CN114989885A - Preparation method of melamine formaldehyde perfume microcapsule - Google Patents
Preparation method of melamine formaldehyde perfume microcapsule Download PDFInfo
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- CN114989885A CN114989885A CN202210774583.8A CN202210774583A CN114989885A CN 114989885 A CN114989885 A CN 114989885A CN 202210774583 A CN202210774583 A CN 202210774583A CN 114989885 A CN114989885 A CN 114989885A
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- 229920000877 Melamine resin Polymers 0.000 title claims abstract description 79
- 239000003094 microcapsule Substances 0.000 title claims abstract description 56
- 239000002304 perfume Substances 0.000 title claims abstract description 43
- IVJISJACKSSFGE-UHFFFAOYSA-N formaldehyde;1,3,5-triazine-2,4,6-triamine Chemical compound O=C.NC1=NC(N)=NC(N)=N1 IVJISJACKSSFGE-UHFFFAOYSA-N 0.000 title claims abstract description 37
- 238000002360 preparation method Methods 0.000 title claims abstract description 17
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 claims abstract description 42
- KSDMMCFWQWBVBW-UHFFFAOYSA-N 2-sulfanylbenzaldehyde Chemical compound SC1=CC=CC=C1C=O KSDMMCFWQWBVBW-UHFFFAOYSA-N 0.000 claims abstract description 22
- XSNQECSCDATQEL-UHFFFAOYSA-N dihydromyrcenol Chemical compound C=CC(C)CCCC(C)(C)O XSNQECSCDATQEL-UHFFFAOYSA-N 0.000 claims abstract description 12
- 229930008394 dihydromyrcenol Natural products 0.000 claims abstract description 12
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 12
- 238000006243 chemical reaction Methods 0.000 claims description 73
- 238000003756 stirring Methods 0.000 claims description 61
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 60
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 54
- 238000010438 heat treatment Methods 0.000 claims description 31
- 230000035484 reaction time Effects 0.000 claims description 20
- 238000010992 reflux Methods 0.000 claims description 20
- 238000002390 rotary evaporation Methods 0.000 claims description 20
- 238000005303 weighing Methods 0.000 claims description 20
- 239000003054 catalyst Substances 0.000 claims description 19
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 18
- 238000001914 filtration Methods 0.000 claims description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 11
- 239000008367 deionised water Substances 0.000 claims description 10
- 229910021641 deionized water Inorganic materials 0.000 claims description 10
- 238000001035 drying Methods 0.000 claims description 10
- 230000007935 neutral effect Effects 0.000 claims description 10
- 239000002904 solvent Substances 0.000 claims description 10
- 229960000583 acetic acid Drugs 0.000 claims description 9
- 239000012362 glacial acetic acid Substances 0.000 claims description 9
- 238000004519 manufacturing process Methods 0.000 claims description 9
- DYUWTXWIYMHBQS-UHFFFAOYSA-N n-prop-2-enylprop-2-en-1-amine Chemical compound C=CCNCC=C DYUWTXWIYMHBQS-UHFFFAOYSA-N 0.000 claims description 9
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical group [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 claims description 9
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 claims description 9
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 claims description 8
- 229910001870 ammonium persulfate Inorganic materials 0.000 claims description 4
- JRKICGRDRMAZLK-UHFFFAOYSA-L peroxydisulfate Chemical compound [O-]S(=O)(=O)OOS([O-])(=O)=O JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 claims description 4
- VVJKKWFAADXIJK-UHFFFAOYSA-N Allylamine Chemical compound NCC=C VVJKKWFAADXIJK-UHFFFAOYSA-N 0.000 abstract description 8
- 229920000642 polymer Polymers 0.000 abstract description 4
- 239000011162 core material Substances 0.000 abstract description 2
- 239000011258 core-shell material Substances 0.000 abstract description 2
- 239000000463 material Substances 0.000 abstract description 2
- 239000000243 solution Substances 0.000 description 27
- 238000000034 method Methods 0.000 description 11
- NRLPPGBADQVXSJ-UHFFFAOYSA-N 4-sulfanylbenzaldehyde Chemical compound SC1=CC=C(C=O)C=C1 NRLPPGBADQVXSJ-UHFFFAOYSA-N 0.000 description 8
- 239000004793 Polystyrene Substances 0.000 description 8
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 6
- 239000007788 liquid Substances 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 5
- 229920000767 polyaniline Polymers 0.000 description 4
- 229910000019 calcium carbonate Inorganic materials 0.000 description 3
- 229920002223 polystyrene Polymers 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- 239000002383 tung oil Substances 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- 239000004480 active ingredient Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 238000000889 atomisation Methods 0.000 description 1
- 235000015173 baked goods and baking mixes Nutrition 0.000 description 1
- 235000013361 beverage Nutrition 0.000 description 1
- 235000015218 chewing gum Nutrition 0.000 description 1
- 238000005354 coacervation Methods 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 235000009508 confectionery Nutrition 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- FHIWHXMDQWQKSB-UHFFFAOYSA-N ethyl carbamate;1,3,5-triazine-2,4,6-triamine Chemical class CCOC(N)=O.NC1=NC(N)=NC(N)=N1 FHIWHXMDQWQKSB-UHFFFAOYSA-N 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000021317 sensory perception Effects 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000013112 stability test Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B9/00—Essential oils; Perfumes
- C11B9/0069—Heterocyclic compounds
- C11B9/0092—Heterocyclic compounds containing only N as heteroatom
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J13/00—Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
- B01J13/02—Making microcapsules or microballoons
- B01J13/06—Making microcapsules or microballoons by phase separation
- B01J13/14—Polymerisation; cross-linking
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/584—Recycling of catalysts
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Dispersion Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Fats And Perfumes (AREA)
- Phenolic Resins Or Amino Resins (AREA)
Abstract
The invention relates to the technical field of microcapsules, in particular to a preparation method of a melamine formaldehyde perfume microcapsule, which takes melamine condensed mercaptobenzaldehyde as a core material, introduces allylamine through addition, takes dihydromyrcenol/allylamine polymer as a wall material, and prepares the melamine formaldehyde perfume microcapsule through core-shell polymerization.
Description
Technical Field
The invention relates to the technical field of microcapsules, in particular to a preparation method of melamine formaldehyde perfume microcapsules.
Background
Perfume microcapsules are often used to protect oily ingredients from deterioration, loss of volatility, or interaction with other substances. Microencapsulated flavors are commonly used to enhance the sensory perception of foods such as chewing gums, candies, baked goods and powdered foods/beverages, and essential oil microcapsules have attracted considerable attention as additives for consumer products.
FR2019008996 discloses a process for manufacturing microcapsules with a reservoir containing a lipophilic active ingredient, the wall of which microcapsules comprises at least two polymers obtained by co-crosslinking a polymer obtained by complex coacervation with silicones, melamine-urethanes and polyurethane copolymers. The microcapsules thus prepared can be used in formulations containing surfactants, such as washing powders or detergents, or in cosmetic formulations, such as shampoos or soaps.
CN110433742A discloses a preparation method of a microcapsule with a double-layer coating structure, which comprises the following steps: (1) styrene reacts to obtain a PS prepolymer; repair liquid additionEmulsifier is added into the PS prepolymer to obtain emulsion; adding resorcinol, reacting, and separating to obtain PS/repairing liquid microcapsule; (2) dissolving aniline in water, adding PS/repairing liquid microcapsules, and swelling into PS/repairing liquid particles; adding potassium persulfate, dropwise adding hydrochloric acid, and polymerizing to obtain a polystyrene/polyaniline/repair liquid microcapsule; (3) CaCl 2 Aqueous solution and Na 2 CO 3 Adding polystyrene/polyaniline/repair liquid microcapsules into the aqueous solution; after mixing, precipitating calcium carbonate precipitate to obtain multilayer microcapsules; then removing the polystyrene template to obtain calcium carbonate-coated polyaniline double-layer self-repairing microcapsules; (4) adding into tung oil, stirring for reaction, filtering, centrifuging and washing to obtain calcium carbonate/polyaniline/tung oil microcapsule.
Current market mainstream perfume all adopts the spraying bottle packing, though convenient to use can make perfume atomizing use through simply pressing. However, due to the atomization mechanism, a pressure difference is formed only by an air inlet on the perfume bottle, and the air inlet is easy to volatilize perfume, so that the perfume is volatilized and deteriorated.
Disclosure of Invention
In order to solve the problems, the invention provides a preparation method of melamine formaldehyde perfume microcapsules, belonging to the technical field of microcapsules.
A preparation method of melamine formaldehyde perfume microcapsules comprises the following specific steps:
step 1: weighing 50-70 parts of melamine, dissolving in 200-300 parts of DMF, heating the system, and completely dissolving under stirring;
and 2, step: weighing 130 parts of 120-mercaptobenzaldehyde and 600 parts of DMF (dimethyl formamide) into a reaction kettle, keeping the temperature in the step 1, and starting a polymerization kettle for stirring;
and step 3: dropwise adding the solution obtained in the step 1 into the reaction kettle in the step 2; adding 0.6-3 parts of glacial acetic acid, and keeping stirring for 20-100 min; adjusting the pH of the reaction solution to be neutral by using NaOH to enable the system to reflux, and removing the solvent by rotary evaporation after the reaction is finished; obtaining melamine condensed mercaptobenzaldehyde;
and 4, step 4: adding 10-20 parts of melamine condensed mercaptobenzaldehyde, 4-8 parts of diallylamine and 0.6-3 parts of sodium ethoxide into a reaction kettle according to the mass parts, and heating for reaction for a certain time;
and 5: then adding 5-12 parts of dihydromyrcenol, 500-600 parts of deionized water and 0.03-0.6 part of catalyst, heating for reaction for a certain time, filtering and drying to obtain the melamine formaldehyde perfume microcapsule.
In the method, the temperature rise temperature in the step 1 is 100-120 ℃.
In the method, the stirring parameters in the step 2 are as follows: the stirring speed is 60-90rpm, and the stirring time is 20-100 mins.
In the method, the mass fraction of the NaOH solution in the step 3 is 20-30 wt%.
According to the method, the system reflux time in the step 3 is 5-9 h.
In the method, the rotary evaporation temperature in the step 3 is 50-80 ℃.
In the method, the reaction temperature in the step 4 is 50-60 ℃, and the reaction time is 20-60 mins.
In the method, the catalyst in the step 5 is persulfate.
In the method, the persulfate is potassium persulfate or ammonium persulfate.
In the method, the temperature in the step 5 is 70-77 ℃, and the reaction time is 100-180 mins.
Compared with the prior art, the invention takes the melamine condensed mercaptobenzaldehyde as the core material, introduces allylamine through addition, takes the dihydromyrcenol/allylamine polymer as the wall material, and prepares the melamine formaldehyde perfume microcapsule through core-shell polymerization.
Detailed Description
The present invention will be described in further detail with reference to test examples and specific embodiments. It should be understood that the scope of the above-described subject matter is not limited to the following examples, and any techniques implemented based on the disclosure of the present invention are within the scope of the present invention.
<Example 1>
A preparation method of melamine formaldehyde perfume microcapsules comprises the following specific steps:
step 1: weighing 50g of melamine and dissolving the melamine in 200g of DMF, heating the system, and completely dissolving the melamine under stirring;
and 2, step: weighing 120g of 4-mercaptobenzaldehyde and 500g of DMF, putting into a reaction kettle, keeping the temperature of the step 1, and starting a polymerization kettle to stir;
and 3, step 3: dropwise adding the solution obtained in the step (1) into the reaction kettle in the step (2); adding 0.6g of glacial acetic acid, and keeping stirring for 20 min; adjusting the pH of the reaction solution to be neutral by using NaOH to enable the system to reflux, and removing the solvent by rotary evaporation after the reaction is finished; obtaining melamine condensed mercaptobenzaldehyde;
and 4, step 4: adding 10g of melamine condensed mercaptobenzaldehyde, 4g of diallylamine and 0.6g of sodium ethoxide into a reaction kettle, and heating for reaction for a certain time;
and 5: and then adding 5g of dihydromyrcenol, 500g of deionized water and 0.1g of catalyst, heating to react for a certain time, filtering, and drying to obtain the melamine formaldehyde perfume microcapsule.
The temperature rise in step 1 was 100 ℃.
The stirring parameters in the step 2 are as follows: the stirring speed was 60rpm and the stirring time was 20 mins.
And the mass fraction of the NaOH solution in the step 3 is 20 wt%.
The system reflux time in step 3 is 5 h.
In step 3, the rotary evaporation temperature is 50 ℃.
In the step 4, the reaction temperature is 50 ℃, and the reaction time is 20 mins.
In the step 5, the catalyst is potassium persulfate.
In the step 5, the temperature is 70 ℃, and the reaction time is 100 mins.
<Example 2>
A preparation method of melamine formaldehyde perfume microcapsules comprises the following specific steps:
step 1: weighing 60g of melamine, dissolving in 200g of DMF, heating the system, and completely dissolving under stirring;
step 2: weighing 120g of 4-mercaptobenzaldehyde and 500g of DMF, putting into a reaction kettle, keeping the temperature of the step 1, and starting a polymerization kettle to stir;
and step 3: dropwise adding the solution obtained in the step 1 into the reaction kettle in the step 2; adding 1.2g of glacial acetic acid, and keeping stirring for 40 min; adjusting the pH of the reaction solution to be neutral by using NaOH to enable the system to reflux, and removing the solvent by rotary evaporation after the reaction is finished; obtaining melamine condensed mercaptobenzaldehyde;
and 4, step 4: adding 14g of melamine condensed mercaptobenzaldehyde, 5g of diallylamine and 1.2g of sodium ethoxide into a reaction kettle, and heating for reaction for a certain time;
and 5: and then adding 7g of dihydromyrcenol, 500g of deionized water and 0.3g of catalyst, heating to react for a certain time, filtering, and drying to obtain the melamine formaldehyde perfume microcapsule.
The temperature rise in step 1 was 100 ℃.
The stirring parameters in the step 2 are as follows: the stirring speed was 60rpm and the stirring time was 40 mins.
And the mass fraction of the NaOH solution in the step 3 is 20 wt%.
The system reflux time in step 3 is 6 h.
In step 3, the rotary evaporation temperature is 55 ℃.
In the step 4, the reaction temperature is 50 ℃, and the reaction time is 40 mins.
In step 5, the catalyst is potassium persulfate.
In the step 5, the temperature is 70 ℃, and the reaction time is 120 mins.
<Example 3>
A preparation method of melamine formaldehyde perfume microcapsules comprises the following specific steps:
step 1: weighing 65g of melamine, dissolving the melamine in 250g of DMF, heating the system, and completely dissolving the melamine under stirring;
and 2, step: weighing 130g of 4-mercaptobenzaldehyde and 600g of DMF, putting into a reaction kettle, keeping the temperature of the step 1, and starting a polymerization kettle to stir;
and step 3: dropwise adding the solution obtained in the step 1 into the reaction kettle in the step 2; adding 2g of glacial acetic acid, and keeping stirring for 60 min; adjusting the pH of the reaction solution to be neutral by using NaOH to enable the system to reflux, and removing the solvent by rotary evaporation after the reaction is finished; obtaining melamine condensed mercaptobenzaldehyde;
and 4, step 4: adding 16g of melamine condensed mercaptobenzaldehyde, 6g of diallylamine and 2g of sodium ethoxide into a reaction kettle according to the mass parts, and heating for reaction for a certain time;
and 5: and adding 9g of dihydromyrcenol, 600g of deionized water and 0.4g of catalyst, heating to react for a certain time, filtering, and drying to obtain the melamine formaldehyde perfume microcapsule.
The temperature rise in step 1 was 120 ℃.
The stirring parameters in the step 2 are as follows: the stirring speed was 90rpm and the stirring time was 60 mins.
And the mass fraction of the NaOH solution in the step 3 is 30 wt%.
The system reflux time in step 3 was 7 h.
In step 3, the rotary evaporation temperature is 60 ℃.
In the step 4, the reaction temperature is 60 ℃, and the reaction time is 30 mins.
In the step 5, the catalyst is ammonium persulfate.
In the step 5, the temperature is 77 ℃ and the reaction time is 140 mins.
<Example 4>
A preparation method of melamine formaldehyde perfume microcapsules comprises the following specific steps:
step 1: weighing 70g of melamine, dissolving the melamine in 300g of DMF, heating the system, and completely dissolving the melamine under stirring;
step 2: weighing 130g of 4-mercaptobenzaldehyde and 600g of DMF (dimethyl formamide) and putting into a reaction kettle, keeping the temperature of the step 1, and starting a polymerization kettle for stirring;
and step 3: dropwise adding the solution obtained in the step 1 into the reaction kettle in the step 2; adding 3g of glacial acetic acid, and keeping stirring for 100 min; adjusting the pH of the reaction solution to be neutral by using NaOH to enable the system to reflux, and removing the solvent by rotary evaporation after the reaction is finished; obtaining melamine condensed mercaptobenzaldehyde;
and 4, step 4: adding 20g of melamine condensed mercaptobenzaldehyde, 8g of diallylamine and 3g of sodium ethoxide into a reaction kettle according to the mass parts, and heating for reaction for a certain time;
and 5: and adding 12g of dihydromyrcenol, 600g of deionized water and 0.6g of catalyst, heating to react for a certain time, filtering, and drying to obtain the melamine formaldehyde perfume microcapsule.
The temperature rise in step 1 was 120 ℃.
The stirring parameters in the step 2 are as follows: the stirring speed was 90rpm and the stirring time was 100 mins.
And the mass fraction of the NaOH solution in the step 3 is 30 wt%.
The system reflux time in step 3 was 9 h.
In the step 3, the rotary evaporation temperature is 80 ℃.
In the step 4, the reaction temperature is 60 ℃, and the reaction time is 60 mins.
In the step 5, the catalyst is ammonium persulfate.
In step 5, the temperature is 77 ℃ and the reaction time is 180 mins.
<Comparative example 1>
A preparation method of melamine formaldehyde perfume microcapsules comprises the following specific steps:
step 1: weighing 50g of melamine and dissolving the melamine in 200g of DMF, heating the system, and completely dissolving the melamine under stirring;
step 2: weighing 120g of 4-mercaptobenzaldehyde and 500g of DMF, putting into a reaction kettle, keeping the temperature of the step 1, and starting a polymerization kettle to stir;
and step 3: dropwise adding the solution obtained in the step 1 into the reaction kettle in the step 2; stirring for 20 min; adjusting the pH of the reaction solution to be neutral by using NaOH to enable the system to reflux, and removing the solvent by rotary evaporation after the reaction is finished; obtaining melamine condensed mercaptobenzaldehyde;
and 4, step 4: adding 10g of melamine condensed mercaptobenzaldehyde, 4g of diallylamine and 0.6g of sodium ethoxide into a reaction kettle, and heating for reaction for a certain time;
and 5: and then adding 5g of dihydromyrcenol, 500g of deionized water and 0.03g of catalyst, heating to react for a certain time, filtering and drying to obtain the melamine formaldehyde perfume microcapsule.
In step 1, the temperature is raised to 100 ℃.
The stirring parameters in the step 2 are as follows: the stirring speed was 60rpm and the stirring time was 20 mins.
And the mass fraction of the NaOH solution in the step 3 is 20 wt%.
The system reflux time in step 3 is 5 h.
In step 3, the rotary evaporation temperature is 50 ℃.
In the step 4, the reaction temperature is 50 ℃, and the reaction time is 20 mins.
In step 5, the catalyst is potassium persulfate.
In the step 5, the temperature is 70 ℃, and the reaction time is 100 mins.
<Comparative example 2>
A preparation method of melamine formaldehyde perfume microcapsules comprises the following specific steps:
step 1: weighing 50g of melamine, dissolving in 200g of DMF, heating the system, and completely dissolving under stirring;
and 2, step: weighing 120g of 4-mercaptobenzaldehyde and 500g of DMF, putting into a reaction kettle, keeping the temperature of the step 1, and starting a polymerization kettle to stir;
and 3, step 3: dropwise adding the solution obtained in the step 1 into the reaction kettle in the step 2; adding 0.6g of glacial acetic acid, and keeping stirring for 20 min; adjusting the pH of the reaction solution to be neutral by using NaOH to enable the system to reflux, and removing the solvent by rotary evaporation after the reaction is finished; obtaining melamine condensed mercaptobenzaldehyde;
and 4, step 4: adding 10g of melamine condensed mercaptobenzaldehyde and 0.6g of sodium ethoxide into a reaction kettle, and heating for reaction for a certain time;
and 5: and then adding 5g of dihydromyrcenol, 500g of deionized water and 0.1g of catalyst, heating to react for a certain time, filtering, and drying to obtain the melamine formaldehyde perfume microcapsule.
The temperature rise in step 1 was 100 ℃.
The stirring parameters in the step 2 are as follows: the stirring speed was 60rpm and the stirring time was 20 mins.
And the mass fraction of the NaOH solution in the step 3 is 20 wt%.
The system reflux time in step 3 is 5 h.
In step 3, the rotary evaporation temperature is 50 ℃.
In the step 4, the reaction temperature is 50 ℃, and the reaction time is 20 mins.
In step 5, the catalyst is potassium persulfate.
In the step 5, the temperature is 70 ℃, and the reaction time is 100 mins.
<Comparative example 3>
A preparation method of melamine formaldehyde perfume microcapsules comprises the following specific steps:
step 1: weighing 50g of melamine, dissolving in 200g of DMF, heating the system, and completely dissolving under stirring;
step 2: weighing 120g of 4-mercaptobenzaldehyde and 500g of DMF, putting into a reaction kettle, keeping the temperature of the step 1, and starting a polymerization kettle to stir;
and step 3: dropwise adding the solution obtained in the step (1) into the reaction kettle in the step (2); adding 0.6g of glacial acetic acid, and keeping stirring for 20 min; then adjusting the pH of the reaction solution to be neutral by using NaOH to enable a system to reflux, and removing the solvent by rotary evaporation after the reaction is finished; obtaining melamine condensed mercaptobenzaldehyde;
and 4, step 4: adding 10g of melamine condensed mercaptobenzaldehyde and 4g of diallylamine into a reaction kettle, and heating for reaction for a certain time;
and 5: and then adding 5g of dihydromyrcenol, 500g of deionized water and 0.1g of catalyst, heating to react for a certain time, filtering, and drying to obtain the melamine formaldehyde perfume microcapsule.
The temperature rise in step 1 was 100 ℃.
The stirring parameters in the step 2 are as follows: the stirring speed was 60rpm and the stirring time was 20 mins.
And the mass fraction of the NaOH solution in the step 3 is 20 wt%.
The system reflux time in step 3 is 5 h.
In step 3, the rotary evaporation temperature is 50 ℃.
In the step 4, the reaction temperature is 50 ℃, and the reaction time is 20 mins.
In step 5, the catalyst is potassium persulfate.
In the step 5, the temperature is 70 ℃, and the reaction time is 100 mins.
<Comparative example 4>
A preparation method of melamine formaldehyde perfume microcapsules comprises the following specific steps:
step 1: weighing 50g of melamine and dissolving the melamine in 200g of DMF, heating the system, and completely dissolving the melamine under stirring;
step 2: weighing 120g of 4-mercaptobenzaldehyde and 500g of DMF, putting into a reaction kettle, keeping the temperature of the step 1, and starting a polymerization kettle for stirring;
and step 3: dropwise adding the solution obtained in the step 1 into the reaction kettle in the step 2; adding 0.6g of glacial acetic acid, and keeping stirring for 20 min; adjusting the pH of the reaction solution to be neutral by using NaOH to enable the system to reflux, and removing the solvent by rotary evaporation after the reaction is finished; obtaining melamine condensed mercaptobenzaldehyde;
and 4, step 4: adding 10g of melamine condensed mercaptobenzaldehyde, 4g of diallylamine and 0.6g of sodium ethoxide into a reaction kettle, and heating for reaction for a certain time;
and 5: and adding 5g of dihydromyrcenol and 500g of deionized water, heating to react for a certain time, filtering, and drying to obtain the melamine formaldehyde perfume microcapsule.
The temperature rise in step 1 was 100 ℃.
The stirring parameters in the step 2 are as follows: the stirring speed was 60rpm and the stirring time was 20 mins.
And the mass fraction of the NaOH solution in the step 3 is 20 wt%.
The system reflux time in step 3 is 5 h.
In step 3, the rotary evaporation temperature is 50 ℃.
In the step 4, the reaction temperature is 50 ℃, and the reaction time is 20 mins.
In step 5, the catalyst is potassium persulfate.
In the step 5, the temperature is 70 ℃, and the reaction time is 100 mins.
Examples evaluation:
the stability test of the melamine formaldehyde perfume microcapsules prepared in the above examples and comparative examples was carried out as follows: placing the microcapsules in an infrared oven for heating and baking, wherein the power of an infrared lamp is 200W, the vertical distance between the infrared lamp and a test sample is 30cm, recording the time for the microcapsules to break and lose efficacy under the condition that the microcapsules are baked by the infrared lamp, and the test results are shown in the following table:
Claims (10)
1. a preparation method of melamine formaldehyde perfume microcapsules comprises the following specific steps:
step 1: weighing 50-70 parts of melamine, dissolving in 200-300 parts of DMF, heating the system, and completely dissolving under stirring;
step 2: weighing 130 parts of 120-mercaptobenzaldehyde and 600 parts of DMF (dimethyl formamide) into a reaction kettle, keeping the temperature in the step 1, and starting a polymerization kettle for stirring;
and step 3: dropwise adding the solution obtained in the step 1 into the reaction kettle in the step 2; adding 0.6-3 parts of glacial acetic acid, and keeping stirring for 20-100 min; adjusting the pH of the reaction solution to be neutral by using NaOH to enable the system to reflux, and removing the solvent by rotary evaporation after the reaction is finished; obtaining melamine condensed mercaptobenzaldehyde;
and 4, step 4: adding 10-20 parts by mass of melamine condensed mercaptobenzaldehyde, 4-8 parts by mass of diallylamine and 0.6-3 parts by mass of sodium ethoxide into a reaction kettle, and heating for reaction for a certain time;
and 5: then adding 5-12 parts of dihydromyrcenol, 500-600 parts of deionized water and 0.03-0.6 part of catalyst, heating for reaction for a certain time, filtering and drying to obtain the melamine formaldehyde perfume microcapsule.
2. The process for preparing melamine formaldehyde perfume microcapsules according to claim 1, wherein: the temperature rise temperature in the step 1 is 100-120 ℃.
3. The preparation method of the melamine formaldehyde perfume microcapsule as claimed in claim 2, wherein: the stirring parameters in the step 2 are as follows: the stirring speed is 60-90rpm, and the stirring time is 20-100 mins.
4. The process for preparing melamine formaldehyde perfume microcapsules according to claim 1, wherein: and the mass fraction of the NaOH solution in the step 3 is 20-30 wt%.
5. The process for preparing melamine formaldehyde perfume microcapsules according to claim 1, wherein: the system reflux time in the step 3 is 5-9 h.
6. The process for preparing melamine formaldehyde perfume microcapsules according to claim 1, wherein: the rotary evaporation temperature in the step 3 is 50-80 ℃.
7. The process for preparing melamine formaldehyde perfume microcapsules according to claim 1, wherein: in the step 4, the reaction temperature is 50-60 ℃, and the reaction time is 20-60 mins.
8. The process for preparing melamine formaldehyde perfume microcapsules according to claim 1, characterized in that: the catalyst in the step 5 is persulfate.
9. The process for preparing melamine formaldehyde perfume microcapsules according to claim 8, characterized in that: the persulfate is potassium persulfate or ammonium persulfate.
10. The process for preparing melamine formaldehyde perfume microcapsules according to claim 1, characterized in that: the temperature in the step 5 is 70-77 ℃, and the reaction time is 100-180 mins.
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| CN101218263A (en) * | 2005-06-03 | 2008-07-09 | 美洲染料资源公司 | Thermally reactive near-infrared absorbing acetal copolymers, methods of preparation and methods of use |
| CN105669656A (en) * | 2016-03-14 | 2016-06-15 | 济南正骐生物科技有限公司 | Melamine carbazole benzaldehyde bis-schiff base and preparation method thereof |
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Application publication date: 20220902 |