CN113857018B - Preparation method of degradable color-changing material for simulation plants - Google Patents
Preparation method of degradable color-changing material for simulation plants Download PDFInfo
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- B05D5/00—Processes for applying liquids or other fluent materials to surfaces to obtain special surface effects, finishes or structures
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- C09D—COATING 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
- C09D133/00—Coating compositions based on 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 only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
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Abstract
The invention relates to the technical field of degradable materials, in particular to a preparation method of a degradable color-changing material for a simulation plant; dimercaptosuccinic acid, mercapto polylactic acid and alkenyl lignin are grafted together, and are cured under the irradiation of ultraviolet light, so that the dimercaptosuccinic acid, the mercapto polylactic acid and the alkenyl lignin can be used together with polylactic acid, can be completely degraded by microorganisms in nature, and is favorable for protecting the environment.
Description
Technical Field
The invention relates to the technical field of degradable materials, in particular to a preparation method of a degradable color-changing material for a simulation plant.
Background
The simulation plant is developed rapidly, and the product is more abundant, such as: the series of the simulated palm trees, the series of the fresh-keeping palm trees, the series of the simulated coconut trees, the series of the simulated date (algae) trees, the simulated banyan trees, the series of the ancient banyan trees, the series of the simulated trees, the series of the PU trees, the series of the simulated plants, the cable camouflaged vines, the series of the camouflaged trees, the simulated peach blossom trees, the cherry trees, the series of the simulated bamboos, the series of the simulated barks, the series of the simulated leaves, the series of the simulated rattans, the series of the simulated lawns, the series of the fresh-keeping plants, the series of the simulated fruits and the vegetables, and the like. The emulation green plants are generally made of high-environment-friendly high-emulation materials, the internal structure of the green plants is generally a steel structure, the surface of the green plants is formed by winding epoxy resin, the insides of leaves and petals are also steel structures, and the surface of the green plants is made of PVC, PU, PE, silk cloth and other materials.
CN111087882A discloses a processing reagent of plant materials for landscape decoration and a preparation method thereof, wherein the processing reagent comprises the following raw materials: polyacrylate emulsion, titanium dioxide, aqueous acrylic resin emulsion, ethanol, an organic silicon defoamer, a dispersing and thickening agent, a film-forming additive, a wetting agent, a multifunctional additive, a preservative, a concentrated organic dye, aqueous essence and water. The raw materials used in the formula of the plant material processing reagent for landscape decoration provided by the invention are nontoxic and meet the requirements of international environmental protection standards; the reagent processing process is simple, and the cost and the price of the raw materials are low; the plant material processed by the reagent has the characteristics of soft texture, fresh smell, elastic touch feeling, bright and lasting color, uniform coloring, good color fastness, water resistance, mildew resistance, abrasion resistance and the like, can be used for processing common herbaceous, woody, reindeer lichen, moss and other plant materials, and the processed plant material is widely applied to various indoor and outdoor landscape decoration projects.
The prior art has the following technical problems:
the simulation plants are made of PVC, PU, PE and other materials, and are not easy to degrade after being eliminated, thereby causing environmental pollution. Meanwhile, in order to improve the ornamental effect, it is necessary to research a leaf material with variable colors to improve the value of the simulation plant.
Disclosure of Invention
The invention discloses a preparation method of a degradable color-changing material for a simulation plant, belonging to the technical field of simulation plants; cutting the leaves into leaves of the simulation plant.
A preparation method of a degradable color-changing material for a simulation plant is characterized by comprising the following steps:
according to the mass parts, a high-speed stirrer is adopted to stir 10-18 parts of dimercaptosuccinic acid, 30-50 parts of mercaptopolyethylene glycol polylactic acid, 100-130 parts of alkenyl lignin, 10-16 parts of 5-10% cholesteric liquid crystal petroleum ether solution, 300-450 parts of polyacrylic acid emulsion, 2.5-5 parts of photoinitiator at the temperature of 30-50 ℃ for 2-5 hours, then 2-6 parts of flame-retardant organic bentonite is added, the mixture is stirred for 2-5 hours, taken out and uniformly coated on a base membrane, the thickness is about 1-10cm, nitrogen is introduced, the mixture is irradiated for 2-30min under ultraviolet light, the taken out and washed with water and dried to obtain the degradable color-changing material for the simulation plant, and a layer of PET transparent film is further plastically packaged on the surface of the degradable color-changing material for the simulation plant to obtain the blades of the simulation plant after being cut.
Further, the thiol-polyethylene glycol polylactic acid is a commercially available product, and has a molecular weight of 200-; the structural formula is as follows:
further, the rotating speed of the high-speed stirrer is 3500-;
further, the preparation method of the alkenyl lignin comprises the following steps:
dissolving 20-40 parts of acetic acid lignin in 100-200 parts of sodium hydroxide solution by weight, adding 50-100 parts of bromopropylene, heating for reacting for a period of time, cooling to room temperature after the reaction is finished, regulating the solution with hydrochloric acid, separating out solids, filtering the solids, washing with deionized water and ethanol to remove excessive inorganic salt and bromopropylene compounds, and drying to obtain alkenyl lignin;
further, the concentration of the sodium hydroxide is 0.5-3 mol/L;
further, the reaction temperature is 70-90 ℃, and the reaction pressure is normal pressure;
further, the reaction time is 3-6 h;
further, the concentration of the hydrochloric acid is 0.5-3 mol/L;
further, the pH value of the adjusting solution is 1.8-2.2;
furthermore, the solid content of the polyacrylic acid emulsion is 2.5-10.5%, and the polyacrylic acid emulsion is a commercially available product; polyacrylic acid emulsions such as LA132 brand;
further, the photoinitiator is benzoin ethyl ether, alpha-dimethoxy-alpha-phenylacetophenone, 2-hydroxy-2-methyl-1-phenyl-1-propanone, 1-hydroxy-cyclohexyl phenyl ketone, benzophenone, 2, 4, 6-trimethylbenzoyldiphenylphosphine oxide or bisarylphosphine oxide;
further, the cholesteric liquid crystal is selected from the group consisting of cholesteryl acetate, cholesteryl propionate, cholesteryl butyrate, cholesteryl benzoate;
further, the flame-retardant organic bentonite is a commercially available product, such as V0 flame-retardant organic bentonite;
further, the thickness of the uniform coating on the straw paper is preferably 2-5 cm;
further, the ultraviolet light source may include: low intensity light sources such as black light or high intensity light sources such as medium pressure mercury lamps;
further, the actinic radiation is used in an intensity range of 0.1 to 150 milliwatts per square centimeter;
further, the intensity of the actinic radiation used is preferably in the range of 0.5 to 50 milliwatts per square centimeter.
Further, the base film is selected from EVA film.
The reaction mechanism is as follows:
dimercaptosuccinic acid, mercapto-polyethylene glycol polylactic acid and alkenyl lignin are grafted together through mercapto-alkenyl click reaction, so that the degradable polyester resin has good degradation performance.
The technical effects are as follows:
1. the whole preparation process has the advantages of mild conditions (ultraviolet photocurrent), energy conservation, no pollution, high speed, convenient operation and the like, and most importantly, the preparation process has no toxic cross-linking agent and has high safety;
2. the dimercaptosuccinic acid, the mercapto polylactic acid and the alkenyl lignin are grafted together through mercapto-alkenyl click reaction, and are cured under the irradiation of ultraviolet light, so that the dimercaptosuccinic acid, the mercapto polylactic acid and the alkenyl lignin can be used together with the polylactic acid, can be completely degraded by microorganisms in nature, and is very favorable for protecting the environment. The EVA film is produced by the EVA raw material through tape casting extrusion, is a new generation of green environment-friendly degradable material, and is biodegradable;
3. the liquid crystal molecules of the cholesteric liquid crystal state color-changing agent have special molecular arrangement, the thread pitch of the cholesteric liquid crystal state color-changing agent is close to that of visible light, so that the sensitivity of the cholesteric liquid crystal state color-changing agent to light and temperature is enhanced, and the helical structure of the cholesteric liquid crystal state changes along with the change of the temperature, thereby causing the refraction and reflection of the substances to the light and the change of the color. Under sunlight, the color of liquid crystal changes in the order of red, orange, yellow, green, blue, indigo and violet with the rise of temperature, and the color changes in the opposite order with the fall of temperature.
Drawings
FIG. 1 is a schematic diagram of the embodiment 1, which shows that the degradable color-changing material for the simulation plant is cut into simulation plant leaves.
FIG. 2 is a process of example 1 after the degradable color-changing material for the simulation plant is uniformly coated on the basement membrane and cured.
FIG. 3 is a mixing device for stirring degradable color-changing materials for simulation plants in example 1.
Detailed Description
The invention will be described in detail with reference to the following preferred embodiments, but the invention is not limited thereto:
the base film in the examples is selected from EVA bobo film; the flame-retardant organic bentonite is flame-retardant organic bentonite such as V0;
example 1
Stirring 10 parts of dimercaptosuccinic acid, 30 parts of sulfhydryl polyethylene glycol polylactic acid, 100 parts of alkenyl lignin, a petroleum ether solution of cholesteric liquid crystal with the molecular weight of 600, 10 parts of 5 mass percent, 300 parts of polyacrylic emulsion and 2.5 parts of photoinitiator for 2 hours at 30 ℃, then adding 2 parts of flame-retardant organic bentonite, stirring for 2 hours, taking out and uniformly coating the mixture on a base film, wherein the thickness of the mixture is about 1cm, introducing nitrogen, irradiating the mixture for 2 minutes by using ultraviolet light, taking out and washing, drying to obtain the degradable color-changing material for the simulated plant, plastically packaging a layer of PET transparent film on the surface, and cutting the transparent film into blades of the simulated plant.
The preparation method of the alkenyl lignin comprises the following steps:
20g of lignin acetate was dissolved in 100g of 0.5mol/L sodium hydroxide solution, 50g of bromopropylene was added, and the reaction was carried out at 70 ℃ for 6 hours. And after the reaction is finished, cooling to room temperature, regulating the pH value of the solution to about 2 by using hydrochloric acid, separating out a solid, filtering the solid, washing by using deionized water and ethanol to remove excessive inorganic salt and a bromopropylene compound, and drying to obtain the alkenyl lignin.
The cholesteric liquid crystal is selected from cholesteric acetates.
Example 2
Stirring 12g of dimercaptosuccinic acid, 35g of mercaptopolyethylene glycol polylactic acid, 200 molecular weight, 100g of alkenyl lignin, 350g of ethanol, 3g of photoinitiator alpha, alpha-dimethoxy-alpha-phenylacetophenone for 2h by using a high-speed stirrer at room temperature (25 ℃), adding 12g of V0 flame-retardant organic bentonite, stirring for 2h, taking out, uniformly coating the mixture on grass paper, wherein the thickness of the grass paper is about 3cm, introducing nitrogen, irradiating for 20min by using ultraviolet light, and the actinic radiation intensity is 20 milliwatts per square centimeter, taking out, washing with water, drying to obtain the color-changing degradable material for the simulated plant, plastically packaging a layer of PET transparent film on the surface, and cutting into blades of the simulated plant. A preparation method of a degradable color-changing material for a simulation plant is characterized by comprising the following steps:
adopting a high-speed stirrer to stir 12 parts of dimercaptosuccinic acid, 35 parts of mercaptopolyethylene glycol polylactic acid, 110 parts of alkenyl lignin, 12 parts of a 7 mass percent cholesteric liquid crystal petroleum ether solution, 330 parts of polyacrylic emulsion and 3 parts of photoinitiator for 3 hours at 35 ℃, then adding 3 parts of flame-retardant organic bentonite, stirring for 4 hours, taking out the mixture, uniformly coating the mixture on a base film, introducing nitrogen, irradiating the mixture for 10 minutes under ultraviolet light, taking out the mixture, washing with water, drying, plastically packaging a layer of PET transparent film on the surface, and cutting the PET transparent film into blades of the simulated plants.
The preparation method of the alkenyl lignin comprises the following steps:
25g of lignin acetate was dissolved in 120g of 1.5mol/L sodium hydroxide solution, 65g of bromopropene were added, and the reaction was carried out at 70 ℃ for 6 hours. And after the reaction is finished, cooling to room temperature, adjusting the pH value of the solution to about 2 by using hydrochloric acid, separating out a solid, filtering the solid, washing by using deionized water and ethanol to remove excessive inorganic salt and a bromopropylene compound, and drying to obtain the alkenyl lignin.
The cholesteric liquid crystal is selected from cholesteric propionic acid esters.
Example 3
Stirring 14g of dimercaptosuccinic acid, 40g of mercaptopolyethylene glycol polylactic acid, 2000 molecular weight, 110g of alkenyl lignin, 350g of ethanol and 3.5g of photoinitiator 2-hydroxy-2-methyl-1-phenyl-1-acetone for 3 hours at the rotating speed of 4000r/min by using a high-speed stirrer at room temperature (25 ℃), adding 14g of V0 flame-retardant organic bentonite, stirring for 3 hours, taking out, uniformly coating on a piece of grass paper, introducing nitrogen, irradiating for 20 minutes under ultraviolet light with the actinic radiation intensity of 30 milliwatts/square centimeter, taking out, washing with water, drying to obtain the degradable plant color-changing material, plastically packaging a layer of PET transparent film on the surface, and cutting into leaves of a simulated plant.
A preparation method of a degradable color-changing material for a simulation plant is characterized by comprising the following steps:
stirring 16 parts of dimercaptosuccinic acid, 40 parts of mercaptopolyethylene glycol polylactic acid, 117 parts of alkenyl lignin, 14 parts of a cholesteric liquid crystal petroleum ether solution with the mass percentage of 8%, 400 parts of polyacrylic emulsion and 4 parts of photoinitiator at 42 ℃ for 4 hours by using a high-speed stirrer, adding 4 parts of flame-retardant organic bentonite, stirring for 5 hours, taking out, uniformly coating the mixture on a base film with the thickness of about 8cm, introducing nitrogen, irradiating the mixture for 25 minutes by using ultraviolet light, taking out, washing with water, drying to obtain the degradable color-changing material for the simulated plant, plastically packaging a layer of PET transparent film on the surface, and cutting the transparent film into blades of the simulated plant.
The preparation method of the alkenyl lignin comprises the following steps:
30g of lignin acetate was dissolved in 150g of 1.5mol/L sodium hydroxide solution, 80g of bromopropene was added, and the reaction was carried out at 80 ℃ for 5 hours. And after the reaction is finished, cooling to room temperature, regulating the pH value of the solution to about 2 by using hydrochloric acid, separating out a solid, filtering the solid, washing by using deionized water and ethanol to remove excessive inorganic salt and a bromopropylene compound, and drying to obtain the alkenyl lignin.
The cholesteric liquid crystal is selected from cholesteric butyrate.
Example 4
A preparation method of a degradable color-changing material for a simulation plant is characterized by comprising the following steps:
according to the mass parts, 16 parts of dimercaptosuccinic acid, 47 parts of mercaptopolyethylene glycol polylactic acid, 128 parts of alkenyl lignin, 15 parts of a petroleum ether solution containing 9% cholesteric liquid crystal by mass percent, 410 parts of polyacrylic emulsion, 4.2 parts of a photoinitiator are stirred for 4 hours at 50 ℃, 5 parts of flame-retardant organic bentonite is added and stirred for 5 hours, the mixture is taken out and uniformly coated on a base film, the thickness is about 10cm, nitrogen is introduced, the mixture is irradiated for 30min under ultraviolet light, the mixture is taken out and washed with water and dried to obtain the degradable color-changing material for the simulated plant, the surface of the degradable color-changing material is further plastically packaged with a layer of PET transparent film, and the transparent film is cut into blades of the simulated plant.
The preparation method of the alkenyl lignin comprises the following steps:
35g of lignin acetate was dissolved in 150g of a 2.0mol/L sodium hydroxide solution, 85g of bromopropylene was added thereto, and the reaction was carried out at 80 ℃ for 5 hours. And after the reaction is finished, cooling to room temperature, regulating the pH value of the solution to about 2 by using hydrochloric acid, separating out a solid, filtering the solid, washing by using deionized water and ethanol to remove excessive inorganic salt and a bromopropylene compound, and drying to obtain the alkenyl lignin.
The cholesteric liquid crystal is selected from cholesteric benzoate esters.
Example 5
A preparation method of a degradable color-changing material for a simulation plant is characterized by comprising the following steps:
adopting a high-speed stirrer to stir 18 parts of dimercaptosuccinic acid, 48 parts of sulfhydryl polyethylene glycol polylactic acid, 130 parts of alkenyl lignin, 15 parts of a cholesteric liquid crystal petroleum ether solution with the mass percentage content of 9%, 440 parts of polyacrylic emulsion and 4.5 parts of photoinitiator for 5 hours at 50 ℃, then adding 5 parts of flame-retardant organic bentonite, stirring for 5 hours, taking out the mixture, uniformly coating the mixture on a base film with the thickness of about 10cm, introducing nitrogen, irradiating the mixture for 30min under ultraviolet light, taking out the mixture, washing with water, drying to obtain the degradable color-changing material for the simulated plant, plastically packaging a layer of PET transparent film on the surface, and cutting the transparent film into blades of the simulated plant.
The preparation method of the alkenyl lignin comprises the following steps:
35g of lignin acetate was dissolved in 180g of 2.5mol/L sodium hydroxide solution, 90g of bromopropene was added, and the reaction was carried out at 90 ℃ for 3 hours. And after the reaction is finished, cooling to room temperature, regulating the pH value of the solution to about 2 by using hydrochloric acid, separating out a solid, filtering the solid, washing by using deionized water and ethanol to remove excessive inorganic salt and a bromopropylene compound, and drying to obtain the alkenyl lignin.
The cholesteric liquid crystal is selected from cholesteric acetates.
Example 6
A preparation method of a degradable color-changing material for a simulation plant is characterized by comprising the following steps:
adopting a high-speed stirrer to stir 18 parts of dimercaptosuccinic acid, 50 parts of mercaptopolyethylene glycol polylactic acid, 130 parts of alkenyl lignin, 16 parts of a cholesteric liquid crystal petroleum ether solution with the mass percentage content of 10%, 450 parts of polyacrylic emulsion and 5 parts of photoinitiator at 50 ℃ for 5 hours, then adding 6 parts of flame-retardant organic bentonite, stirring for 5 hours, taking out the mixture, uniformly coating the mixture on a base film with the thickness of about 10cm, introducing nitrogen, irradiating the mixture for 30min under ultraviolet light, taking out the mixture, washing with water, drying to obtain the degradable color-changing material for the simulated plant, plastically packaging a layer of PET transparent film on the surface, and cutting the PET transparent film into blades of the simulated plant.
The preparation method of the alkenyl lignin comprises the following steps:
40g of lignin acetate was dissolved in 200g of 3mol/L sodium hydroxide solution, 100g of bromopropylene was added, and the reaction was carried out at 90 ℃ for 3 hours. And after the reaction is finished, cooling to room temperature, regulating the pH value of the solution to about 2 by using hydrochloric acid, separating out a solid, filtering the solid, washing by using deionized water and ethanol to remove excessive inorganic salt and a bromopropylene compound, and drying to obtain the alkenyl lignin.
The cholesteric liquid crystal is selected from cholesteric acetates.
Comparative example 1
The procedure of example 1 was repeated except that dimercaptosuccinic acid was not added.
Comparative example 2
The same procedure as in example 1 was repeated except that no mercaptopolyethylene glycol polylactic acid was added.
Comparative example 3
The same procedure as in example 1 was repeated except that no alkenyllignin was added.
The test method comprises the following steps:
(1) drying polylactic acid at 60 ℃ for 6-8 hours, then melt-blending the polylactic acid with the degradable material for the simulated plants obtained in the examples and comparative examples according to the mass ratio of 70:30, extruding and granulating, then melt-blending again, and granulating to obtain a target material, wherein the extrusion processing temperature is as follows: the first-stage temperature is 170-175 ℃, the second-stage temperature is 170-180 ℃, the third-stage temperature is 175-185 ℃, and the fourth-stage temperature is 175-180 ℃.
The material properties are shown in Table 1. Tensile strength and elongation at break were measured according to GBT 1040.2-2006.
TABLE 1 Properties of materials of examples and comparative examples
(2) In the sunlight, the leaves of the simulated plants of examples 1-6, in the range of 24-40 ℃, change color in order with increasing temperature and change color in the opposite order with decreasing temperature.
Claims (10)
1. A preparation method of a degradable color-changing material for a simulation plant is characterized by comprising the following steps:
according to the mass portions, a high-speed stirrer is adopted to stir 10-18 portions of dimercaptosuccinic acid, 30-50 portions of mercaptopolyethylene glycol polylactic acid, 100-130 portions of alkenyl lignin, 10-16 portions of cholesteric liquid crystal petroleum ether solution with the mass percentage content of 5-10%, 300-450 portions of polyacrylic acid emulsion, 2.5-5 portions of photoinitiator at the temperature of 30-50 ℃ for 2-5 hours, then 2-6 portions of flame-retardant organic bentonite are added and stirred for 2-5 hours, the mixture is taken out and uniformly coated on a base film, the thickness is 1-10cm, nitrogen is introduced, the mixture is irradiated under ultraviolet light for 2-30min, the mixture is taken out, washed and dried to obtain the degradable color-changing material for the simulated plant, a layer of PET transparent film is plastically packaged on the surface, and the degradable color-changing material for the simulated plant is cut into the blades of the simulated plant.
2. The method for preparing the degradable color-changing material for the simulated plant according to claim 1, wherein the method comprises the following steps: the rotating speed of the high-speed stirrer is 3500 and 5000 r/min.
3. The method for preparing the degradable color-changing material for the simulation plant according to claim 1, wherein the method comprises the following steps: the preparation method of the alkenyl lignin comprises the following steps:
according to the mass parts, 20-40 parts of lignin acetate is dissolved in 100-200 parts of sodium hydroxide solution, 50-100 parts of bromopropylene is added, the temperature is raised for reaction for 3-6 hours, the solution is cooled to room temperature after the reaction is finished, the pH value of the solution is adjusted by hydrochloric acid, solids are separated out, the solids are filtered, deionized water and ethanol are used for washing to remove excessive inorganic salt and bromopropylene compounds, and the alkenyl lignin is obtained after drying.
4. The method for preparing the degradable color-changing material for the simulated plant according to claim 3, wherein the method comprises the following steps: the concentration of the sodium hydroxide solution is 0.5-3 mol/L; the reaction temperature is 70-90 ℃, and the reaction pressure is normal pressure.
5. The method for preparing the degradable color-changing material for the simulation plant according to claim 3, characterized in that: the concentration of the hydrochloric acid is 0.5-3 mol/L; the pH value of the adjusting solution is 1.8-2.2.
6. The method for preparing the degradable color-changing material for the simulated plant according to claim 1, wherein the method comprises the following steps: the photoinitiator is benzoin ethyl ether, alpha-dimethoxy-alpha-phenylacetophenone, 2-hydroxy-2-methyl-1-phenyl-1-acetone, 1-hydroxy-cyclohexyl phenyl ketone, benzophenone, 2, 4, 6-trimethylbenzoyl diphenyl phosphine oxide or diaryl phosphine oxide.
7. The method for preparing the degradable color-changing material for the simulated plant according to claim 1, wherein the method comprises the following steps: the ultraviolet light source includes: low intensity light source, high intensity light source.
8. The method for preparing the degradable color-changing material for the simulated plant according to claim 7, wherein the method comprises the following steps: the low intensity light source comprises black light; the high-intensity light source comprises a medium-pressure mercury lamp.
9. The method for preparing the degradable color-changing material for the simulated plant according to claim 1, wherein the method comprises the following steps: actinic radiation intensities in the range of 0.1 to 150 milliwatts per square centimeter are used.
10. The method for preparing the degradable color-changing material for the simulated plant according to claim 1, wherein the method comprises the following steps: the cholesteric liquid crystal is selected from cholesteryl acetate, cholesteryl propionate, cholesteryl butyrate and cholesteryl benzoate.
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