CN113637209B - Preparation method of low-odor TPU composite release film - Google Patents
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- CN113637209B CN113637209B CN202111198540.1A CN202111198540A CN113637209B CN 113637209 B CN113637209 B CN 113637209B CN 202111198540 A CN202111198540 A CN 202111198540A CN 113637209 B CN113637209 B CN 113637209B
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
- C08J7/04—Coating
- C08J7/0427—Coating with only one layer of a composition containing a polymer binder
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
- C08J7/04—Coating
- C08J7/046—Forming abrasion-resistant coatings; Forming surface-hardening coatings
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J7/00—Adhesives in the form of films or foils
- C09J7/40—Adhesives in the form of films or foils characterised by release liners
- C09J7/403—Adhesives in the form of films or foils characterised by release liners characterised by the structure of the release feature
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2367/00—Characterised by the use of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Derivatives of such polymers
- C08J2367/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2461/00—Characterised by the use of condensation polymers of aldehydes or ketones; Derivatives of such polymers
- C08J2461/02—Condensation polymers of aldehydes or ketones only
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2475/00—Characterised by the use of polyureas or polyurethanes; Derivatives of such polymers
- C08J2475/04—Polyurethanes
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/37—Thiols
- C08K5/378—Thiols containing heterocyclic rings
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2467/00—Presence of polyester
- C09J2467/005—Presence of polyester in the release coating
Abstract
The invention relates to the technical field of protective films, in particular to a preparation method of a low-odor TPU composite release film; according to the preparation method of the low-odor TPU composite release film, the high-efficiency deodorant is obtained through the Michael addition reaction, and the deodorant is applied to the release film, has a time-temperature equivalent principle, and can well prevent the degradation of a high polymer material at a short high temperature, so that the generation of a small molecular compound is reduced, and the odor is further reduced.
Description
Technical Field
The invention relates to the technical field of protective films, in particular to a preparation method of a low-odor TPU composite release film.
Background
In recent years, TPU (thermoplastic polyurethane elastomer rubber) films are rapidly developed in many fields, so that the TPU (thermoplastic polyurethane elastomer rubber) films have high elasticity and strong anti-impact and anti-explosion effects, and have good improvement effects in the protection of glass and vehicle bodies; on the other hand, the fabric has good conformability in a complex structure due to the soft characteristic.
Applicant's prior applications: CN202010547266.3 provides a wet-process high-hardness TPU film and a preparation method thereof, wherein the film comprises a release film and a high-hardness extension layer attached to the release film; the preparation method comprises the following steps: s001, selecting materials; selecting a release film with proper thickness and material according to requirements; step S002, preparing TPU modified coating liquid; dissolving TDI and polyether polyol pre-reacted oligomer, ethylene glycol terephthalate hydroxyl terminated resin, a flatting agent and a macromolecular curing agent in a solvent, and preparing TPU modified coating liquid after adjusting the proportion; step S003, attaching a high-hardness extension layer; and coating the TPU modified coating liquid on the release film in a wet coating mode, heating the release film by an oven, and curing to form a high-hardness extension layer.
However, the existing TPU composite release film has the defect of heavy plastic odor, and the TPU composite release film material is degraded by heating to generate small molecular substances which can cause the material to have larger odor and VOC. In addition, odor removal aids only physically absorb odors or small molecules in the material, which can cause the material to slowly release VOCs during later use, resulting in a material that still has a strong odor during later use.
Disclosure of Invention
The invention discloses a preparation method of a low-odor TPU composite release film, and belongs to the technical field of protective films. Aiming at the prior application of the applicant, CN202010547266.3, the technical improvement is further carried out, so that the problem that the smell of the TPU composite release film plastic is too heavy is solved, and the low-smell TPU composite release film is obtained.
A preparation method of a low-odor TPU composite release film is characterized by comprising the following steps:
step 1, selecting materials: selecting a release film with proper thickness and material according to requirements;
step 2, preparing polyurethane TPU modified coating liquid;
according to parts by weight, 70-100 parts of polyurethane, 25-41 parts of ketone-aldehyde resin, 0.01-0.8 part of flatting agent, 1-5 parts of curing agent, 75-130 parts of mixed solvent and 0.5-2 parts of efficient deodorant are uniformly mixed to obtain polyurethane TPU modified coating liquid;
step 3, preparing a high-hardness extension layer; coating the polyurethane TPU modified coating liquid on the release film in a wet coating mode, heating the release film by an oven, and curing to form a high-hardness extension layer;
and 4, attaching a protective film to the other surface of the high-hardness extension layer opposite to the release film.
Further, the release film in the step 1 is a transparent PET film with the thickness of 12-250 μm;
further, in the step 2, the solid content of the ketone-aldehyde resin is 35-45%, and the hydroxyl value is 150-240 mgKOH/g;
further, the leveling agent in the step 2 is one of isophorone, diacetone alcohol or an aromatic hydrocarbon solvent Solvesso 150;
further, the curing agent in the step 2 is diisocyanate; including one of Xylylene Diisocyanate (XDI), Hexamethylene Diisocyanate (HDI), 2, 4-trimethyl-1, 6-hexane diisocyanate (TMDI), Toluene Diisocyanate (TDI), 4' -diphenylmethane diisocyanate (MDI) and isophorone diisocyanate (IPDI);
further, the mixed solvent in the step 2 comprises: 15-30 parts of butanone, 10-20 parts of cyclohexanone and 50-80 parts of toluene;
further, the preparation method of the efficient deodorant in the step 2 comprises the following steps:
according to parts by weight, introducing nitrogen into 10-15 parts of allyl glycidyl ether, 6-11 parts of 5-mercaptosalicylic acid, 0.06-0.1 part of 2-mercaptoimidazole, 50-100 parts of cosmetic white oil and 2-6 parts of sodium ethoxide for starting reaction, and distilling to remove the cosmetic white oil after the reaction is finished to obtain the efficient deodorant;
further, the reaction temperature is 60-80 ℃, the reaction pressure is normal pressure, and the reaction time is 1-4 h;
further, the thickness of the high-hardness extension layer in the step 3 is 10-160 μm;
further, the temperature of the oven in the step 3 is set to be 110-140 ℃, and the heating time is 6-20 min;
further, the protective film in the step 4 is a transparent PET film with the thickness of 12-250 μm;
furthermore, the reaction raw materials in the present invention are all commercially available.
The technical effects are as follows:
the obtained low-odor TPU composite release film plastic has low VOC content, low odor, high product cost performance and wide market prospect.
The reaction mechanism is as follows:
the allyl glycidyl ether of the high-efficiency deodorant is subjected to Michael addition reaction with 5-mercaptosalicylic acid and 2-mercaptoimidazole to obtain the high-efficiency deodorant. The method has a time-temperature equivalent principle, and can well prevent the degradation of the high polymer material at a short high temperature, thereby reducing the generation of small molecular compounds and further reducing the odor.
Drawings
FIG. 1 shows the steps of coating, drying and curing a release film in steps 1 to 3 of example 1.
FIG. 2 shows a process of attaching a protective film in step 4 of example 1.
Detailed Description
The invention is further illustrated by the following specific examples:
example 1
Step 1, selecting materials: the release film is a transparent PET film with the thickness of 30 mu m;
step 2, preparing polyurethane TPU modified coating liquid;
70g of polyurethane, 25g of ketone-aldehyde resin, 0.2g of isophorone, 1g of Xylylene Diisocyanate (XDI), 75g of mixed solvent (15 g of butanone, 10g of cyclohexanone and 50g of toluene) and 0.5g of efficient deodorant, and uniformly mixing to obtain a polyurethane TPU modified masking liquid;
in the step 2, the solid content of the ketone-aldehyde resin is 35 percent, and the hydroxyl value is 150 mgKOH/g;
the preparation method of the high-efficiency deodorant comprises the following steps: 10g of allyl glycidyl ether, 6g of 5-mercaptosalicylic acid, 0.06g of 2-mercaptoimidazole, 50g of cosmetic-grade white oil and 2g of sodium ethoxide are introduced with nitrogen, reacted for 4 hours at 60 ℃, and distilled to remove the cosmetic-grade white oil, so that the efficient deodorant is obtained;
step 3, preparing a high-hardness extension layer; and coating the polyurethane TPU modified coating liquid on the release film in a wet coating mode, heating the release film by an oven, and curing to form a high-hardness extension layer. Wherein the heating temperature of the oven is 110 ℃, and the heating time is 6 min; the thickness of the high-hardness extension layer is 10 mu m;
and 4, attaching a protective film to the other surface of the high-hardness extension layer, which is opposite to the release film, wherein the protective film is a transparent PET (polyethylene terephthalate) film and has the thickness of 30 micrometers.
Example 2
Step 1, selecting materials: the release film is a transparent PET film with the thickness of 120 mu m;
step 2, preparing polyurethane TPU modified coating liquid;
80g of polyurethane, 30g of ketone-aldehyde resin, 0.4g of diacetone alcohol, 3g of Hexamethylene Diisocyanate (HDI), 100g of mixed solvent (10 g of butanone, 15g of cyclohexanone and 75g of toluene) and 1.2g of efficient deodorant, and uniformly mixing to obtain a polyurethane TPU modified coating liquid;
in the step 2, the solid content of the ketone-aldehyde resin is 40 percent, and the hydroxyl value is 205 mgKOH/g;
the preparation method of the high-efficiency deodorant comprises the following steps: 12g of allyl glycidyl ether, 8g of 5-mercaptosalicylic acid, 0.08g of 2-mercaptoimidazole, 75g of cosmetic white oil and 4g of sodium ethoxide, introducing nitrogen, reacting at 70 ℃ for 3 hours, and distilling to remove the cosmetic white oil to obtain the efficient deodorant;
step 3, preparing a high-hardness extension layer; and coating the polyurethane TPU modified coating liquid on the release film in a wet coating mode, heating the release film by an oven, and curing to form a high-hardness extension layer. Wherein the heating temperature of the oven is 125 ℃, and the heating time is 12 min; the thickness of the high-hardness extension layer is 100 mu m;
and 4, attaching a protective film to the other surface of the high-hardness extension layer, which is opposite to the release film, wherein the protective film is a transparent PET (polyethylene terephthalate) film and has the thickness of 20 micrometers.
Example 3
Step 1, selecting materials: the release film is a transparent PET film with the thickness of 250 μm;
step 2, preparing polyurethane TPU modified coating liquid;
100g of polyurethane, 41g of ketone-aldehyde resin, 0.8g of aromatic hydrocarbon solvent Solvesso150, 3g of 2,2, 4-trimethyl-1, 6-hexane diisocyanate (TMDI), 130g of mixed solvent (30 g of butanone, 20g of cyclohexanone and 80g of toluene) and 2g of high-efficiency deodorant, and uniformly mixing to obtain the polyurethane TPU modified masking liquid;
in the step 2, the solid content of the ketone-aldehyde resin is 45 percent, and the hydroxyl value is 240 mgKOH/g;
the preparation method of the high-efficiency deodorant comprises the following steps: 15g of allyl glycidyl ether, 11g of 5-mercaptosalicylic acid, 0.1g of 2-mercaptoimidazole, 100g of cosmetic white oil and 6g of sodium ethoxide are introduced with nitrogen, reacted for 2 hours at 80 ℃, and distilled to remove the cosmetic white oil, thus obtaining the high-efficiency deodorant;
step 3, preparing a high-hardness extension layer; and coating the polyurethane TPU modified coating liquid on the release film in a wet coating mode, heating the release film by an oven, and curing to form a high-hardness extension layer. Wherein the heating temperature of the oven is 140 ℃, and the heating time is 20 min; the thickness of the high-hardness extension layer in the step 3 is 160 mu m;
and 4, attaching a protective film to the other surface of the high-hardness extension layer, which is opposite to the release film, wherein the protective film is a transparent PET (polyethylene terephthalate) film and has the thickness of 12 micrometers.
Comparative example 1
0.5g of high potency deodorant was added, otherwise as in example 3.
Comparative example 2
The same procedure as in example 3 was repeated except that no high-potency deodorant was added.
Detection method
Standard methods of odor detection: the TPU composite release films in the examples and comparative examples of the present invention were heated to 130 ℃ respectively, and after 15min, immediately measured, 5 testers evaluated the odor, and the final average value was the test result, as shown in table 1 below:
judging the grade: 1 is odorless; 2-slightly odorous; 3-tasted but not irritating; 4, pungent smell; 5 ═ strong pungent odor; 6 ═ intolerable taste.
Table 1 odor evaluation result of low odor TPU composite release film
| Test items | Example 1 | Example 2 | Example 3 | Comparative example 1 | Comparative example 2 |
| Odor grade | 1 | 1 | 1 | 2.5 | 4 |
Testing the upper film-protecting film tearing force/the release film tearing force/the steel plate peeling force by using a peeling machine, wherein the testing standard refers to GB/T2792-;
transmittance (%), haze (%): measured by a transmitted light method using a Japanese electrochromic NDH 2000N type haze meter in accordance with JIS K-7105;
the Shore hardness is tested by a Shore durometer, and the test standard refers to GB/T2411-2008.
Table 2 data table for testing other properties of low odor TPU composite release film
| Test items | Example 1 | Example 2 | Example 3 |
| Transmittance% | 92.4 | 93.5 | 95.8 |
| Haze degree | 2.5 | 2.3 | 1.9 |
| Upper protective film tearing force N | 1.4 | 1.5 | 1.9 |
| Lower holding tearing force N | 2.9 | 3.0 | 3.4 |
| Shore hardness | 25D | 25D | 25D |
Claims (9)
1. A preparation method of a low-odor TPU composite release film comprises the following steps:
step 1, selecting materials: selecting a release film with proper thickness and material according to requirements;
step 2, preparing polyurethane TPU modified coating liquid;
according to parts by weight, 70-100 parts of polyurethane, 25-41 parts of ketone-aldehyde resin, 0.01-0.8 part of flatting agent, 1-5 parts of curing agent, 75-130 parts of mixed solvent and 0.5-2 parts of efficient deodorant are uniformly mixed to obtain polyurethane TPU modified coating liquid;
step 3, preparing a high-hardness extension layer; coating the polyurethane TPU modified coating liquid on the release film in a wet coating mode, heating the release film by an oven, and curing to form a high-hardness extension layer;
step 4, attaching a protective film to the other surface of the high-hardness extension layer opposite to the release film;
the preparation method of the high-efficiency deodorant in the step 2 comprises the following steps:
according to parts by weight, introducing nitrogen into 10-15 parts of allyl glycidyl ether, 6-11 parts of 5-mercaptosalicylic acid, 0.06-0.1 part of 2-mercaptoimidazole, 50-100 parts of cosmetic white oil and 2-6 parts of sodium ethoxide for starting reaction, and distilling to remove the cosmetic white oil after the reaction is finished to obtain the efficient deodorant.
2. The preparation method of the low-odor TPU composite release film according to claim 1, is characterized in that: the release film in the step 1 and the protective film in the step 4 are both transparent PET films, and the thickness is 12-250 μm.
3. The preparation method of the low-odor TPU composite release film according to claim 1, is characterized in that: in the step 2, the solid content of the ketone-aldehyde resin is 35-45%, and the hydroxyl value is 150-240 mgKOH/g.
4. The preparation method of the low-odor TPU composite release film according to claim 1, is characterized in that: in the step 2, the leveling agent is one of isophorone, diacetone alcohol or an aromatic hydrocarbon solvent Solvesso 150.
5. The preparation method of the low-odor TPU composite release film according to claim 1, is characterized in that: the curing agent is one of diisocyanate including Xylylene Diisocyanate (XDI), Hexamethylene Diisocyanate (HDI), 2, 4-trimethyl-1, 6-hexane diisocyanate (TMDI), Toluene Diisocyanate (TDI), 4' -diphenylmethane diisocyanate (MDI) and isophorone diisocyanate (IPDI).
6. The preparation method of the low-odor TPU composite release film according to claim 1, is characterized in that: the mixed solvent in the step 2 comprises the following components: 15-25 parts of butanone, 10-20 parts of cyclohexanone and 50-80 parts of toluene.
7. The preparation method of the low-odor TPU composite release film according to claim 1, is characterized in that: the preparation reaction temperature of the high-efficiency deodorant is 60-80 ℃, the reaction pressure is normal pressure, and the reaction time is 1-4 h.
8. The preparation method of the low-odor TPU composite release film according to claim 1, is characterized in that: the thickness of the high-hardness extension layer in the step 3 is 10-160 mu m.
9. The preparation method of the low-odor TPU composite release film according to claim 1, is characterized in that: the temperature of the oven in the step 3 is set to be 110-.
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| CN115160952A (en) * | 2022-04-25 | 2022-10-11 | 宿迁市日茂新材料有限公司 | Low-temperature-resistant release film for low-temperature-cured silicone oil |
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| CN111777853A (en) * | 2020-06-16 | 2020-10-16 | 宁波惠之星新材料科技有限公司 | Wet-process high-hardness TPUT film and preparation method thereof |
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