin and diluent are once added in proportion, is stirred at low speed with 300rpm
After even, improve revolving speed to about 800rpm, be added in batches fumed silica (hydrophobic type, specific surface area is 200 square metres/
Gram), high speed dispersion.Continue stir about 10 minutes after fumed silica is completely dissolved.Revolving speed is turned down to about 400rpm, is opened
Vacuum (vacuum degree -0.09MPa), vacuum defoamation 1 hour.
Discharging.
B material
In the stirred tank with vacuum, whitening resistance curing agent, then additive color powder are first put into proportion, are divided after stirring at low speed
Fumed silica (hydrophilic, specific surface area are 200 meters squared per grams) is added in batch, and revolving speed, high speed dispersion to gas phase two is turned up
Silica is completely dissolved, and turns down revolving speed, finally plus fluid stopping agent.Vacuumizing and defoaming (vacuum degree -0.1MPa) after being uniformly dispersed, about 1
Hour terminates, and discharges.
The above A material and B material are filled into the two-tube glue bottle of 400ml with full-automatic or Semi-automatic machine for feeding bottles respectively, and whitening resistance is made
Joint trimming agent.
By above-mentioned whitening resistance joint trimming agent and comparative example (the commercially available common joint trimming agent without whitening resistance curing agent of the present invention)
Its albefaction situation under following two operating condition is tested respectively:
1, outdoor solidification is placed on when raining；
2, sink disposed within is continuously drenched with water droplet.
Test result is as follows:
Test result shows that whitening resistance curing agent of the present invention is applied to joint trimming agent, has significant whitening resistance energy.
The above shows and describes the basic principle, main features and advantages of the invention.The technology of the industry
Personnel are it should be appreciated that the present invention is not limited to the above embodiments, and the above embodiments and description only describe this
The principle of invention, without departing from the spirit and scope of the present invention, various changes and improvements may be made to the invention, these changes
Change and improvement all fall within the protetion scope of the claimed invention.The claimed scope of the invention by appended claims and its
Equivalent thereof.
Claims (10)
1. a kind of joint trimming agent whitening resistance curing agent, which is characterized in that be to be promoted by m-xylene diamine derivative through benzyl alcohol, phenols
It is formed into agent, auxiliary amine and pre-reaction resin modified, the m-xylene diamine derivative has the following structure general formula:
2. joint trimming agent as described in claim 1 whitening resistance curing agent, which is characterized in that the m-xylene diamine derivative knot
In structure general formula, R is selected from phenethyl, methylphenethyl and styrol phenoxy group.
3. joint trimming agent as claimed in claim 2 whitening resistance curing agent, which is characterized in that the m-xylene diamine derivative is
N- (3- aminomethyl) benzyl -2- diphenylphosphino ethane -1- amine, structural formula are as follows:
4. joint trimming agent as described in claim 1 whitening resistance curing agent, which is characterized in that the phenol accelerant is nonyl phenol
Or dodecylphenol.
5. joint trimming agent as described in claim 1 whitening resistance curing agent, which is characterized in that the auxiliary amine be selected from aliphatic cyclic amine and
At least one of polyetheramine.
6. joint trimming agent as described in claim 1 whitening resistance curing agent, which is characterized in that the pre-reaction resin is selected from bis-phenol
At least one of A type epoxy resin or multifunctional ether compound.
7. joint trimming agent as described in claim 1 whitening resistance curing agent, which is characterized in that the joint trimming agent is solidified with whitening resistance
Coloration < 100 of agent, viscosity 2500-3000, active hydrogen equivalent weight 185-190.
8. the method for preparing any one of claim 1-7 joint trimming agent whitening resistance curing agent, which is characterized in that including as follows
Step:
M-xylene diamine derivative, benzyl alcohol, phenol accelerant, auxiliary amine are mixed in proportion, are slowly added dropwise after mixing evenly
Pre-reaction resin, control reaction temperature be not higher than 80 DEG C, after pre-reaction resin is added dropwise to complete in 75-80 DEG C heat preservation 1-3 hours,
It is down to room temperature, obtains the whitening resistance curing agent.
9. method according to claim 8, which is characterized in that the dosage of each component is as follows:
The sum of percentage composition of each component is 100%.
10. method according to claim 8, which is characterized in that the phenol accelerant is nonyl phenol or dodecylphenol, institute
It states auxiliary amine and is selected from least one of aliphatic cyclic amine and polyetheramine, the pre-reaction resin is selected from bisphenol A type epoxy resin or more
At least one of function ether compound.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910179762.5A CN109897568B (en) | 2019-03-11 | 2019-03-11 | Whitening-resistant curing agent for seam beautifying agent and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910179762.5A CN109897568B (en) | 2019-03-11 | 2019-03-11 | Whitening-resistant curing agent for seam beautifying agent and preparation method thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN109897568A true CN109897568A (en) | 2019-06-18 |
| CN109897568B CN109897568B (en) | 2020-11-24 |
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101338018A (en) * | 2007-07-06 | 2009-01-07 | 上海树脂厂有限公司 | Epoxy curing agent and method for preparing same |
| US20130079435A1 (en) * | 2011-09-23 | 2013-03-28 | Air Products And Chemicals, Inc. | Benzylated Polyamine Curing Agents |
| CN103554438A (en) * | 2013-10-12 | 2014-02-05 | 瑞奇化工（松滋）有限公司 | Preparation method of modified epoxy hardener for reducing bleaching |
| CN105622899A (en) * | 2016-03-16 | 2016-06-01 | 惠州市彩田化工实业有限公司 | Modified polyether amine curing agent and preparation method and application thereof |
-
2019
- 2019-03-11 CN CN201910179762.5A patent/CN109897568B/en active Active
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101338018A (en) * | 2007-07-06 | 2009-01-07 | 上海树脂厂有限公司 | Epoxy curing agent and method for preparing same |
| US20130079435A1 (en) * | 2011-09-23 | 2013-03-28 | Air Products And Chemicals, Inc. | Benzylated Polyamine Curing Agents |
| CN103814057A (en) * | 2011-09-23 | 2014-05-21 | 气体产品与化学公司 | Benzylated polyamine curing agents |
| CN103554438A (en) * | 2013-10-12 | 2014-02-05 | 瑞奇化工（松滋）有限公司 | Preparation method of modified epoxy hardener for reducing bleaching |
| CN105622899A (en) * | 2016-03-16 | 2016-06-01 | 惠州市彩田化工实业有限公司 | Modified polyether amine curing agent and preparation method and application thereof |
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