KR840000442B1 - Release agent - Google Patents

Abstract

Exfoliating agents are prepd. from homopolymers or copolymers of vinyl monomers of CH2=CR1COO(CH2CHR2O)nCONHR or their mixt. R1 and R2 = H or CH3. R = alkyl having more than 12C ro fluorinated alkyl. These exfoliating agents are very useful for releasing easily adhesive tapes, adhesive labels, and adhesive sheets from their base materials by thinly coating the releasing agents on the surfaces of the base materials.

Description

Release agent

The present invention is a thin coating on the surface of the substrate backing or peeling paper that overlaps and adheres to the adhesive surface in the product using the adhesive on one surface of the substrate such as adhesive tape, adhesive label, adhesive sheet, etc. The present invention relates to a suitable release agent for use in order to facilitate peeling with an adhesive surface.

The release agents used in the adhesive room, such as adhesive tapes, can be roughly classified into those based on silicones and those based on organic compounds other than silicones, but the former is characterized by extremely low peeling force, but on the contrary, it is difficult to obtain an equator peeling force. It is difficult to get close contact with many kinds of substrates, and it needs to be heated at high temperature during coating.Therefore, many adhesive products require equator peeling force. have.

The latter can be commonly referred to as having a long chain alkyl group or a fluorinated alkyl group as a branch or a side chain in the molecule, and the difference between the individual strippers is that the long chain alkyl group is not bound to any polymer main chain and any bond type. The present inventors believe that his personality and characteristics are exhibited in a very different way depending on whether they are united through. And many kinds of release agents are all pioneering their own fields, but all of them had some unsatisfactory defects somewhere. In other words, if they are collectively aggregated, (1) the method of synthesis or production is not simple, and the quality obtained is not stable and the cost is high because unstable raw materials are used. (2) Solubility in low toxicity solvents suitable for practical coating. (3) In general, since the softening point is low (more than 80 ° C. or less), it is easy to melt into the adhesive due to aging and heating over time even after coating. (4) Since the adhesiveness to the substrate to be coated is generally small, the adhesion is shifted to the vulcanization in time, or when the tape is peeled off, the adhesive is released from the base to be transferred to the adhesive surface, thereby reducing the adhesiveness of the adhesive surface. (5) There was little room for modification from the basic composition of each of the release agents, and thus suitable substrates were also limited, and none of them could satisfy 100%.

The present invention is easy to manufacture by improving the defects scattered individually of the conventional release agent at a time, dissolved in low-toxic solvents and high softening temperature, adhered to many substrates, excellent stability against aging and high peeling performance It aims at providing the peeling agent which exhibits.

According to the present invention, the following general formula (I)

CH ₂ = CR ₁ COO (CH ₂ CHR ₂ O) _n CONHR... … … … … … … … … (Ⅰ)

Wherein R ₁ and R ₂ each independently represent H or CH ₃ , and R represents an alkyl group having 12 or more carbon atoms or a fluorinated alkyl group having 6 or more carbon atoms, and n is an integer of L 6. Polymer (A) obtained by at least one polymerization of monomers

Peeling composed of a copolymer (B) obtained by copolymerization of at least one vinyl monomer represented by the general formula (I) with another compound copolymerizable therewith or a mixture of this polymer (A) and this copolymer (B) A sieve is provided.

General formula (I) CH ₂ = CR ₁ COO (CH ₂ CHR ₂ O) _n CONHR used for the present invention Vinyl monomo to be represented is, for example, 2-hydroxyethyl acrylate and 2-hydroxyethyl methacryl. Such as the rate, 2-hydroxy propyl acrylate, diethylene glycol monomethacrylate, tetramethylene glycol monometal acrylate, etc.

General formula (II) CH ₂ = CR ₁ COO (CH ₂ CHR ₂ O) _n H

(Wherein R ₁ , R ₂ is H or CH ₂ , n is an integer of 1 to 6) and vinyl monomo having a terminal OH group, for example dodecyl isocyanate tetradecyl isocyanate, hexadecyl isocyanate octadecyl isocyanate RNCO CR, such as eicosocyanate, 1, 1-dihydroperfluoroalkyl isocyanate (perfluoroalkyl group having at least 6 carbon atoms), is an alkyl group having 12 or more carbon atoms or a fluorine ash alkyl group having 6 or more carbon atoms It can be produced by addition reaction with long chain alkyl monoisocyanate.

In one example of the present invention, only a vinyl monomer represented by CH ₂ = CR _L COO (CH ₂ CHR ₂ O) _n CONHR of the general formula (I), for example, by a conventional method using a catalyst such as benzoyl peroxide The polymer (A) obtained by superposing | polymerizing is used as a peeling agent.

The polymer (A) is obtained by copolymerizing two or more kinds of a homer polymer obtained by polymerizing only one kind of this vinyl monomer with this vinyl monomer, and is obtained by copolymerizing and includes a copolymer. The homopolymer obtained by superposing | polymerizing only 1 type of this vinyl monomer has the following general formula (IV)

It is a polymer consisting of cyclic units of.

According to this invention, the said polymer (A) is used as a peeling agent, and this can be applied to the adhesive product container material of the placenta currently used, and the performance beyond a practical level can be ensured.

However, a copolymer (B) obtained by copolymerization of at least one of the vinyl monomers of the general formula (I) with other compounds copolymerizable with this may be used as a release agent depending on the type of the substrate to be applied or the type of the adhesive used or the purpose of use. It may be. Moreover, you may use the mixture of a polymer (A) and a copolymer (B) as a peeling agent. By using such a copolymer (B), the property of a peeling agent is added or reduced, and a special property can be given to a peeling agent.

In general, the following two kinds can be cited as the main purpose in the case of using the copolymer (B).

That is, (1) dilution by copolymerization with another cheaper monomer in a range that does not lose the characteristics derived from the component of general formula (I). (2) One layer of chemical affinity for the substrate for application. It is two cases in the case of copolymerizing the monomer suitable for it to raise.

In the case of (1), the limit of dilution is not constant depending on the purpose, but as a whole, it is a limit in which the component of the general formula (I) does not deviate from 40% by weight. In other words, it is possible to dilute up to 60% with other monomers. Although it does not specifically limit as a monomer for this purpose, For example, stearyl acrylate, stearyl methacrylate, vinyl stearate stearyl acrylamide, stearyl methacrylamide, stearyl vinyl ether, ethyl acrylate, methyl meth Acrylate, vinyl acetate, styrene and the like.

In the case of the above (2), for example, a monomer having a stronger polarity than that of the formula (1) or a monomer capable of causing hydrogen bonding is used. In this case, the following two main effects are exhibited. do. In other words, (1) the adhesion to the substrate is further improved by increasing the chemical aggressiveness of the peelable product or causing hydrogen bonding to the substrate. (II) The softening point is further improved by improving the polarity. As a monomer meeting such an objective, for example, 2-hydroxyethyl methacrylate, 2-hydroxyethyl acrylate, 2-hydroxyproacrylate, and the above general formula (II), which enable hydrogen bonding. Other monomers, such as acrylic acid, methacrylic acid, maleic acid monoesters, itaconic acid monoesters, and the like, and other polarizing monomers such as crotonic acid, maleic anhydride, glycidyl methacrylate, and acrylonitrile. And methyl vinyl ketone, N-vinyl pitolidon and the like.

In addition, as a special example of the copolymer (B), the differentiation polymer obtained by polymerization of the vinyl monomer of the general formula (I) in the presence of a different kind of polymer becomes a trunk polymer. And graft polymers in which vinyl monomers are grafted. At this time, this different polymer may be a polymer which can be used as a release agent by itself, and this is generally preferred. When the graft polymerization is carried out, a product may be obtained as a mixed system of the graft copolymer and a polymer composed only of the vinyl monomer of general formula (I), but such a mixed polymer system may also be used as a release agent of the present invention. have.

Moreover, the polymer A and / or copolymer (B) which contain the vinyl monomer of general formula (I) at least as one part of its components, and the vinyl monomer of general formula (I) as a component are not contained. Mixtures with other polymers can be used as the validating agent of the present invention provided that the weight ratio of the component derived from the vinyl monomer of the general formula (I) to the total weight of the mixture is at least 40%.

Since the release agent of this invention melt | dissolves in a low-toxic solvent well, when it melt | dissolves in this solvent and apply | coats to the back surface of the base material of an adhesive product, or the surface of a release paper base material, and dries a solvent, it adheres to a base material firmly.

Since the release agent of the present invention is constituted as described above, it can be widely used in many kinds of substrates such as plastic film and paper, and it is easy to manufacture, it is dissolved in a low toxicity solvent, exhibits high peeling performance and softening temperature. It is high and the adhesiveness to a base material is good, and since it is difficult for an adhesive, it maintains high peeling performance even if it raises under severe conditions.

Next, the present invention will be described in more detail with reference to Examples.

Example 1

65 g (0.5 mol) of 2-hydroxyethyl methacrylate

0.5 g (148 g) octadecyl isocyanate

Benzene 210g

The reaction mixture was placed in a reaction vessel, and the mixture was continuously heated at 60 to 65 ° C. for about 5 hours while passing through nitrogen gas under stirring, followed by reaction for 8 hours at reflux (about 91 ° C.), and 2-hydroxyethyl The addition reaction of methacrylate with octadecyl isocyanate was carried out. Subsequently, the solution which melt | dissolved 0.6 g of benzoyl peroxide in benzene 45 was dripped at the reaction container over 10 hours on the conditions of reflux, and reflux was continued for 2 hours after that, and superposition | polymerization was carried out. Only 120 g of ethyl acetate was divided into 3 times and added further in order to prevent a viscosity rise during polymerization. After completion of the polymerization, the reaction solution was poured into methanol to separate the polymerization product, washed and dried to obtain 198 g (yield 92%) as a white powder.

The polymerization product has a softening point of 89 ° C, and its molecular structure unit is determined by in situ absorption analysis and elemental analysis.

It was confirmed that it was.

Next, apply the release agent solution in which the polymerization product was dissolved in cyclohexane at a concentration of 0.5% by weight to 10 g per 1 m 2 on a plane of 40 micron polyvinyl chloride (plasticizer), and dried in the air for 10 minutes, and then dried at 60 ° C. It dried for 2 minutes, and formed the film. On the other hand, as a comparative example, a polyvinyl chloride film was also prepared without applying the release agent solution.

Next, in order to test the peeling performance and the thermal deterioration property of the surface of the peeling agent, a polyester adhesive tape having a width of 20 mm as a standard tape (Sekisui Chemical Co., Ltd., Sekisui Polyester Tape No. 21: Polyacrylic acid ester And a pressure-sensitive adhesive of the system) were attached to the film surface, and a rubber covered roller having a weight of 2 kg was squeezed by reciprocating at a rate of 30 cm / min, and a plurality of test samples were prepared. The sample was divided into two sections, one side was stored for 4 days at 20 ° C., and the other side was heated in an air dryer at 60 ° C. for 3 days, and then left at room temperature for 1 day. Then, the following tests were performed on both sides.

(1) From the film, the standard tape was peeled 180 ° at a rate of 30 cm / min, and the peel force at that time was measured.

(2) The standard tape peeled from the above measurement was attached to the stainless steel plate polished with paper, and the rubberized roller with a weight of 2 kg was squeezed while reciprocating at a speed of 30 cm / min, and the standard tape was left for 2 hours. It peeled 180 degrees at the speed | rate of 30 cm / min, and the peeling force (SP adhesive force) at that time was measured.

For comparison, the standard tape was directly tested by the method of (2) above to measure the peel force (SP adhesion force).

The results are shown in the following table.

The results of the table indicate that this release agent has no adverse effect on the pressure-sensitive adhesive, and further imparts excellent peeling property to the polyvinyl chloride film and there is no great retreat even when it is heated.

Therefore, it is evident that this release agent can be an excellent release agent, for example, when making an adhesive tape based on a polyvinyl chloride film.

Example 2

52 g (0.4 mol) of 2 hydroxyethyl methacrylate

Octadecyl isocyanate 118g (0.4mol)

Benzene 170g

Was added to a reaction vessel and the addition reaction was carried out in the same manner as in Example 1. Subsequently, 8.6 g (0.1 mol) of methacrylic acid was added to the reaction vessel, and then a solution of 0.6 benzoyl peroxide 0.6 in 45 g of benzene was added dropwise to the reaction vessel over 6 hours under reflux conditions, followed by reflux for 2 hours. Copolymerization was carried out. However, in order to prevent the increase of the viscosity during the polymerization, a mixture of 50 g of ethyl acetate and 50 g of methyl ethyl ketone was further added in two portions. After completion of the polymerization, the reaction solution was poured into methanol to separate the copolymerized product, washed, pulverized and dried to obtain 157 g (yield 88%) as a white powder.

This copolymer has a softening point of 113 ℃ and its molecular composition is determined by infrared absorption analysis and elemental analysis.

Usually, it was confirmed that the copolymerization was carried out at a ratio of 4: 1.

Next, a release agent solution obtained by dissolving the copolymer product in a concentration of 0.2% by weight in a 4: 1 solvent of cyclohexane and methyl ethyl ketone was applied to one side of a 40 micron thick cellophane film at 10 g per square meter and dried to form a film. Formed.

Next, using a cellophane adhesive tape as a standard tape was carried out in the same manner as in Example 1, and the results shown in the following table were obtained.

From the results of the table, it is clear that this release agent can be an excellent release agent, for example, when producing a cellophane adhesive tape, since the adverse effect on adhesion is hardly heated and imparts excellent peelability.

Example 3

0.1 mol of maleic anhydride was added to 0.4 mol of an adduct of 2 hydroxy ethyl methacrylate and octadecyl isocyanate and copolymerized in the same manner as in Example 2. After completion of the copolymerization, the reaction solution was poured into acetone to separate the copolymerized product, washed, crushed and dried to obtain 152 g (yield 84.5%) of an unpainted powder.

This copolymer has a softening point of 92 ℃ and its molecular structure is obtained by infrared absorption analysis and elemental analysis.

It was confirmed that it was generally copolymerized at a ratio of 4: 1.

Next, the release agent solution which melt | dissolved this copolymerization product in the concentration of 0.2 weight% in the 3: 2 solvent of cyclohexane and ethyl acetate was apply | coated so that it may be set to 10 g per 1m <2> on the single side | surface of the 40 micron-thick cellophane film. A sample was prepared and tested in the same manner as in 2, and the peel force and the SP adhesion force were measured. The results shown in the following table were obtained.

It is clear from the results of the table that the release agent does not heat up to the adverse effects on the pressure-sensitive adhesive and imparts excellent peelability.

Example 4

65 g (0.5 mol) of 2 hydroxyethyl methacrylates

Octadecyl isocyanate 118g (0.4mol)

Benzene 180g

The reaction vessel was put into a reaction vessel, and while the mixture was passed through nitrogen gas under stirring, the reaction mixture was further heated at 60 to 65 ° C for 5 hours, and reacted under reflux for 8 hours. Subsequently, the solution which melt | dissolved 0.6 g of benzoyl peroxide in 45 g of benzene was dripped under the conditions of reflux over 6 hours, and it refluxed for 2 hours and superposed | polymerized subsequently. In addition, a mixed solvent of 60 g of benzene and 60 g of ethyl acetate was added in two portions in order to prevent a viscosity increase during polymerization. After the completion of the polymerization, the reaction solution was poured into methanol to separate the polymerization product, washed and crushed to dryness to obtain 172 g (yield 94%) of white powder. This polymerization product had a softening point of 97 ° C,

Was confirmed.

Next, a release agent solution obtained by dissolving this polymerization product in a 4: 1 solvent of cyclohexane and methyl ethyl ketone at a concentration of 0.3% by weight was applied to one side of a 38-micron-thick polyester film at 10 g per square meter, dried, and coated. Was formed.

Next, the test was carried out in the same manner as in Example 1 using a polyester adhesive tape as a standard tape, and the peel force and the SP adhesive force were measured. The following results were obtained.

It is clear from the results of the table that this release agent shows excellent peelability and hardly deteriorates peelability and adhesiveness of the tape even by heating.

Example 5

To 0.45 mole of an adduct of 2 hydroxyethyl methacrylate and octadecyl isocyanate, 0.05 mole of glycidyl methacrylate was added and copolymerized in the same manner as in Example 2 to obtain 192 g of a white powder (yield 97%).

This copolymer has a softening point of 90 ° C and is a molecular structural unit.

It was confirmed that it was included.

Next, the surface of the substrate laminated with 20 g / m 2 of polymethylene on a plane of 50 g / m 2 of high-quality paper in a release agent solution obtained by dissolving the porous polymer product in a concentration of 0.6% by weight in a solvent of 7: 3 of cyclohexane and methyl ethyl ketone. Was applied to 10 g per 1 m 2 and dried to form a film.

Next, the resultant was tested in the same manner as in Example 1 using a kraft paper adhesive tape as a standard tape. The results shown in the following table were obtained.

It is clear from the results of the table that this release agent exhibits excellent peelability and is useful for the production of pressure-sensitive adhesive tapes based on polyethylene coated paper.

Example 6

2 hydroxyethyl methacrylate 4 5.5 g (0.35 mol)

Diethylene glycol monomethacrylate 26.1 g (0.15 mol)

0.5 mole (147.5 g) octadecyl isocyanate

Benzene 150g

50 g of ethyl acetate

The reaction vessel was put into a reaction vessel, and further heated to 60-65 ° C. for 5 hours while passing through nitrogen gas under stirring, and reacted under reflux for 8 hours. Subsequently, 4.3 g (0.05 mol) of methacrylic acid was added to the reaction vessel, and a solution of 0.6 g of benzoyl peroxide dissolved in 45 g of benzene was added dropwise over 6 hours under reflux conditions, followed by refluxing for 2 hours, followed by copolymerization. In addition, 70 ml of methyl ethyl ketone was further added to the polymerization tank. 130g (yield 87%) of white powder was obtained as a copolymerization product. The hollow polymerization product had a softening point of 88 ° C.

Next, a release agent solution obtained by dissolving this copolymerization product in a concentration of 0.6% by weight in a 1: 1 solvent of cyclohexane and methyl ethyl ketone was applied so as to have a weight of 10 g per square meter on one side of a stretched polypropylene pill having a thickness of 40 microns. And dried to form a film.

Next, using a stretched polypropylene adhesive tape as a standard tape and testing in the same manner as in Example 1, the results shown in the following table were obtained.

It is clear from the results of the table that this release agent exhibits excellent peelability and is very suitable for use in pressure-sensitive adhesive tapes based on at least stretched polypropylene.

Example 7

58 g (0.5 mol) of 2 hydroxyethyl acrylates

0.5 g (148 g) octadecyl isocyanate

Benzene 210g

Was put in a reaction vessel, and the reaction mixture was kneaded in the same manner as in Example 1, followed by polymerization to obtain 177 g (yield 86%) of white powder. The softening point of the double product was 82 ° C.

Next, a release agent solution obtained by dissolving this polymerization product in a 4: 1 solvent of cyclohexane and ethyl acetate at a concentration of 0.4% by weight was applied to one side of a 40-micron-thick polyvinyl chloride film at 10 g / m2, and used as a standard tape. Using a polyester adhesive tape and testing in the same manner as in Example 1, the results shown in the following table were obtained.

It is clear from the results of the table that this release agent exhibits excellent peeling performance and is very suitable for use, for example, in polyvinyl chloride adhesive tapes.

Example 8

0.1 mol of methacrylic acid was added to 0.4 mol of an adduct of 2 hydroxyethyl acrylate and octadecyl isocyanate and copolymerized in almost the same manner as in Example 2 to obtain 163 g (yield 93%) of white powder. This copolymerization product had a softening point of 93 ° C.

Next, a release agent solution obtained by dissolving the copolymer product in a 3: 2 mixture of cyclohexane and ethyl acetate at a concentration of 0.2% by weight was applied to one side of a 40-micron-thick cellophane film at 10 g / m2, and then cellophane as a standard tape. When the adhesive tape was used and tested in the same manner as in Example 1, the results shown in the following table were obtained.

It is clear from the results of the table that this release agent shows good peeling performance and is very suitable for use in at least cellophane adhesive tapes.

Example 9

To 0.45 mol of an adduct between 2 hydroxyethyl acrylate and octadecyl isocyanate, 0.05 mol of tetraethylene glycol monomethacrylate was added, and the polymerization was carried out in almost the same manner as in Example 2 to obtain 167 g of a white powder (84% yield). . The copolymerized product has a softening point of 88 ° C. as a molecular structural unit.

It was confirmed that it contains.

Next, the copolymer product was dissolved in a mixed solvent of cyclohexane and methyl ethyl ketone at a ratio of 0.5% by weight to about 0.5% by weight of a release agent solution on the surface of glassine paper coated with a 60 g / m2 single-sided calendar. When the coating was carried out to 60 g and tested in the same manner as in Example 1 using a kraft paper adhesive tape as a standard tape, the results shown in the following table were obtained.

In addition, the heating of the comparative example could not be measured because the grastine was peeled off during peeling.

From the results of the table, it can be seen that this release agent had excellent peeling performance, and dense lipids worked effectively even if applied hardly or directly on paper substrates.

Example 10

52 g (0.4 mol) of 2 hydroxypropyl acrylates

Octadecyl isocyanate 118g (0.4mol)

Benzene 170g

The reaction vessel was put into a reaction vessel, stirred while passing through nitrogen gas, and further heated to 60 to 65 ° C for 5 hours, and reacted under reflux for 8 hours. Subsequently, 7.2 g (0.1 mol) of acrylic acid was added to the reaction vessel, and a solution of 0.8 g of benzoyl peroxide dissolved in 45 g of benzene was added dropwise over 9 hours under reflux conditions, followed by refluxing for 2 hours, followed by copolymerization. During the synthesis, a mixed solution of 60 g of cyclohexane and 40 g of ethyl acetate was added in two portions. As a copolymer product, 158 g (yield 89.2%) of white powder was obtained. This copolymerization product had a softening point of 81 deg.

Next, a release agent solution obtained by dissolving this copolymerization product in a concentration of 0.4% by weight in a 9: 1 mixed solvent of cyclohexane and isopropyl alcohol was 10 g / m2 on one side of a 40 micron cellulose diacetate film. It was applied and tested in the same manner as in Example 1 using a polyester adhesive tape as a standard tape, and the results shown in the following table were obtained.

From the results of the table, it was found that this release agent had excellent peeling performance and was at least useful as a release agent for cellulose diacetate adhesive tape.

Example 11

This example is an example of special modification which superposes | polymerizes the monomer which concerns on this invention in the coexistence with the polymer type release agent synthesize | combined by the other method.

(Step 1)

This step is a step of synthesizing a polymer type release agent (named component B) used for the purpose of denaturation.

46.8 g (0.3 mol) of methyl vinyl ether, maleic anhydride

(Brand name = GANTREZ, AN 119, product of GAF. Corp)

81.0 g (0.3 mol) of stearylamine

Methyl ethyl ketone 150.0 g

Toluene 70.0g

The above was placed in a reaction flask (1 l three-spherical form) and the temperature was gradually raised under stirring to continue heating at reflux (84 ° C.) for 10 hours. Subsequently, it poured into methanol, precipitated the addition reaction product, and separated, washed, pulverized and dried to obtain 121 g of red powder.

This compound has a basic molecular structure

It had a structure of and softening temperature was 158 ℃.

It has its own peeling effect, but uses outstanding properties such as greater polarity due to higher softening temperature carboxyl group, methoxy group and the like and hardness of the film for the purpose of denaturation.

(Step 2)

This step is a step of continuing the final polymerization synthesis by the synthesis of the monomer (named component A) according to the invention and coexistence with component B made earlier.

2 hydroxyethyl acrylate 11.6 g (0.10 mol)

48.0 g (0.13 mole) of polypriylene glycol monomethacrylate (molecular weight approximately 370)

59.0 g (0.20 mol) of octadecyl isocyanate

Toluene 40.0g

Methyl ethyl ketone 80.0 g

The component was placed in a reaction vessel and stirred to further raise the temperature to 60-65 ° C. for 5 hours while passing through N ₂ gas, followed by addition reaction at reflux (87 ° C.) for 8 hours. Then, a solution of 0.8 g of benzoyl peroxide dissolved in 60 g of methyl ethyl ketone was started dropwise, and about 1/5 of the solution was added dropwise over 1 hour to perform a polymerization reaction, and the viscosity increased slightly (that is, the viscosity was about 1.000 centiophosphodine). At this point)

B ingredient 50g toluene 60g

Methyl ethyl ketone 60g

The melted solution of was added slowly after about 10 minutes. Subsequently, the remaining amount of the benzoyl peroxide solution was added over 12 hours, and the reaction was continued by refluxing for 4 hours. Subsequently, the reaction solution was poured into methanol to form a precipitate (brown), which was washed, pulverized and dried to obtain a thin brown powder 122 占 폚. Its softening temperature had the characteristic property of softening gently from about 70 ℃ to 120 ℃. It is thought that this component consists of the complex mixed graft polymer crab uniformly mixed from the component which A component was copolymerized by the same grade from the component A to the component B which variously grafted. Next, a solution in which the copolymer was dissolved in a mixed solvent of 6: 3 weight ratio of toluene, methyl ethyl ketone and methanol so as to be 0.2% by weight was adjusted, and one of them was 10 g per 1 m 2 on one side of a 40 micron thick cellophane. On the other hand, the same solution was applied on the plane of the 40 micron-thick polypropylene film so as to have a weight of 20 g per 1 m 2 and dried to form a film. Subsequently, the cellophane coated surface was tested in the same manner as in Example 2 and the stretched polypropylene film coated surface in the same manner as in Example 6, and the following results were obtained, respectively.

Cellophane unit g / 20mm

Stretched Polypropylene Film Unit g / 20mm

The thinner of this Example also shows that it is a release agent which is very suitable for cellophane and stretched polypropylene film.

Claims (1)

General formula (Ⅰ) CH ₂ = CR ₁ COO (CH ₂ CHR ₂ O) n CONHR... … … … … … … (Ⅰ) A polymer or copolymer of a vinyl monomer represented by (wherein R ₁ and R ₂ represent H or CH ₃ , R represents an alkyl group having 12 or more carbon atoms or a fluorinated alkyl group having 6 or more carbon atoms, n is an integer of 1 to 6), or A peeling agent whose mixture is a main component.