CN109852126B - Aqueous wood lacquer auxiliary agent for inhibiting tannin diffusion and preparation method thereof - Google Patents
Aqueous wood lacquer auxiliary agent for inhibiting tannin diffusion and preparation method thereof Download PDFInfo
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- CN109852126B CN109852126B CN201811634358.4A CN201811634358A CN109852126B CN 109852126 B CN109852126 B CN 109852126B CN 201811634358 A CN201811634358 A CN 201811634358A CN 109852126 B CN109852126 B CN 109852126B
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- tannin
- auxiliary agent
- polyether amine
- wood lacquer
- inhibiting
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- 239000001648 tannin Substances 0.000 title claims abstract description 54
- 229920001864 tannin Polymers 0.000 title claims abstract description 51
- 235000018553 tannin Nutrition 0.000 title claims abstract description 49
- 239000002023 wood Substances 0.000 title claims abstract description 34
- 238000009792 diffusion process Methods 0.000 title claims abstract description 23
- 239000012752 auxiliary agent Substances 0.000 title claims abstract description 21
- 230000002401 inhibitory effect Effects 0.000 title claims abstract description 21
- 239000004922 lacquer Substances 0.000 title claims abstract description 21
- 238000002360 preparation method Methods 0.000 title abstract description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 35
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 24
- 239000004721 Polyphenylene oxide Substances 0.000 claims abstract description 12
- 150000001412 amines Chemical class 0.000 claims abstract description 12
- 229920000570 polyether Polymers 0.000 claims abstract description 12
- 238000006243 chemical reaction Methods 0.000 claims abstract description 11
- -1 modified cyclic ethylamine compound Chemical class 0.000 claims abstract description 9
- 239000008367 deionised water Substances 0.000 claims abstract description 7
- 229910021641 deionized water Inorganic materials 0.000 claims abstract description 7
- 239000002994 raw material Substances 0.000 claims abstract description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 14
- 239000003973 paint Substances 0.000 claims description 12
- 238000003756 stirring Methods 0.000 claims description 12
- 229910052757 nitrogen Inorganic materials 0.000 claims description 7
- VFUYUMOOAYKNNO-UHFFFAOYSA-N 2-ethyl-2-(hydroxymethyl)propane-1,3-diol;3-(2-methylaziridin-1-yl)propanoic acid Chemical compound CCC(CO)(CO)CO.CC1CN1CCC(O)=O.CC1CN1CCC(O)=O.CC1CN1CCC(O)=O VFUYUMOOAYKNNO-UHFFFAOYSA-N 0.000 claims description 4
- XBGFZVIXZMWTAV-UHFFFAOYSA-N [3-[3-(aziridin-1-yl)propanoyloxy]-2,2-bis[3-(aziridin-1-yl)propanoyloxymethyl]propyl] 3-(aziridin-1-yl)propanoate Chemical compound C1CN1CCC(=O)OCC(COC(=O)CCN1CC1)(COC(=O)CCN1CC1)COC(=O)CCN1CC1 XBGFZVIXZMWTAV-UHFFFAOYSA-N 0.000 claims description 4
- 238000007599 discharging Methods 0.000 claims description 4
- 238000001914 filtration Methods 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 4
- UWHCZFSSKUSDNV-UHFFFAOYSA-N 3-(aziridin-1-yl)propanoic acid;2-ethyl-2-(hydroxymethyl)propane-1,3-diol Chemical compound OC(=O)CCN1CC1.OC(=O)CCN1CC1.OC(=O)CCN1CC1.CCC(CO)(CO)CO UWHCZFSSKUSDNV-UHFFFAOYSA-N 0.000 claims description 3
- KAPCRJOPWXUMSQ-UHFFFAOYSA-N [2,2-bis[3-(aziridin-1-yl)propanoyloxymethyl]-3-hydroxypropyl] 3-(aziridin-1-yl)propanoate Chemical compound C1CN1CCC(=O)OCC(COC(=O)CCN1CC1)(CO)COC(=O)CCN1CC1 KAPCRJOPWXUMSQ-UHFFFAOYSA-N 0.000 claims description 3
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical group CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 abstract description 22
- 125000004122 cyclic group Chemical group 0.000 abstract description 8
- 239000002904 solvent Substances 0.000 abstract description 5
- 229920000642 polymer Polymers 0.000 abstract description 4
- 239000000654 additive Substances 0.000 abstract description 3
- 230000000996 additive effect Effects 0.000 abstract description 3
- 230000036632 reaction speed Effects 0.000 abstract description 2
- 238000000576 coating method Methods 0.000 description 14
- 239000011248 coating agent Substances 0.000 description 11
- 239000000203 mixture Substances 0.000 description 9
- 230000000694 effects Effects 0.000 description 6
- 239000003112 inhibitor Substances 0.000 description 5
- 238000007789 sealing Methods 0.000 description 5
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 4
- 238000004132 cross linking Methods 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 229920006317 cationic polymer Polymers 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 238000010276 construction Methods 0.000 description 2
- 229910021645 metal ion Inorganic materials 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- JDSQBDGCMUXRBM-UHFFFAOYSA-N 2-[2-(2-butoxypropoxy)propoxy]propan-1-ol Chemical compound CCCCOC(C)COC(C)COC(C)CO JDSQBDGCMUXRBM-UHFFFAOYSA-N 0.000 description 1
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000010668 complexation reaction Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000002612 dispersion medium Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 231100000086 high toxicity Toxicity 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 230000002427 irreversible effect Effects 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 125000003367 polycyclic group Chemical group 0.000 description 1
- 235000013824 polyphenols Nutrition 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
Abstract
The invention discloses an aqueous wood lacquer auxiliary agent for inhibiting tannin diffusion by using cyclic ethylamine groups and a preparation method thereof. The wood lacquer additive consists of the following raw materials in percentage by weight: 30-60% of modified cyclic ethylamine compound, 0-30% of ethanol, 30-65% of deionized water and 0.5-10% of polyether amine. The cyclic ethylamine-based tannin diffusion-inhibiting aqueous wood lacquer auxiliary agent does not contain a solvent, has low viscosity and is easily dispersed in an aqueous polymer; the aqueous wood lacquer auxiliary agent has the characteristics of high reaction speed with tannin, strong reaction capability, good storage stability, easy compatibility with aqueous polymers and the like; in addition, the invention does not need any post-treatment and has the characteristics of simple equipment and easy operation.
Description
Technical Field
The invention relates to an aqueous wood lacquer auxiliary agent, in particular to application of a derivative of an ethylamine compound as a tannin diffusion inhibitor and a preparation method thereof.
Background
In recent years, due to the enhancement of the awareness of environmental protection and health and the emergence of relevant national laws and regulations, the replacement of the traditional solvent-based paint by the water-based paint (especially the water-based wood paint) using water as a dispersion medium is imperative, and the water-based wood paint is a great demand of people in daily life.
Cycloethylamine, also known as aziridine, is a low boiling point, ammonia-odorous, basic, colorless liquid. As the cyclic ethylamine has larger ring tension, the ternary heterocycle is easy to open and polymerize when being attacked by hydrogen protons in an acidic environment. However, the small-molecular cyclic ethylamine has high toxicity, is industrially modified into a high-molecular-weight derivative, and is widely applied to the fields of water-based coatings, water-based adhesives, water-based leather finishing agents and the like to improve the water resistance, chemical resistance, blocking resistance, abrasion resistance, adhesion and the like of water-based polymer coatings.
Tannin is a water-soluble carboxyl-containing polyphenol compound generated in the growth process of trees. During the construction of the water-based wood paint, tannin has the opportunity to dissolve in water and diffuse in the water-based wood paint coating under the driving action of concentration difference, so that the color of the coating is obviously different. In the traditional solvent-based wood coating, tannin is usually sealed inside wood by adopting a method of high-crosslinking-degree two-component sealing primer, so that the problem of upper-layer coating color change caused by tannin diffusion is solved. However, the waterborne wood paint primer adopts a resin dispersion system without crosslinking or with smaller crosslinking density, and has poor tannin sealing effect. Therefore, the problem of effectively inhibiting the diffusion of tannin in water becomes a difficult problem in the application field of the water-borne wood paint. At present, most of the produced aqueous wood lacquer auxiliaries for inhibiting tannin diffusion are multivalent metal ions or cationic polymers, and tannin is fixed through the complexation of the multivalent metal ions or cationic polymers and tannin carboxyl. The water paint contains more surfactant
The tannin is fixed by utilizing the mechanism that the tannin is dissolved in water and can rapidly react with the ethylamine, and in order to further improve the reaction efficiency of the ethylamine and the tannin, a polycycloethylamine functional group compound is selected to react with the tannin. Among them, the most significant advantage of the reactive tannin diffusion inhibitor is that the reaction of the multifunctional cyclic ethylamine with tannin is a rapid irreversible reaction, and a more compact cross-linked network is generated by the reaction, which becomes a part of the seal primer, so that the diffusion of tannin in the aqueous wood lacquer can be more effectively inhibited.
Disclosure of Invention
In order to overcome the defects of the prior art, the invention aims to provide the water-based wood lacquer auxiliary agent for inhibiting the tannin diffusion and the preparation method thereof.
The purpose of the invention is realized by the following technical scheme:
the water-based wood paint auxiliary agent for inhibiting tannin diffusion comprises the following raw materials in percentage by weight:
preferably, the modified cyclic ethylamine compound is at least one of trimethylolpropane-tris [3- (2-methylaziridinyl) propionate ], trimethylolpropane-tris (3-aziridinyl propionate), pentaerythritol tris (3-aziridinyl propionate) and pentaerythritol tetrakis (3-aziridinyl propionate).
Preferably, the polyetheramine is at least one of polyetheramine D230, polyetheramine D400, polyetheramine D2000, polyetheramine D5000, and polyetheramine T403.
The preparation method of the tannin diffusion inhibiting water-based wood paint auxiliary agent comprises the following steps:
(1) under the protection of nitrogen at room temperature, putting water, ethanol and the modified ethylamine compound into a reaction kettle, and controlling the stirring speed within the range of 60-90 revolutions per minute;
(2) adding the polyether amine into a reaction kettle, stirring uniformly, filtering and discharging to obtain the polyether amine.
The invention has the beneficial effects that: the invention converts the compound containing polycyclic ethylamine functional group into a part of a sealing coating with high crosslinking density by directly reacting with tannin. Therefore, tannin, which is a substance affecting the color change of the coating, can be consumed not only by the reaction of the cyclic ethylamine with the carboxyl group, but also functions as a crosslinking agent, resulting in a coating having a high crosslinking density. In addition, the excess of cyclic ethylamine groups also react with the carboxyl functional groups of the water-based polymer in the coating, increasing the adhesion of the coating. The aqueous wood lacquer auxiliary agent for inhibiting tannin diffusion by the cyclic ethylamine does not contain toxic solvent, has low viscosity, and can be diluted by solvents such as ethanol, methanol, acetone or propylene glycol ether to meet the construction concentration required by different coating processes; the sealing primer has good compatibility with water dispersible resin and is easy to disperse in an aqueous film forming substance to prepare a sealing primer; has the characteristics of high reaction speed with tannin, strong reaction capability, good storage stability and the like; in addition, the invention does not need any post-treatment and has the characteristics of simple equipment and easy operation.
Detailed Description
The present invention will be described in detail with reference to examples for better understanding, but the present invention is not limited to the scope of the examples.
Example 1
300g of trimethylolpropane-tris [3- (2-methylaziridinyl) propionate ], 300g of deionized water and 300g of ethanol are added into a 1000mL three-neck flask provided with a stirring device, a thermometer and nitrogen protection, and the mixture is stirred uniformly at the speed of 60 revolutions per minute; 100g of polyetheramine D230 are added, the mixture is stirred continuously and uniformly, and then the mixture is filtered and discharged.
10mL of a 5 wt% tannin aqueous solution was mixed with 10mL of a 2 wt% tannin diffusion-inhibiting aid of example 1. The two solutions were immediately precipitated upon mixing and centrifuged. The precipitate formed by the two was placed in a petri dish and then dried in an air-blown drying oven to a constant weight. The ability of the tannin diffusion inhibitor to fix tannin was calculated to be 1.65gTannin/gAuxiliary agent。
Table 1 shows the Δ L, Δ a, Δ b, and Δ E values of the wood-ware-paint-made sample plates with the anti-tannin additive added and without the anti-tannin additive added, measured with an alice X-Rite colorimeter.
TABLE 1 test results of Alice X Rite color difference meter
| Index (I) | Test point I | Test point II | Test point III | Mean value of |
| ⊿L* | -1.13 | -1.07 | -1.09 | -1.10 |
| ⊿a | -0.47 | -0.50 | -0.49 | -0.49 |
| ⊿b | 2.39 | 2.69 | 2.17 | 2.42 |
| ⊿E | 2.69 | 2.94 | 2.48 | 2.70 |
The wood lacquer added with 2% of the auxiliary agent in the embodiment 1 has a good effect of inhibiting the tannin from diffusing in the water-based wood lacquer.
Example 2
600g of trimethylolpropane-tris (3-aziridinyl propionate) and 300g of deionized water are added into a 1000mL three-neck flask which is provided with a stirring device, a thermometer and nitrogen protection, and the mixture is stirred uniformly at the speed of 90 revolutions per minute; adding 100g of polyetheramine D5000, continuously stirring uniformly, filtering and discharging.
10mL of a 5 wt% tannin aqueous solution was mixed with 10mL of a 2 wt% tannin diffusion-inhibiting aid of example 2. The two solutions were immediately precipitated upon mixing and centrifuged. The precipitate formed by the two was placed in a petri dish and then dried in an air-blown drying oven to a constant weight. The ability of the tannin diffusion inhibitor to fix tannin was calculated to be 2.71gTannin/gAuxiliary agent。
TABLE 2 test results of Alice X Rite color difference meter
| Index (I) | Test point I | Test point II | Test point III | Mean value of |
| ⊿L* | -0.11 | 0.17 | -0.09 | -0.01 |
| ⊿a | -0.35 | -0.34 | -0.35 | -0.35 |
| ⊿b | 4.41 | 4.71 | 4.26 | 4.46 |
| ⊿E | 4.43 | 4.43 | 4.28 | 4.38 |
The wood lacquer added with 2% of the auxiliary agent in the embodiment 2 has a good effect of inhibiting tannin from diffusing in the water-based wood lacquer.
Example 3
300g of pentaerythritol tris (3-aziridinyl propionate), 650g of deionized water and 45g of ethanol are added into a 1000mL three-neck flask which is provided with a stirring device, a thermometer and nitrogen protection, and the mixture is stirred uniformly at the speed of 70 r/min; 5g of polyetheramine T403 is added, and after stirring is continued, the mixture is filtered and discharged.
10mL of a 5 wt% tannin aqueous solution was mixed with 10mL of a 2 wt% tannin diffusion-inhibiting aid of example 3. The two solutions were immediately precipitated upon mixing and centrifuged. The precipitate formed by the two was placed in a petri dish and then dried in an air-blown drying oven to a constant weight. The ability of the tannin diffusion inhibitor to fix tannin was calculated to be 1.49gTannin/gAuxiliary agent。
TABLE 3 test results of Alice X Rite color difference meter
| Index (I) | Test point I | Test point II | Test point III | Mean value of |
| ⊿L* | -0.53 | -0.54 | -0.57 | -0.55 |
| ⊿a | -0.72 | -0.70 | -0.73 | -0.72 |
| ⊿b | 6.01 | 7.99 | 7.04 | 7.01 |
| ⊿E | 6.08 | 8.04 | 7.10 | 7.07 |
The wood lacquer added with the auxiliary agent of the embodiment 3 in a mass percentage of 2% has a good effect of inhibiting the tannin from diffusing in the water-based wood lacquer.
Example 4
500g of pentaerythritol tetrakis (3-aziridinyl propionate), 400g of deionized water and 100g of ethanol are added into a 1000mL three-neck flask provided with a stirring device, a thermometer and nitrogen protection, and the mixture is stirred uniformly at the speed of 80 r/min; adding 50g of polyetheramine D400, continuously stirring uniformly, filtering and discharging.
Tests show that the wood lacquer added with the auxiliary agent with the mass percentage of 2% has better effect of inhibiting the tannin from diffusing in the water-based wood coating.
Example 5
100g of trimethylolpropane-tris [3- (2-methylaziridinyl) propionate ], 200g of pentaerythritol tetrakis (3-aziridinyl propionate), 500g of deionized water and 150g of ethanol are placed in a 1000mL three-necked flask equipped with a stirring device, a thermometer and nitrogen protection, and stirred uniformly at a speed of 90 revolutions per minute; 20g of polyetheramine T403 and 30g of polyetheramine D2000 are added, and after the mixture is continuously stirred uniformly, the mixture is filtered and discharged.
Tests show that the wood lacquer added with the auxiliary agent with the mass percentage of 2% has better effect of inhibiting the tannin from diffusing in the water-based wood coating.
The aqueous wood lacquer auxiliary agent for inhibiting tannin diffusion and the preparation method thereof provided by the embodiment of the invention are described in detail, the principle and the implementation mode of the invention are explained by applying specific examples, and the description of the embodiment is only used for helping to understand the method and the core idea of the invention; meanwhile, for a person skilled in the art, according to the idea of the present invention, there may be variations in the specific embodiments and the application scope, and in summary, the content of the present specification should not be construed as a limitation to the present invention.
Claims (2)
1. The water-based wood paint auxiliary agent for inhibiting tannin diffusion is characterized by comprising the following raw materials in parts by weight:
30-60 parts of modified ethylamine compound;
30-65 parts of deionized water;
0-30 parts of ethanol;
0.5-10 parts of polyether amine;
the modified ethylene amine compound is at least one of trimethylolpropane-tris [3- (2-methyl aziridinyl) propionate ], trimethylolpropane-tris (3-aziridinyl propionate), pentaerythritol tris (3-aziridinyl propionate) and pentaerythritol tetrakis (3-aziridinyl propionate); the polyether amine is at least one of polyether amine D230, polyether amine D400, polyether amine D2000, polyether amine D5000 and polyether amine T403.
2. The method for preparing the tannin diffusion inhibiting aqueous wood lacquer auxiliary agent according to claim 1, which is characterized by comprising the following steps:
(1) under the protection of nitrogen at room temperature, putting water, ethanol and the modified ethylamine compound into a reaction kettle, and controlling the stirring speed within the range of 60-90 revolutions per minute;
(2) adding the polyether amine into a reaction kettle, stirring uniformly, filtering and discharging to obtain the polyether amine.
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4104228A (en) * | 1976-12-27 | 1978-08-01 | The Dow Chemical Company | Linear, partially deacylated poly(N-acyl)alkylenimines as tannin migration inhibitors |
| CN107502116A (en) * | 2017-09-19 | 2017-12-22 | 安徽名士达新材料有限公司 | A kind of woodenware modified acrylic polyurethane water paint and preparation method thereof |
| CN108752577A (en) * | 2018-06-25 | 2018-11-06 | 烟台大学 | The auxiliary agent and its application method that tannin is spread in a kind of inhibition timber |
| CN109504204A (en) * | 2018-11-06 | 2019-03-22 | 青岛展辰新材料有限公司 | A kind of wooden ware sealing priming paint and preparation method thereof for preventing from seeping on tannic acid |
-
2018
- 2018-12-29 CN CN201811634358.4A patent/CN109852126B/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4104228A (en) * | 1976-12-27 | 1978-08-01 | The Dow Chemical Company | Linear, partially deacylated poly(N-acyl)alkylenimines as tannin migration inhibitors |
| CN107502116A (en) * | 2017-09-19 | 2017-12-22 | 安徽名士达新材料有限公司 | A kind of woodenware modified acrylic polyurethane water paint and preparation method thereof |
| CN108752577A (en) * | 2018-06-25 | 2018-11-06 | 烟台大学 | The auxiliary agent and its application method that tannin is spread in a kind of inhibition timber |
| CN109504204A (en) * | 2018-11-06 | 2019-03-22 | 青岛展辰新材料有限公司 | A kind of wooden ware sealing priming paint and preparation method thereof for preventing from seeping on tannic acid |
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| EC01 | Cancellation of recordation of patent licensing contract | ||
| EC01 | Cancellation of recordation of patent licensing contract |
Assignee: KUNMING HEYUAN INDUSTRY TRADE Co.,Ltd. Assignor: Yantai University Contract record no.: X2023420000131 Date of cancellation: 20231121 Assignee: Yunnan Lingnuo Technology Co.,Ltd. Assignor: Yantai University Contract record no.: X2023420000130 Date of cancellation: 20231121 Assignee: Yantai Rui long new materials Co.,Ltd. Assignor: Yantai University Contract record no.: X2023420000093 Date of cancellation: 20231121 |