JP2006131723A - Liquid composition containing methylpentene resin - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a liquid composition which dissolves a polymethylpentene resin stably at a high concentration and an olefinic resin sheet using it. <P>SOLUTION: In the liquid composition, an olefinic resin containing a methylpentene unit (A) is dissolved in a mixed solvent containing a hydrocarbon which may contain a halogen atom (B) and an ether (C). The ratio of hydrocarbon (B) to ether (C) (volume ratio) is hydrocarbon (B)/ether (C)=33/67-80/20. Hydrocarbon (B) is a 5-7C cycloalkane which may have a methyl group. Ether (C) may be a 3-7 membered cycloether having one ether bond. <P>COPYRIGHT: (C)2006,JPO&NCIPI

Description

  The present invention relates to a liquid composition obtained by dissolving an olefin resin containing a methylpentene unit in a solvent, an olefin resin sheet obtained using the same, and a method for producing the same.

  Despite being a crystalline resin, polymethylpentene has high transparency and extremely high electrical insulation and gas permeability. Furthermore, it is excellent in heat resistance, chemical resistance, and low contamination, and has high releasability. Therefore, taking advantage of these characteristics, polymethylpentene is used in various applications such as optical materials, medical materials, and industrial release films. As a method for molding such polymethylpentene, a method of extrusion by molding by heating, a method of producing a mold by injection molding, a method of blow molding, and the like are common.

  For example, in Japanese Translation of PCT International Publication No. 2002-540983 (Patent Document 1), a core layer composed of a polyamide layer, a layer composed of polymethylpentene homo or copolymer, and an intermediate layer composed of a polymer adhesive, A multilayer film composed of is disclosed. In this document, the multilayer film is formed into a film by simultaneously melting and extruding each layer. However, with this method, it is difficult to reduce the thickness of the layer made of polymethylpentene.

  On the other hand, polymethylpentene has high chemical resistance, but has low solubility in various solvents, and molding by coating or coating is difficult. However, a method of dissolving polymethylpentene in a solvent has been studied.

  For example, in Japanese Patent Application Laid-Open No. 58-166018 (Patent Document 2), polymethylpentene is dissolved in an organic solvent, and the resulting solution is added to a polyporous support using a microporous support interlocked with a movable roller. A method for continuously producing a methylpentene membrane is disclosed. This document describes paraffinic hydrocarbons such as pentane, hexane, heptane, cyclopentane, cyclohexane, methylcyclohexane, aromatic hydrocarbons, halogenated hydrocarbons, etc. as solvents for dissolving polymethylpentene. Yes. In this document, in the examples, polymethylpentene is dissolved in pentane, hexane and / or heptane.

  However, these solvents have low solubility in polymethylpentene, and in order to dissolve polymethylpentene, it is necessary to stir at a high temperature for a long time. Moreover, since the boiling point of the solution is low and the coating film is rapidly dried, the film surface is whitened and the appearance is deteriorated.

Further, JP-A-3-31755 (Patent Document 3) discloses that polymethylpentene includes a chlorine-based organic solvent, a fluorine-based organic solvent and a fluorine-based organic solvent in order to measure the molecular weight of polymethylpentene using gel permeation chromatography. Or a mixed solution of tetrahydrofuran (THF) and a fluorinated organic solvent is disclosed. This document describes that the ratio of THF to the fluorinated organic solvent is THF / fluorinated organic solvent = 9/1 to 7/3 (mixing volume ratio). However, even such a mixed solvent has low solubility in polymethylpentene.
JP-T-2002-540983 (Claims 1 and 22) JP 58-166018 A (Claim 1, page 5, upper left column, line 13 to upper right column, line 6, example) JP-A-3-31755 (Claim 1, page 2, upper right column, lines 9 to 14)

  Accordingly, an object of the present invention is to provide a liquid composition capable of stably dissolving a polymethylpentene resin at a high concentration and an olefin resin sheet obtained using the same.

  Another object of the present invention is to provide a method capable of forming a sheet by a stable and simple method without whitening even a polymethylpentene resin.

  Still another object of the present invention is to provide a polymethylpentene resin sheet having a small thickness.

  As a result of intensive studies to achieve the above-mentioned problems, the present inventor, when using a solvent in which hydrocarbons and ethers are mixed at a specific ratio, can easily and stably be a polymethylpentene resin. The inventors found that it can be dissolved and completed the present invention.

  That is, the liquid composition of the present invention is a mixed solvent in which the olefin resin (A) containing a methylpentene unit contains hydrocarbons (B) that may contain halogen atoms and ethers (C). It is a dissolved liquid composition, and the ratio (volume ratio) of hydrocarbons (B) to ethers (C) is hydrocarbons (B) / ethers (C) = 33/67 to 80/20. It is. The ratio (volume ratio) between the hydrocarbons (B) and the ethers (C) may be, for example, about hydrocarbons (B) / ethers (C) = 43/57 to 75/25. . Such a mixed solvent may have a boiling point bpS represented by the following formula of 50 ° C. or more.

bpS = bpB × RB / 100 + bpC × RC / 100
[Wherein, bpB and bpC represent the boiling points (° C.) of hydrocarbons (B) and ethers (C), respectively, and RB and RC represent hydrocarbons (B) and ethers (C), respectively. The volume ratio (vol%) is shown].

In the liquid composition, the proportion of the olefin resin (A) is about 0.01 to 25 parts by weight with respect to 100 parts by weight of the mixed solvent. The olefin resin (A) may be a homopolymer or a copolymer of methyl-1-pentene. The hydrocarbon (B) is a hydrocarbon which may contain atoms such as chlorine, bromine and iodine, for example, aliphatic hydrocarbon and alicyclic hydrocarbon (for example, C which may have a methyl group). _5-7 cycloalkane and the like). The ethers (C) may be cyclic ethers (for example, 3-7 membered cyclic ethers having one ether bond).

  The manufacturing method of the olefin resin sheet which forms a coating film with the said liquid composition and dries is also contained in this invention. In this method, after applying the liquid composition to at least one surface of the substrate and drying, the olefin resin sheet may be peeled off from the substrate. Moreover, the olefin resin sheet obtained by this manufacturing method is also contained in this invention.

  The present invention also includes a method for producing a laminate in which the liquid composition is applied to at least one surface of a substrate and dried. Moreover, the laminated body obtained by this manufacturing method is also contained in this invention.

  In the present invention, since hydrocarbons and ethers are combined at a specific ratio, the polymethylpentene resin can be easily dissolved in a solvent at a high concentration, and the resulting solution has high stability. Moreover, even if it is polymethylpentene type-resin, it can be made into a sheet | seat by a stable and simple method, without whitening. Furthermore, a polymethylpentene resin sheet having a small thickness is obtained.

  In the liquid composition of the present invention, the olefin resin (A) containing a methylpentene unit is dissolved in a mixed solvent containing hydrocarbons (B) which may contain halogen atoms and ethers (C). ing. In the present specification, an olefin resin containing a methylpentene unit may be referred to as a polymethylpentene resin.

[(A) Polymethylpentene resin]
The polymethylpentene resin (A) is an olefin homo- or copolymer containing at least a methylpentene unit as its constituent unit. Examples of methylpentene include 4-methyl-1-pentene, 3-methyl-1-pentene, and 2-methyl-1-pentene. These methylpentenes can be used alone or in combination of two or more. Of these methylpentenes, 4-methyl-1-pentene is preferred.

The olefin resin (A) may contain another olefin monomer as a copolymer unit. Examples of other olefinic monomers include ethylene, propylene, 1-butene, isobutene, 4-methyl-1-butene, 1-pentene, 1-hexene, 1-heptene, 1-octene, 1-nonene, 1- Examples include α-C _2-20 olefins such as decene, 1-undecene, 1-dodecene, and 1-tetradecene. These other olefinic monomers may be used alone or in combination of two or more. Of these other olefinic monomers, α-C _2-6 olefins such as ethylene, propylene, butene, pentene, and hexene are preferable, and α-C _2-4 olefins such as ethylene and propylene are particularly preferable.

  The ratio (molar ratio) of methylpentene to other olefinic monomer can be selected from the range of methylpentene / other olefinic monomer = 100/0 to 50/50, preferably 100/0 to 85/15, More preferably, it is about 100/0 to 90/10 (particularly 99.9 / 0.1 to 90/10).

The olefin resin (A) may be a copolymer of an olefin and a copolymerizable monomer. Examples of the copolymerizable monomer include (meth) acrylic acid, crotonic acid, (meth) acrylic acid ester [for example, methyl (meth) acrylate, ethyl (meth) acrylate, butyl (meth) acrylate, etc. (Meth) acrylic acid C _1-6 alkyl ester], unsaturated carboxylic acid or anhydride thereof (for example, (anhydrous) maleic acid, fumaric acid, (anhydrous) citraconic acid, (anhydrous) itaconic acid, etc.], vinyl esters ( Examples thereof include vinyl acetate and vinyl propionate), cyclic olefins (such as norbornene, ethylidene norbornene, cyclopentene, cyclopentadiene and cyclohexene) and dienes (such as butadiene, isoprene and 1,4-pentadiene). A copolymerizable monomer can be used individually or in combination of 2 or more types.

  The proportion of the copolymerizable monomer is selected from the range of, for example, 0 to 50 mol, preferably 0 to 30 mol, more preferably about 0 to 10 mol, with respect to 100 mol of methylpentene and other olefinic monomers in total. it can.

  The copolymer (a copolymer with an olefin, a copolymer with a copolymerizable monomer) includes a random copolymer, a block copolymer, or a graft copolymer. In particular, among these copolymerizable monomers, the unsaturated dicarboxylic acid or its anhydride may be copolymerized by grafting to an olefin resin skeleton.

Examples of such an olefin resin (A) include polymethylpentene such as poly (4-methyl-1-pentene), methylpentene and α-C _2-6 olefin, (meth) acrylic acid or an ester thereof. Copolymers, acid-modified polymethylpentenes such as maleic anhydride-modified polymethylpentene, and the like are preferable. Particularly, polymethylpentene such as poly (4-methyl-1-pentene), 4-methyl-1-pentene and ethylene. And / or copolymers with propylene are preferred. Poly (4-methyl-1-pentene) can be obtained from Mitsui Chemicals as products “TPX RT18”, “TPX MX002”, and “TPX DX310”.

  The polymethylpentene resin may have an atactic structure, but may have high stereoregularity generated by an isotactic, syndiotactic or metallocene catalyst. Of these, polymethylpentene resins having an isotactic structure are preferred from the viewpoint of simplicity and economy.

[Mixed solvent]
The solvent for dissolving the polymethylpentene resin (A) is a mixed solvent containing hydrocarbons (B) which may contain halogen atoms and ethers (C).

(B) Hydrocarbons As hydrocarbons (B), for example, aliphatic hydrocarbons (C _5-16 aliphatic hydrocarbons such as pentane, hexane, heptane, octane, nonane, decane, dodecane, tetradecane, etc.) , Alicyclic hydrocarbons (C _3-10 cycloalkanes which may have an alkyl group such as methylcyclobutane, cyclopentane, methylcyclopentane, cyclohexane, methylcyclohexane, cycloheptane, cyclopentene, methylcyclopentene, etc. And C _4-10 cycloalkene which may have an alkyl group) and aromatic hydrocarbons (benzene, toluene, xylene, etc.). Examples of hydrocarbons containing halogen atoms include chlorinated hydrocarbons such as chlorinated hydrocarbons [chlorinated C _1-6 aliphatic hydrocarbons (dichloromethane such as methylene chloride, chloroform, carbon tetrachloride, dichloroethane, trichloroethane, tetrachloroethane, etc. Chlorinated aromatic hydrocarbons such as chloroethane, dichlorobenzene, etc.], hydrocarbons having chlorine and fluorine atoms (such as trichlorotrifluoroethane, trichlorodifluoroethane, dichlorotrifluoroethane), brominated hydrocarbons (Tetrabromoethane and the like) and iodinated hydrocarbons (carbon tetraiodide and the like). These hydrocarbons (B) can be used alone or in combination of two or more. Of these hydrocarbons, hydrocarbons that may contain at least one atom selected from chlorine, bromine and iodine, for example, aliphatic hydrocarbons, alicyclic hydrocarbons, chlorinated hydrocarbons, Brominated hydrocarbons and iodinated hydrocarbons can be preferably used, but C _5-7 cycloalkanes optionally having a methyl group such as cyclopentane and cyclohexane are particularly preferable.

(C) Ethers Ethers (C) include, for example, chain ethers (diethyl ether, 1,2-dimethoxyethane, dipropyl ether, diisopropyl ether, dibutyl ether, dihexyl ether and other alkyl ethers, ethyl vinyl ether, butyl Ethers containing unsaturated aliphatic groups such as vinyl ether, ethers containing aromatic rings such as anisole, phenetole, methoxytoluene, etc., cyclic ethers (propylene oxide, 1,2-epoxybutane, cyclohexene oxide, furan, 2-methyl Furan, tetrahydrofuran (THF), tetrahydrofurfuryl alcohol, dioxole, dioxolane, pyran, dihydropyran, tetrahydropyran, dioxin, dioxene, dioxane, trioxane, etc. C _3-10 cyclic ether), acetals (acetal, 1,2-diethoxyethanemethylal, etc.) and the like. These ethers (C) can be used alone or in combination of two or more. Among these ethers, cyclic ethers, particularly cyclic ethers having one ether bond (for example, propylene oxide, cyclohexene oxide, furan, 2-methylfuran, THF, tetrahydrofurfuryl alcohol, pyran, dihydropyran, tetrahydro 3-7 membered cyclic ethers having one ether bond such as pyran, preferably 5-6 membered cyclic ethers having one ether bond such as THF or tetrahydropyran) are preferred.

  The ratio (volume ratio) of the hydrocarbons (B) to the ethers (C) is, for example, hydrocarbons (B) / ethers (C) at room temperature (for example, 20 ° C.) of about 15 to 25 ° C. = 33 / 67-80 / 20, preferably 43 / 57-75-25, more preferably 53 / 47-75 / 25 (particularly 53 / 47-70 / 30). When the proportion of the hydrocarbons (B) is too small, the solubility of the polymethylpentene resin (A) is lowered, and when the proportion of the hydrocarbons (B) is too large, the polymethylpentene resin (A) is reduced. It will not dissolve or the volatility of the solvent will increase and handling will be reduced.

  Such a mixed solvent may have a boiling point bpS represented by the following formula of 50 ° C. or more (for example, about 50 to 200 ° C.), preferably 55 to 150 ° C., more preferably 60 to 130 ° C. (especially 65 to 120 ° C). If the boiling point of the mixed solvent is too small, the volatility of the solvent is high and handling properties are lowered. On the other hand, if the boiling point of the mixed solvent is too high, drying of the solvent becomes difficult.

bpS = bpB × RB / 100 + bpC × RC / 100
[Wherein, bpB and bpC represent the boiling points (° C.) of hydrocarbons (B) and ethers (C), respectively, and RB and RC represent hydrocarbons (B) and ethers (C), respectively. The volume ratio (vol%) is shown].

[Liquid composition]
In the liquid composition of the present invention, the proportion of the polymethylpentene resin (A) is 0.01 to 25 parts by weight, preferably 0.1 to 20 parts by weight, more preferably 1 with respect to 100 parts by weight of the mixed solvent. About 20 parts by weight (particularly 3 to 15 parts by weight). In the present invention, since the specific hydrocarbons and ethers are mixed in a specific ratio, the solubility of the polymethylpentene resin is improved. Furthermore, since the boiling point of the solvent is high, it is excellent in handleability.

  The liquid composition of the present invention further contains conventional additives such as crosslinking or curing agents, antifoaming agents, coatability improvers, thickeners, lubricants, stabilizers (antioxidants, ultraviolet absorbers, heat stabilizers). , Light-resistant stabilizers, etc.), dyes, pigments, antistatic agents, antiblocking agents, fillers, gelling agents and the like.

  The liquid composition of the present invention can be used for various applications. In addition to use as a sheet-like molded body or a coating material described later, an adhesive material combined with an adhesive resin such as an epoxy resin, It can also be used to produce a modified olefin resin by synthesizing monomers.

[Olefin resin sheet and method for producing the same]
The olefin resin sheet of the present invention can be produced by forming a coating film from the liquid composition and drying it. Specifically, the sheet of the present invention can be produced by casting or coating the liquid composition on a substrate and evaporating the solvent.

  The liquid composition is produced by a conventional casting or coating method, for example, a roll coater, an air knife coater, a blade coater, a rod coater, a bar coater, a comma coater, a gravure coater, a silk screen coater method, or the like. Cast or apply to the surface. The dope may be applied to the surface of the substrate by spray coating or dipping.

  Examples of the substrate include paper, coated paper, non-woven fabric, plastic film, glass, ceramics, and metal. A preferred substrate is a release paper, at least a single layer or a composite film composed of a plastic film.

  In the drying step of drying the applied liquid composition, it may be dried by heating or naturally dried. The temperature in the case of heating can be suitably selected according to the kind of solvent to be used, and is usually a temperature not higher than the boiling point of the solvent, for example, about 50 to 120 ° C, preferably about 60 to 100 ° C. The drying time is, for example, 2 seconds to 30 minutes, preferably 10 seconds to 20 minutes, and more preferably about 30 seconds to 10 minutes. Thus, a highly transparent sheet | seat is obtained by peeling the solidified dope from a base material after drying.

  The thickness of the olefin resin sheet thus obtained is, for example, 0.01 to 50 μm, preferably 0.1 to 30 μm, and more preferably about 0.2 to 10 μm. If the thickness of the sheet is too small, coating is difficult due to the generation of pinholes, and on the other hand, if the thickness of the sheet is too large, warping is likely to occur in the sheet due to shrinkage of the olefin resin layer. In the present invention, since the polymethylpentene resin is applied after being dissolved in a solvent, a thin sheet can be produced stably and simply.

  In addition, the olefin resin sheet of this invention can also be utilized as a laminated body. For example, in the said manufacturing method, it is good also as a laminated body with a base material, without peeling an olefin resin layer as a sheet | seat from a base material. The substrate can be selected depending on the application, and plastics [eg, cellulose derivatives such as cellulose acetate, polyolefins such as polyethylene and polypropylene, polystyrene, polyester (polyalkylene arylates such as polyethylene terephthalate and polybutylene terephthalate), polyamide, polycarbonate Etc.], sheets made of paper, metal, etc. can be used.

  Furthermore, in addition to sheet-like base materials, it is applied to base materials such as three-dimensional shaped products (housing for electronic devices, piping such as pipes, various containers, etc.) and fibers (carbon fibers, glass fibers, etc.). May be. In this invention, since a liquid composition is apply | coated, the application to the molded article which has various complicated three-dimensional shapes is possible. Moreover, the prepreg of the fiber which impregnated the polymethylpentene-type resin can be manufactured by apply | coating a liquid composition to fibers, such as a woven fabric and a nonwoven fabric, and drying.

  Among these, it is advantageous to apply to a sheet or film-like substrate from the viewpoint that continuous treatment, molding, roughening treatment and the like are easy.

  The liquid composition of the present invention includes industrial materials (such as industrial release films), medical instruments (such as syringes, blood test cells, urine collection bottles), scientific laboratory instruments (optical cells, optical instruments, beakers, Flasks, etc.), food or cosmetic containers (microwave tableware, cooking utensil covers, beverage tanks, cosmetic container caps, etc.), electrical / electronic equipment (camera / video and other optical components, connectors, film capacitors, insulation) It can be used as a molding material such as a member (insulating layer).

  Hereinafter, the present invention will be described in more detail based on examples, but the present invention is not limited to these examples. In Examples and Comparative Examples, the dissolution state and film characteristics were visually observed.

Example 1
Mixed solvent of cyclopentane (boiling point 49.5 ° C., specific gravity 0.75) and tetrahydrofuran (THF) (boiling point 66 ° C., specific gravity 0.88) (cyclopentane / THF = 54/46 (volume ratio at 20 ° C.)) 10 parts by weight of polymethylpentene (PMP) (“TPX MX002” manufactured by Mitsui Chemicals, Inc.) was added to 100 parts by weight and stirred with a stirrer, and dissolved uniformly in 5 hours. This dried solution was applied to the surface of a polyethylene terephthalate (PET) film having a thickness of 100 μm (“Tetron S” manufactured by Teijin DuPont Films) with a Mayer bar so that the thickness of the coating film after drying was 5 μm. When dried in an oven at 80 ° C. for 3 minutes, a transparent and uniform film was obtained. The results are shown in Table 1.

Example 2
10 parts by weight of PMP was added to 100 parts by weight of cyclohexane (boiling point 80.7 ° C., specific gravity 0.78) and THF (cyclohexane / THF = 53/47 (volume ratio at 20 ° C.)) with a stirrer. When stirred, it was uniformly dissolved in 5 hours. When this coating solution was applied to the surface of a PET film having a thickness of 100 μm with a Mayer bar and dried in an oven at 80 ° C. for 3 minutes so that the thickness of the coating film after drying was 5 μm, a transparent and uniform film was obtained. was gotten. The results are shown in Table 1.

Example 3
11 parts by weight of PMP was added to 100 parts by weight of a mixed solvent of cyclopentane and THF (cyclopentane / THF = 73/27 (volume ratio at 20 ° C.)) and stirred with a stirrer. did. When this coating solution was applied to the surface of a PET film having a thickness of 100 μm with a Mayer bar and dried in an oven at 80 ° C. for 3 minutes so that the thickness of the coating film after drying was 5 μm, a transparent and uniform film was obtained. was gotten. The results are shown in Table 1.

Example 4
12 parts by weight of PMP was added to 100 parts by weight of a mixed solvent of cyclohexane and THF (cyclohexane / THF = 72/28 (volume ratio at 20 ° C.)), and the mixture was stirred with a stirrer. When this coating solution was applied to the surface of a PET film having a thickness of 100 μm with a Mayer bar and dried in an oven at 80 ° C. for 3 minutes so that the thickness of the coating film after drying was 5 μm, a transparent and uniform film was obtained. was gotten. The results are shown in Table 1.

Comparative Example 1
When 10 parts by weight of PMP was added to 100 parts by weight of cyclopentane and stirred with a stirrer, it was uniformly dissolved in 5 hours. This solution was applied to the surface of a PET film having a thickness of 100 μm with a Mayer bar so that the thickness of the coating film after drying was 5 μm. However, drying was fast and difficult to apply. The results are shown in Table 1.

Comparative Example 2
In 100 parts by weight of cyclohexane, 10 parts by weight of PMP was added and stirred with a stirrer, but even after stirring for 24 hours, a pellet shape was observed and it did not dissolve. The results are shown in Table 1.

Comparative Example 3
10 parts by weight of PMP was added to 100 parts by weight of methylcyclohexane (boiling point: 100.9 ° C., specific gravity: 0.77) and stirred with a stirrer, but even after stirring for 24 hours, a pellet shape was seen and did not dissolve. The results are shown in Table 1.

Comparative Example 4
11 parts by weight of PMP was added to 100 parts by weight of a mixed solvent of cyclohexane and THF (cyclohexane / THF = 82/18 (volume ratio at 20 ° C.)) and stirred with a stirrer. Was seen and did not dissolve. The results are shown in Table 1.

Comparative Example 5
12 parts by weight of PMP was added to 100 parts by weight of a mixed solvent of cyclohexane and THF (cyclohexane / THF = 22/78 (volume ratio at 20 ° C.)) and stirred with a stirrer. Was seen and did not dissolve. The results are shown in Table 1.

  As is apparent from Table 1, in the examples, polymethylpentene was easily dissolved in a solvent, and a uniform and transparent coating film was obtained. On the other hand, in the comparative example, it did not dissolve in the solvent, and even when dissolved, it lacked stability and was difficult to apply.

Claims (13)

  The olefin resin (A) containing a methylpentene unit is a liquid composition dissolved in a mixed solvent containing hydrocarbons (B) which may contain halogen atoms and ethers (C), The liquid composition whose ratio (volume ratio) of hydrogen (B) and ethers (C) is hydrocarbons (B) / ethers (C) = 33 / 67-80 / 20. The liquid composition according to claim 1, wherein the mixed solvent represented by the following formula has a boiling point bpS of 50 ° C or higher.
bpS = bpB × RB / 100 + bpC × RC / 100
[Wherein, bpB and bpC represent the boiling points (° C.) of hydrocarbons (B) and ethers (C), respectively, and RB and RC represent hydrocarbons (B) and ethers (C), respectively. Indicates volume ratio (vol%)]   The liquid composition according to claim 1, wherein the content of the olefin resin (A) is 0.01 to 25 parts by weight with respect to 100 parts by weight of the mixed solvent.   The liquid composition according to claim 1, wherein the olefin resin (A) is a homopolymer or a copolymer of methyl-1-pentene.   The liquid composition according to claim 1, wherein the hydrocarbon (B) is a hydrocarbon which may contain at least one atom selected from chlorine, bromine and iodine.   The liquid composition according to claim 1, wherein the hydrocarbon (B) is at least one selected from an aliphatic hydrocarbon and an alicyclic hydrocarbon.   The liquid composition according to claim 1, wherein the ether (C) is a cyclic ether. The hydrocarbon (B) is a C _5-7 cycloalkane optionally having a methyl group, the ether (C) is a 3- to 7-membered cyclic ether having one ether bond, and carbonization The liquid composition according to claim 1, wherein the ratio (volume ratio) of hydrogens (B) to ethers (C) is hydrocarbons (B) / ethers (C) = 43/57 to 75/25. .   The manufacturing method of the olefin resin sheet which forms a coating film with the liquid composition of Claim 1, and dries.   The manufacturing method of Claim 10 which peels an olefin resin sheet from a base material, after apply | coating the liquid composition of Claim 1 to at least one surface of a base material and drying.   An olefin-based resin sheet obtained by the production method according to claim 9.   The manufacturing method of the laminated body which apply | coats the liquid composition of Claim 1 to the at least one surface of a base material, and dries.   A laminate obtained by the production method according to claim 12.