Resin composition, and printing ink and conductive paste using the same.
A resin composition using glycol-based solvents and specific polycarbonate resins addresses toxicity and erosion issues, providing stable and uniform high-concentration solutions for diverse applications.
Patent Information
- Authority / Receiving Office
- JP · JP
- Patent Type
- Patents
- Current Assignee / Owner
- MITSUBISHI GAS CHEM CO INC
- Filing Date
- 2022-02-10
- Publication Date
- 2026-05-11
AI Technical Summary
Existing polycarbonate resin solutions face issues with toxicity, substrate erosion, and uniformity, particularly when high concentration is required, necessitating safer and more stable formulations.
A resin composition is developed using a polycarbonate resin containing specific structural units dissolved in glycol-based solvents, combined with hydroxy compounds, to achieve low toxicity, stability, and uniformity on substrates, enabling higher concentration solutions.
The solution provides a resin composition with minimal substrate damage, precise coating, and high concentration suitability, suitable for applications in screen printing, optical components, and 3D printing, while ensuring environmental safety.
Smart Images

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Abstract
Description
Technical Field
[0001] The present invention relates to a resin composition having low toxicity and excellent stability (no erosion) and uniformity with respect to a substrate when applied, a polycarbonate resin solution having a higher concentration, printing ink, a resin solution for a 3D printer, a conductive paste, a coating solution, and a film using them.
Background Art
[0002] There is known an application in which a specific polycarbonate resin is dissolved in an organic solvent and used as ink, paint, etc., and various organic solvents are used. In recent years, there has been a trend towards switching from solvents with concerns about safety to humans, such as halogen-based organic solvents, toluene, and 1,4-dioxane, to safer solvents (Patent Document 1). Furthermore, improvement in the quality of the coating film, such as productivity of the coating film, stability (no erosion) and uniformity with respect to the substrate, is also required. In addition, in order to utilize the characteristics of the polycarbonate resin having high strength, a polycarbonate resin solution having a higher concentration is required.
Prior Art Documents
Patent Documents
[0003]
Patent Document 1
Summary of the Invention
Problems to be Solved by the Invention
[0004] An object of the present invention is to provide a resin composition having low toxicity and excellent stability (no erosion) and uniformity with respect to a substrate when applied. Another object of the present invention is to provide a polycarbonate resin solution having a higher concentration.
Means for Solving the Problems
[0005] As a result of intensive studies to solve the above problems, the present inventors have found that by dissolving a polycarbonate resin containing a specific structural unit in a specific organic solvent, a resin composition having low toxicity and excellent stability (no erosion) and uniformity with respect to a substrate when applied can be obtained, and thus the present invention has been completed. Further, the present inventors have found that a high-concentration polycarbonate resin solution can be obtained by combining a specific polycarbonate resin containing a fluorine atom and a specific hydroxy compound, and thus the present invention has been completed.
[0006] That is, the present invention is as follows. <1> A resin composition comprising a solvent represented by the following general formula (1) and a polycarbonate resin containing a structural unit (a) represented by the following general formula (A) (excluding a polycarbonate homopolymer consisting only of the structural unit represented by the following formula (i)).
Chemical formula
Chemical formula
Chemical formula
Chemical formula
[0007] According to a preferred embodiment of the present invention, since a glycol-based solvent, which is a weak solvent, is used, it is less likely to damage substrates such as polycarbonate (hereinafter sometimes referred to as "PC") sheets during application, and a precise and strong coating surface with minimal bleeding can be formed. Furthermore, since glycol-based solvents generally have low toxicity and odor, they are effective for screen printing coatings and optical component applications from the perspective of the working environment, and are suitable as resin compositions for various inks, paints, conductive pastes, and 3D printers. Moreover, according to another preferred embodiment of the present invention, a polycarbonate resin solution with a higher concentration can be provided, making it suitable for use in technical fields where high concentration is required. [Modes for carrying out the invention]
[0008] The present invention will be described in detail below with reference to embodiments and examples, but the present invention is not limited to the embodiments and examples shown below, and can be modified and implemented as appropriate without departing from the spirit of the invention.
[0009] [Resin composition of the first embodiment] The resin composition of the first embodiment of the present invention is a resin composition comprising a solvent represented by the above general formula (1) and a polycarbonate resin containing a constituent unit (a) represented by the following general formula (A) (excluding polycarbonate homopolymers consisting only of the constituent unit represented by the following formula (i)). [ka] As shown in Comparative Example 1 described later, a polycarbonate homopolymer obtained using only 2,2-bis(4-hydroxyphenyl)propane (hereinafter sometimes referred to as "BPA") as the diol component of the raw material does not dissolve in the glycol-based solvent used in the present invention, and therefore cannot be used. However, as shown in Example 8 described later, even when BPA is used as the diol component of the raw material, if it is used together with other diol components specified in the present invention to form a polycarbonate copolymer, the copolymer can be used. [ka] In general formula (A), R1 to R8 each independently represent hydrogen, fluorine, chlorine, bromine, iodine, a C1-C7 alkyl group, a C6-C12 aryl group, a C2-C7 alkenyl group, a C1-C7 alkoxy group, or a C7-C17 aralkyl group, which may each have substituents. In this specification, examples of "substituents" when referring to a group that "may have substituents" include "fluorine atoms, chlorine atoms, bromine atoms, iodine atoms, C1-C7 alkyl groups, C6-C12 aryl groups, C2-C7 alkenyl groups, C1-C5 alkoxy groups, C7-C17 aralkyl groups," etc. (the same applies hereafter). X represents a divalent group represented by -O-, -S-, -SO-, -SO2-, -CO-, or any of the following formulas (2) to (4). [ka] In formulas (2) to (4), R9 and R 10 Each independently represents hydrogen, a halogen, a C1-C20 alkyl group, a C1-C5 alkoxy group, a C6-C12 aryl group, a C7-C17 aralkyl group, or a C2-C15 alkenyl group, each of which may have substituents, or R9 and R 10 These atoms bond to each other to form a carbon ring with 3 to 20 carbon atoms or a heterocycle with 1 to 20 carbon atoms. c represents an integer between 0 and 20. R 11 and R 12 Each independently represents hydrogen, halogen, a C1-C20 alkyl group which may have substituents, a C1-C5 alkoxy group which may have substituents, an aryl group which has C6-C12, an aralkyl group which has C7-C17, or an alkenyl group which has C2-C15, or R 11 and R 12 These atoms bond with each other to form a carbon ring with 3 to 20 carbon atoms or a heterocycle with 1 to 20 carbon atoms. R 13 ~R 22 Each of these independently represents either hydrogen or an alkyl group having 1 to 3 carbon atoms.
[0010] In the first embodiment of the present invention, the constituent unit (a) represented by the general formula (A) preferably includes one or more selected from the group consisting of constituent units represented by the following formulas (B) to (G). [ka]
[0011] <Polycarbonate resin> The polycarbonate resin used in the resin composition of the first embodiment of the present invention can be produced by reacting bisphenols that derive the constituent unit (a) represented by the general formula (A) with a carbonate ester-forming compound. Therefore, it can be produced using known methods used when producing polycarbonate resins derived from bisphenol A, such as the direct reaction of bisphenols with phosgene (phosgene method) or the transesterification reaction of bisphenols with bisaryl carbonate (transesterification method).
[0012] The bisphenol compounds that serve as raw material monomers for the polycarbonate resin used in the resin composition of the first embodiment of the present invention are those represented by the following general formula (A').
[0013] [ka] (In the formula, R1-R4, R5-R8, and X are the same as those in general formula (A).) The monomers represented by the above general formula (A') include, specifically, 4,4'-biphenyldiol, bis(4-hydroxyphenyl)methane, bis(2-hydroxyphenyl)methane, 2,4'-dihydroxydiphenylmethane, bis(4-hydroxyphenyl)ether, bis(4-hydroxyphenyl)sulfone, 2,4'-dihydroxydiphenylsulfone, bis(2-hydroxyphenyl)sulfone, bis(4-hydroxy-3-methylphenyl)sulfone, bis(4-hydroxyphenyl)sulfoxide, and bis(4-hydroxyphenyl ) sulfide, bis(4-hydroxyphenyl) ketone, 1,1-bis(4-hydroxyphenyl)ethane, 1,1-bis(4-hydroxyphenyl)-1-phenylethane, bis(4-hydroxyphenyl)diphenylmethane, 2,2-bis(4-hydroxyphenyl)propane, 2,2-bis(4-hydroxy-3-methylphenyl)propane, 1,1-bis(4-hydroxy-3-methylphenyl)ethane, bis(4-hydroxy-3-methylphenyl)methane, 2,2-bis(4-hydroxy-3-t-butylphenyl)propane, 2, 2-bis(4-hydroxyphenyl)butane, 2,2-bis(4-hydroxyphenyl)hexafluoropropane, 1,1-bis(4-hydroxyphenyl)cyclohexane, 1,1-bis(4-hydroxy-3-methylphenyl)cyclohexane, 1,1-bis(4-hydroxyphenyl)cycloundecane, 1,1-bis(4-hydroxyphenyl)cyclododecane, 2,2-bis(4-hydroxy-3-allylphenyl)propane, 3,3,5-trimethyl-1,1-bis(4-hydroxyphenyl)cyclohexane, 9,9-bis(4- Hydroxy-3-ethylphenyl)fluorene, 9,9-bis(4-hydroxy-3-methylphenyl)fluorene, 9,9-bis(4-hydroxyphenyl)fluorene, α,ω-bis[3-(o-hydroxyphenyl)propyl]polydimethyldiphenyl random copolymer siloxane, α,ω-bis[3-(o-hydroxyphenyl)propyl]polydimethylsiloxane, 4,4'-[1,4-phenylenebis(1-methylethylidene)]bisphenol, 4,4'-[1,3-phenylenebis(1-methylethylidene)]bisphenol, 2,Examples include 2-bis(4-hydroxyphenyl)butane, 1,1-bis(4-hydroxyphenyl)-2-ethylhexane, 1,1-bis(4-hydroxyphenyl)-2-methylpropane, 2,2-bis(4-hydroxyphenyl)-4-methylpentane, 1,1-bis(4-hydroxyphenyl)decane, and 1,3-bis(4-hydroxyphenyl)-5,7-dimethyladamantane. It is also possible to use two or more of these in combination.
[0014] Among these, 2,2-bis(4-hydroxyphenyl)propane (BPC), 2,2-bis(4-hydroxy-3-methylphenyl)propane, 1,1-bis(4-hydroxyphenyl)cyclohexane (BPZ), 1,1-bis(4-hydroxyphenyl)-1-phenylethane (BPAP), 3,3,5-trimethyl-1,1-bis(4-hydroxyphenyl)cyclohexane (TMC), and 2,2-bis(4-hydroxyphenyl)-4-methylpentane (MIBK) are particularly preferred.
[0015] In the phosgene method, the monomer represented by the general formula (A') is usually reacted with phosgene in the presence of an acid binder and a solvent. As the acid binder, for example, pyridine or alkali metal hydroxides such as sodium hydroxide and potassium hydroxide are used, and as the solvent, for example, methylene chloride and chloroform are used. Furthermore, to promote the condensation polymerization reaction, it is preferable to add a catalyst such as a tertiary amine such as triethylamine or a quaternary ammonium salt such as benzyltriethylammonium chloride. In addition, to adjust the degree of polymerization, it is preferable to add monofunctional compound such as phenol, pt-butylphenol, p-cumylphenol, p-hydroxyphenethyl alcohol, 2-[2-hydroxy-5-[2-(methacryloyloxy)ethyl]phenyl]-2H-benzotriazole and long-chain alkyl-substituted phenol as molecular weight modifiers. Furthermore, if desired, small amounts of antioxidants such as sodium sulfite and hydrosulfite, or branching agents such as phloroglucin and isatin bisphenol may be added. The reaction is typically carried out at a temperature of 0 to 150°C, preferably 5 to 40°C. The reaction time depends on the reaction temperature, but is usually 0.5 minutes to 10 hours, preferably 1 minute to 2 hours. It is also desirable to maintain the pH of the reaction system at 10 or higher during the reaction.
[0016] On the other hand, in the transesterification method, the monomer represented by the general formula (A') is mixed with a bisaryl carbonate and reacted under reduced pressure at high temperature. Examples of bisaryl carbonates include bisallyl carbonates such as diphenyl carbonate, di-p-tolyl carbonate, phenyl-p-tolyl carbonate, di-p-chlorophenyl carbonate, and dinaphthyl carbonate. Two or more of these compounds can also be used in combination. The reaction is usually carried out at a temperature in the range of 150 to 350°C, preferably 200 to 300°C, and the degree of reduced pressure is preferably 1 mmHg or less at the end to remove phenols derived from the bisaryl carbonate produced by the transesterification reaction. The reaction time depends on the reaction temperature and degree of reduced pressure, but is usually about 1 to 24 hours. The reaction is preferably carried out under an inert gas atmosphere such as nitrogen or argon. In addition, molecular weight modifiers, antioxidants, and branching agents may be added to the reaction as desired.
[0017] The polycarbonate resin used in the resin composition of the first embodiment of the present invention preferably maintains a good balance of necessary properties for a film-forming resin, such as solvent solubility, applicability, peelability, scratch resistance, and impact resistance. Setting the lower limit of the resin's intrinsic viscosity above a predetermined value improves scratch resistance and impact strength, while setting the upper limit of the intrinsic viscosity below a predetermined value suppresses the decrease in solvent solubility and the increase in solution viscosity, thereby maintaining applicability. The intrinsic viscosity (η) of the polycarbonate resin is preferably in the range of 0.3 to 2.0 dl / g, and more preferably in the range of 0.35 to 1.5 dl / g. On the other hand, the viscosity-average molecular weight (Mv) of the polycarbonate resin is preferably in the range of 10,000 to 80,000, and more preferably in the range of 15,000 to 50,000. The intrinsic viscosity (η) and viscosity-average molecular weight (Mv) of the polycarbonate resin can be measured by the methods described in the examples below.
[0018] The mass ratio (solvent / polycarbonate resin) of the solvent to the polycarbonate resin in the resin composition of the first embodiment of the present invention is preferably 99.99 / 0.01 to 50 / 50, more preferably 99 / 1 to 60 / 40, and particularly preferably 95 / 5 to 70 / 30. When the blending amounts of the solvent and polycarbonate resin used in the present invention are within this range, a good balance between solvent solubility and applicability is achieved, improving workability and appearance.
[0019] <Glycol-based organic solvents> The resin composition of the first embodiment of the present invention is a solution obtained by dissolving the above polycarbonate resin in a solvent (glycol-based organic solvent) represented by the following general formula (1), and in that state, it is a paint generally called a clear color. The resin composition of the first embodiment of the present invention may further be made into a colored paint composition by dissolving or dispersing a desired dye and / or pigment. [ka] In general formula (1), R a R represents hydrogen, an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, an alkenyl group having 2 to 20 carbon atoms, an aralkyl group having 7 to 20 carbon atoms, or an acyl group having 2 to 20 carbon atoms, each of which may have substituents. Preferably, R a This represents hydrogen, an alkyl group having 1 to 6 carbon atoms, or an acyl group having 2 to 6 carbon atoms. R b Each of these represents an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, an alkenyl group having 2 to 20 carbon atoms, an aralkyl group having 7 to 20 carbon atoms, or an acyl group having 2 to 20 carbon atoms, which may each have substituents. Preferably, R b This represents an alkyl group having 1 to 6 carbon atoms, an aryl group having 6 to 10 carbon atoms, or an acyl group having 2 to 6 carbon atoms. R c ~R f Each of these independently represents hydrogen or an alkyl group having 1 to 3 carbon atoms. Preferably, R c ~R f represents a hydrogen or methyl group. n represents an integer from 1 to 10, preferably an integer from 1 to 4, and more preferably 2 or 3.
[0020] The solvent represented by the general formula (1) used in the present invention is ethylene glycol (R c ~R f All of them are hydrogen, or propylene glycol (R c ~R f It is preferable that at least one of them is derived from a methyl group. Furthermore, in the present invention, it is preferable that the solvent represented by the general formula (1) contains one or more selected from the group consisting of glycol ether solvents, glycol ester solvents, and glyme solvents.
[0021] Specific examples of the glycol ether solvents mentioned above include, for example, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol n-propyl ether, ethylene glycol mono-n-butyl ether, ethylene glycol mono-tert-butyl ether, ethylene glycol monohexyl ether, ethylene glycol monophenyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol n-propyl ether, diethylene glycol mono-n-butyl ether, diethylene glycol tert-butyl ether, diethylene glycol monohexyl ether, diethylene glycol monophenyl ether, triethylene glycol monomethyl ether, triethylene glycol monoethyl ether, triethylene glycol n-propyl ether, triethylene glycol mono-n-butyl ether (butyl triglycol), triethylene glycol mono-tert-butyl ether, triethylene glycol monohexyl ether, and triethylene glycol monophenyl ether. Among these, triethylene glycol mono-n-butyl ether (butyl triglycol) is more preferred. Two or more of these may be used in combination.
[0022] Specific examples of the glycol ester solvents mentioned above include, for example, ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, ethylene glycol monobutyl ether acetate (butyl cellosolve acetate), diethylene glycol monoethyl ether acetate (ethyl carbitol acetate), diethylene glycol monobutyl ether acetate, propylene glycol monomethyl ether acetate, and propylene glycol monomethyl ether propionate. Among these, ethylene glycol monobutyl ether acetate (butyl cellosolve acetate) and diethylene glycol monoethyl ether acetate (ethyl carbitol acetate) are more preferred. Two or more of these may be used in combination.
[0023] Specific examples of the above-mentioned glyme-based solvents include, for example, monoglyme, diglyme, triglyme, tetraglyme, ethylglyme, methylethyldiglyme, butyldiglyme, and dipropylene glycol dimethyl ether. Among these, tetraglyme is more preferred. Two or more of these may be used in combination. Glyme is a type of solvent classified as a glycol ether, characterized by an alkyl group being ether-bonded to a diol (a compound with two OH groups). For example, triglime has a structure in which the two hydroxyl groups of triethylene glycol are methylated, and is represented by the following structural formula. [ka]
[0024] The solvent represented by general formula (1) used in the present invention preferably has a boiling point of 140°C or higher, and more preferably 140 to 300°C.
[0025] [Resin composition of the second embodiment] The resin composition of the second embodiment of the present invention is a resin composition comprising a polycarbonate resin containing a constituent unit (b) represented by the following general formula (A-1) and a hydroxy compound, wherein the hydroxy compound is represented by the above general formula (1a) or the above general formula (1b). [ka]
[0026] The inventors considered that in order to obtain a higher concentration polycarbonate resin solution by dissolving a polymer in a solvent, the polymer used should have a structure in which the interaction between polymer chains is small and there are sites that interact with the solvent. Then, as shown below, they considered that the presence of F (fluorine) atoms in the polymer chains would increase the distance between polymer chains due to electron repulsion, and focused on the bisphenol AF-based polycarbonate resin shown below. [ka]
[0027] Next, we considered that the solvent should ideally have a structure that interacts with the polymer. Furthermore, as shown below, we believed that the presence of hydroxyl groups (OH) in the solvent would allow for hydrogen bonding with the fluorine (F) atoms in the polymer, thereby improving the affinity between the polymer and the solvent. [ka]
[0028] On the other hand, as shown below, intramolecular hydrogen bonding does not occur in isopropyl alcohol and ethanol, and the interaction is largely due to hydrogen bonding between solvent molecules. In other words, we thought that the strong bonds between solvent molecules would result in poor solubility of polycarbonate resin. [ka]
[0029] Ultimately, the inventors concluded that solvents that form intramolecular hydrogen bonds through the effect of adjacent functional groups, such as ether oxygen, and have low intermolecular interactions are preferable, as shown below. This is thought to improve compatibility with polycarbonate resins. [ka] 1-Methoxy-2-propanol (also known as propylene glycol monomethyl ether)
[0030] The polycarbonate resin used in the resin composition of the second embodiment of the present invention may further preferably include a constituent unit (a) represented by the following general formula (A) (excluding the constituent unit (b) represented by the general formula (A-1)). [ka] Here, the constituent unit (a) represented by the above general formula (A) is the same as that described in the resin composition of the first embodiment of the present invention.
[0031] In a second embodiment of the present invention, the constituent unit (a) represented by the general formula (A) preferably includes one or more selected from the group consisting of constituent units represented by the following formulas (B) to (H). [ka]
[0032] In the resin composition of the second embodiment of the present invention, the content ratio of the constituent unit (b) to the constituent unit (a) [(b) / (a)] is preferably 50 / 50 to 100 / 0 in molar ratio, and more preferably 60 / 40 to 100 / 0.
[0033] The polycarbonate resin used in the resin composition of the second embodiment of the present invention preferably maintains a good balance of necessary properties for a film-forming resin, such as solvent solubility, applicability, peelability, scratch resistance, and impact resistance. Setting the lower limit of the resin's intrinsic viscosity above a predetermined value improves scratch resistance and impact strength, while setting the upper limit of the intrinsic viscosity below a predetermined value suppresses the decrease in solvent solubility and the increase in solution viscosity, thereby maintaining applicability. The intrinsic viscosity (η) of the polycarbonate resin is preferably in the range of 0.3 to 2.0 dl / g, and more preferably in the range of 0.35 to 1.5 dl / g. On the other hand, the viscosity-average molecular weight (Mv) of the polycarbonate resin is preferably in the range of 10,000 to 80,000, and more preferably in the range of 15,000 to 50,000. The intrinsic viscosity (η) and viscosity-average molecular weight (Mv) of the polycarbonate resin can be measured by the methods described in the examples below.
[0034] In the resin composition of the second embodiment of the present invention, the mass ratio of the polycarbonate resin to the hydroxy compound (polycarbonate resin / hydroxy compound) is preferably 1 / 99 to 50 / 50, more preferably 5 / 95 to 50 / 50, even more preferably 5 / 95 to 30 / 70, and particularly preferably 7 / 93 to 13 / 87. If the mass ratio of the polycarbonate resin exceeds 50% by mass, the viscosity may become too high, while if it is less than 1% by mass, it may be too thin to be practically usable.
[0035] <Hydroxy compounds> The resin composition of the second embodiment of the present invention is a solution obtained by dissolving the above polycarbonate resin in a hydroxy compound (organic solvent) represented by the following general formula (1a) or the following general formula (1b), and in that state, it becomes a paint generally called a clear color. The resin composition of the second embodiment of the present invention may further be made into a colored paint composition by dissolving or dispersing a desired dye and / or pigment. [ka] In general formula (1a), Ra R represents an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, an alkenyl group having 2 to 20 carbon atoms, an aralkyl group having 7 to 20 carbon atoms, or an acyl group having 2 to 20 carbon atoms, which may have substituents. Preferably, R a This represents an alkyl group having 1 to 6 carbon atoms, an aryl group having 6 to 10 carbon atoms, or an acyl group having 2 to 6 carbon atoms. R b ~R e Each of these independently represents hydrogen or an alkyl group having 1 to 10 carbon atoms. Preferably, R b ~R e represents hydrogen or an alkyl group having 1 to 3 carbon atoms, and more preferably represents hydrogen or a methyl group. n represents an integer from 1 to 10, preferably an integer from 1 to 4, and more preferably 2 or 3.
[0036] [ka] In general formula (1b), R k This represents an alkyl group having 3 to 20 carbon atoms, which may be branched and has a hydroxyl group, preferably an alkyl group having 3 to 10 carbon atoms, which may be branched and has a hydroxyl group.
[0037] Specific examples of hydroxy compounds used in the second embodiment of the present invention include, but are not limited to, butyl carbitol, ethyl carbitol, butyl cellosolve, 1-methoxy-2-propanol (also known as propylene glycol monomethyl ether), 1-ethoxy-2-propanol, 1-butoxy-2-propanol, 1-methoxy-2-butanol, 2-hydroxyethyl methacrylate (also known as methacrylic acid (2-hydroxyethyl)), and diacetone alcohol. These compounds may be used individually or in combination of two or more. Among these, more preferred hydroxy compounds include ethyl carbitol, butyl cellosolve, 1-methoxy-2-propanol (also known as propylene glycol monomethyl ether), 2-hydroxyethyl methacrylate (also known as methacrylic acid (2-hydroxyethyl)), and diacetone alcohol. Even more preferred hydroxy compounds include ethyl carbitol, 1-methoxy-2-propanol (also known as propylene glycol monomethyl ether), 2-hydroxyethyl methacrylate (also known as methacrylic acid (2-hydroxyethyl)), and diacetone alcohol.
[0038] The following are structural formulas of representative hydroxy compounds that are preferably used in the present invention, but the invention is not limited to these. [ka]
[0039] The hydroxy compound used in the second embodiment of the present invention preferably has a boiling point of 50°C or higher, and more preferably 50 to 250°C.
[0040] <Optional additives> When using a resin composition according to the first or second embodiment of the present invention by coating, pigments, dyes, colored particles, and light-interfering particles can be added to enhance the color effect. Examples of pigments and dyes include organic pigments such as azo pigments and phthalocyanine pigments. Specifically, examples include Red No. 104, Red No. 106, Red No. 201, Red No. 202, Red No. 204, Red No. 215, Red No. 220, Orange No. 203, Orange No. 204, Blue No. 1, Blue No. 404, Yellow No. 205, Yellow No. 401, Yellow No. 405, etc. In addition, titanium mica, titanium oxide, iron oxide, tin oxide, zirconium oxide, chromium oxide, bismuth oxychloride, silica, chromium, titanium nitride, titanium, magnesium fluoride, gold, silver, nickel, etc. can be used to produce white, pearlescent, metallic, or glittery colors. Particles with optical coherence properties are particles that enhance color effects through the reflection and scattering of light, and examples include glass beads, tiny seashells, and mica. These are preferably added to the resin composition in an amount ranging from 0.0001% to 10.0% by mass, as desired. Furthermore, rust inhibitors, antioxidants, dispersants, UV absorbers, defoamers, or leveling agents may be added as needed.
[0041] The viscosity of the resin composition of the first embodiment of the present invention can be arbitrarily set depending on the desired application, but is preferably in the range of 20 to 200,000 mPa·s, and more preferably in the range of 50 to 20,000 mPa·s. The viscosity of the resin composition of the second embodiment of the present invention can be arbitrarily set depending on the desired application, but is preferably in the range of 5 to 200,000 mPa·s, more preferably in the range of 10 to 20,000 mPa·s, even more preferably in the range of 10 to 5,000 mPa·s, even more preferably in the range of 10 to 1,000 mPa·s, and particularly preferably in the range of 10 to 100 mPa·s. As a method for measuring viscosity, for example, it can be measured using a vibrating viscometer (CJV5000) manufactured by A&D Co., Ltd. at a measurement temperature of 25°C.
[0042] The thickness of the resin composition according to the first or second embodiment of the present invention, after application and drying, is preferably in the range of 1 to 200 μm, more preferably in the range of 5 to 120 μm, and particularly preferably in the range of 10 to 60 μm. A thickness of 1 μm or more ensures surface protection strength as a coating film, while a thickness of 200 μm or less is preferable because it suppresses peeling due to shrinkage of the coating film.
[0043] Another embodiment of the present invention is a printing ink, a resin solution for 3D printers, a conductive paste, and a coating solution, each comprising the resin composition of the first or second embodiment of the present invention. Yet another embodiment of the present invention is a film molded from the resin composition of the first or second embodiment of the present invention. The resin composition of the first embodiment of the present invention is particularly excellent for the above-mentioned applications because it has low toxicity and excellent stability (no erosion) and uniformity on the substrate when applied. [Examples]
[0044] The present invention will be described in detail below, along with examples of the present invention and comparative examples, but the present invention is not limited to these examples.
[0045] (Synthesis Example 1) 102.4 g (0.4 mol) of 2,2-bis(4-hydroxy-3-methylphenyl-)propane (hereinafter abbreviated as "BPC": manufactured by Honshu Chemical Industry Co., Ltd.) and 0.1 g of hydrosulfite were dissolved in 1100 ml of 5 w / w% aqueous sodium hydroxide solution. 500 ml of methylene chloride was added to this mixture and stirred, while 0.5 g of benzyltriethylammonium chloride (hereinafter abbreviated as "TEBAC") was added. Then, while maintaining the temperature at 15°C, 60 g of phosgene was blown in over 60 minutes. After the phosgene blowing was completed, 1.5 g of pt-butylphenol (hereinafter abbreviated as "PTBP": manufactured by Dainippon Ink and Chemicals, Inc.) was added as a molecular weight modifier and the mixture was vigorously stirred to emulsify the reaction solution. After emulsification, 0.4 ml of triethylamine was added and the mixture was stirred at 20-25°C for about 1 hour to allow polymerization. After polymerization was complete, the reaction solution was separated into an aqueous phase and an organic phase. The organic phase was neutralized with phosphoric acid, and the aqueous phase was washed with water repeatedly until its conductivity was 10 μS / cm or less. The resulting polymer solution was added dropwise to warm water maintained at 45°C, and the solvent was evaporated to obtain a white powdery precipitate. The precipitate was filtered and dried at 105°C for 24 hours to obtain polymer powder. The intrinsic viscosity of a 0.5 g / dl solution of this polymer in methylene chloride as a solvent at 20°C was 0.65 dl / g. Analysis of the obtained polymer by infrared absorption spectroscopy revealed an intrinsic viscosity of 1770 cm⁻¹. -1 Absorption due to a carbonyl group in the vicinity, 1240 cm -1 Absorption due to ether bonding was observed in the vicinity, confirming that it is a polycarbonate resin (hereinafter abbreviated as "PC-1") containing carbonate bonding.
[0046] (Synthesis Example 2) Polymerization was carried out in the same manner as in Example 1, except that 54 g of 2,2-bis(4-hydroxyphenyl)-4-methylpentane (hereinafter abbreviated as "MIBK": manufactured by Honshu Chemical Industry Co., Ltd.) and 58 g of 1,1-bis(4-hydroxyphenyl)-1-phenylethane (hereinafter abbreviated as "BPAP": manufactured by Honshu Chemical Industry Co., Ltd.) were used instead of BPC, PTBP was changed to 2.0 g, and TEBAC was not used, to obtain a polycarbonate resin (hereinafter abbreviated as "PC-2") having an intrinsic viscosity of 0.49 dl / g.
[0047] (Synthesis Example 3) Polymerization was carried out in the same manner as in Example 1, except that BPC was changed to 60.4g and PTBP to 1.8g, and 40.1g of 2,2-bis(4-hydroxyphenyl)propane (hereinafter abbreviated as "BPA": manufactured by Mitsubishi Chemical Corporation) was used at the same time, and TEBAC was not used, to obtain a polycarbonate resin (hereinafter abbreviated as "PC-3") having an intrinsic viscosity of 0.58 dl / g.
[0048] (Synthesis Example 4) Polymerization was carried out in the same manner as in Example 1, except that 108 g of MIBK was used instead of BPC, 4.3 g of 2-[2-hydroxy-5-[2-(methacryloyloxy)ethyl]phenyl]-2H-benzotriazole (hereinafter abbreviated as "BTAZ": manufactured by Otsuka Chemical Co., Ltd.) was used instead of PTBP, and TEBAC was not used, to obtain a polycarbonate resin (hereinafter abbreviated as "PC-4") having an intrinsic viscosity of 0.54 dl / g.
[0049] (Synthesis Example 5) Polymerization was carried out in the same manner as in Example 1, except that the amount of BPC was changed to 60.4 g, and at the same time, 40.1 g of BPA and 1.92 g of p-hydroxyphenethyl alcohol (hereinafter abbreviated as "PHEP": manufactured by Otsuka Chemical Co., Ltd.) were used, and PTBP was not used, to obtain a polycarbonate resin (hereinafter abbreviated as "PC-5") having an intrinsic viscosity of 0.72 dl / g.
[0050] (Synthesis Example 6) Polymerization was carried out in the same manner as in Example 1, except that BPZ 107.2g was used instead of BPC, PTBP was changed to 2.0g, and TEBAC was not used, to obtain a polycarbonate resin (hereinafter abbreviated as "PC-6") having an intrinsic viscosity of 0.44 dl / g.
[0051] (Synthesis Example 7) Polymerization was carried out in the same manner as in Example 1, except that BPAP 116.0g was used instead of BPC, PTBP was changed to 2.0g, and TEBAC was not used, to obtain a polycarbonate resin (hereinafter abbreviated as "PC-7") having an intrinsic viscosity of 0.43 dl / g.
[0052] (Synthesis Example 8) Instead of BPC, 124.0 g of 3,3,5-trimethyl-1,1-bis(4-hydroxyphenyl)cyclohexane (hereinafter abbreviated as "TMC"; manufactured by Mitsuho Chemical Co., Ltd.) was used, PTBP was changed to 1.62 g, and polymerization was carried out in the same manner as in Example 1 except that TEBAC was not used, to obtain a polycarbonate resin having an intrinsic viscosity of 0.48 dl / g (hereinafter abbreviated as "PC-8").
[0053] (Synthesis Example 9) Instead of BPC, 91.2 g of BPA was used, PTBP was changed to 2.0 g, and polymerization was carried out in the same manner as in Example 1 except that TEBAC was not used, to obtain a polycarbonate resin having an intrinsic viscosity of 0.49 dl / g (hereinafter abbreviated as "PC-9").
[0054] [Examples 1 to 13, Comparative Examples 1 to 3] 5 g of each polycarbonate (PC) resin obtained in Synthesis Examples 1 to 9 described above and 45 g of a solvent were added to a mayonnaise bottle in the combinations shown in Table 1 below, and stirred with a shaker to produce a resin composition. With respect to the resin compositions of Examples 1 to 13 and Comparative Examples 1 to 3 thus obtained, the following tests and measurements of physical property values were carried out. The results are shown in Table 1 below.
[0055] [Solvent Solubility Test] When preparing the resin composition, that is, when adding 5 g of the polycarbonate resin and 45 g of the solvent shown in Table 1 below to a mayonnaise bottle and stirring with a shaker, the time (dissolution time) from the start of stirring until the resin was completely dissolved visually was measured. Dissolution time less than 3 hours: "A" Dissolution time 3 hours or more and less than 48 hours: "B" Dissolution time 48 hours or more: "C" Not dissolved: "D"
[0056] [Viscosity of Resin Composition] The viscosity of the resin composition was measured at 25°C using a vibrating viscometer (CJV5000) manufactured by A&D Company, Limited.
[0057] [PC Film Evaluation] (Coating film preparation) A PC sheet (NF-2000 manufactured by Mitsubishi Engineering Plastics Corporation) was prepared, and the resin composition prepared above was applied onto this PC sheet using a 60-μm gap coater. After application, drying was performed at 120°C for 1 minute using a box-type hot air dryer to form a coating film. (Slipperiness during coating film formation) Evaluation was conducted as follows. No snagging occurred between the coater and the PC sheet during coating film formation, and a uniform coating film could be formed: "〇" Snagging occurred between the coater and the PC sheet during coating film formation, and the coating film became non-uniform: "×" (Penetration into the substrate) After the resin composition was applied and dried at at 120°C for 1 minute using a box-type hot air dryer, the obtained coating film was visually evaluated. No penetration was observed at the interface between the PC sheet and the coating film: "〇" Slight penetration was observed: "△" Significant penetration was observed and the interface was disrupted: "×"
[0058] <PC substrate erosion test>[[ID= twenty-six ]] A PC sheet (NF-2000 manufactured by Mitsubishi Engineering Plastics Corporation) was cut into 1 cm × 1 cm squares, placed in a 9-cc vial, and the resin composition prepared above was added to completely immerse the PC pieces. The mixture was allowed to stand still, and the state of the PC pieces after 24 hours was visually confirmed. Maintained the original shape: "A" Swelling of the PC pieces was observed: "B" The shape of the PC pieces collapsed and partially dissolved in the solution: "C"
[0059] [[ID= thirty-six ]] <Measurement of the intrinsic viscosity (η) and viscosity average molecular weight (Mv) of the polycarbonate resin> The intrinsic viscosity [η] in deciliter / gram of the polycarbonate resins obtained in Synthesis Examples 1 to 9 was measured at a temperature of 20°C using an Ubbelohde capillary viscometer for a methylene chloride solution of a polycarbonate resin with a concentration of 0.5 gram / deciliter, and calculated by the following mathematical formula (I) using a Huggins constant of 0.45. η = 1.23×10 -4 ×Mv0.83 (I)
[0060] [Table 1] ECA: Ethyl carbitol acetate BCsA: Butyl cellosolve acetate TGM: Tetragrime BTG: Butyl triglycol PGMEA: Propylene glycol monomethyl ether acetate DMAc: N,N-dimethylacetamide (non-glycol solvent) [ka]
[0061] The N,N-dimethylacetamide (non-glycol solvent) used in Comparative Example 2 showed good solubility with polycarbonate resin, but its solution viscosity was remarkably low, resulting in poor lubrication during film formation and significant bleeding after film formation. Furthermore, the resin composition of Comparative Example 2 ended up damaging the PC substrate. The isophorone (non-glycol solvent) used in Comparative Example 3 took a long time to dissolve the polycarbonate resin, and in addition, its resin composition ended up damaging the PC substrate.
[0062] (Synthesis Example 10) 90.0 g (0.34 mol) of 2,2-bis(4-hydroxyphenyl)-1,1,1,3,3,3-hexafluoropropane (hereinafter abbreviated as "BPAF": manufactured by Central Glass Co., Ltd.) and 0.5 g of hydrosulfite were dissolved in 750 ml of a 6.3 w / w% aqueous sodium hydroxide solution. 300 ml of methylene chloride was added to this mixture and stirred, while 0.1 g of benzyltriethylammonium chloride (hereinafter abbreviated as "TEBAC") was added. Then, while maintaining the temperature at 15-25°C, 42.4 g of phosgene was blown in over 30 minutes. After the phosgene blowing was completed, 1.34 g of pt-butylphenol (hereinafter abbreviated as "PTBP": manufactured by Dainippon Ink and Chemicals, Inc.) was added as a molecular weight modifier and the mixture was vigorously stirred to emulsify the reaction solution. After emulsification, 0.5 ml of triethylamine was added and the mixture was stirred at 20-30°C for about 1 hour to allow polymerization. After polymerization was complete, the reaction solution was separated into an aqueous phase and an organic phase. The organic phase was neutralized with phosphoric acid, and the aqueous phase was washed with water repeatedly until its conductivity was 10 μS / cm or less. The resulting polymer solution was transferred to an aluminum dish, and the solvent was evaporated and removed on a hot plate. The resulting solid was then dried at 120°C for 24 hours to obtain a polymer solid. The intrinsic viscosity of a 0.5 g / dl solution of this polymer in methylene chloride as a solvent at 20°C was 0.33 dl / g, and the viscosity-average molecular weight (Mv) was 15300. Analysis of the obtained polymer by infrared absorption spectroscopy revealed a viscosity of 1770 cm⁻¹. -1 Absorption due to a carbonyl group in the vicinity, 1240 cm -1 Absorption due to ether bonding was observed in the vicinity, confirming that it is a polycarbonate resin (hereinafter abbreviated as "PC-10") having carbonate bonding.
[0063] (Synthesis Example 11) Polymerization was carried out in the same manner as in Synthesis Example 10, except that 63.0 g of BPAF and 18.0 g of 1,1-bis(4-hydroxyphenyl)propane (hereinafter abbreviated as "BPA": manufactured by Mitsubishi Chemical Corporation) were used, and PTBP was replaced with 0.92 g of p-hydroxyphenethyl alcohol (hereinafter abbreviated as "PHEP": manufactured by Otsuka Chemical Co., Ltd.), to obtain a polycarbonate resin (Mv: 27000, hereinafter abbreviated as "PC-11").
[0064] (Synthesis Example 12) Polymerization was carried out in the same manner as in Synthesis Example 10, except that 54.0 g of BPAF and 28.7 g of 1,1-bis(4-hydroxyphenyl)cyclohexane (hereinafter abbreviated as "BPZ": manufactured by Taoka Chemical Industries, Ltd.) were used simultaneously, to obtain a polycarbonate resin (Mv: 17600, hereinafter abbreviated as "PC-12").
[0065] (Synthesis Example 13) Polymerization was carried out in the same manner as in Synthesis Example 10, except that 54.0 g of BPAF and 31.1 g of 1,1-bis(4-hydroxyphenyl)-1-phenylethane (hereinafter abbreviated as "BPAP": manufactured by Honshu Chemical Industry Co., Ltd.) were used simultaneously, to obtain a polycarbonate resin (Mv: 19400, hereinafter abbreviated as "PC-13").
[0066] (Synthesis Example 14) Polymerization was carried out in the same manner as in Synthesis Example 10, except that 54.0 g of BPAF and 40.1 g of 1,1-bis(4-hydroxyphenyl)-3,3,5-trimethylcyclohexane (hereinafter abbreviated as "TMC": manufactured by Honshu Chemical Industry Co., Ltd.) were used simultaneously, to obtain a polycarbonate resin (Mv: 17300, hereinafter abbreviated as "PC-14").
[0067] (Synthesis Example 15) Polymerization was carried out in the same manner as in Synthesis Example 10, except that 45.0 g of BPAF and 34.3 g of 2,2-bis(4-hydroxy-3-methylphenyl)propane (hereinafter abbreviated as "BPC": manufactured by Honshu Chemical Industry Co., Ltd.) were used simultaneously, to obtain a polycarbonate resin (Mv: 17300, hereinafter abbreviated as "PC-15").
[0068] (Synthesis Example 16) Polymerization was carried out in the same manner as in Synthesis Example 10, except that 63.0 g of BPAF and 30.4 g of 9,9-bis(-4-hydroxy-3-methylphenyl)fluorene (hereinafter abbreviated as "BCFL": manufactured by Honshu Chemical Industry Co., Ltd.) were used simultaneously, to obtain a polycarbonate resin (Mv: 15800, hereinafter abbreviated as "PC-16").
[0069] (Synthesis Example 17) Polymerization was carried out in the same manner as in Synthesis Example 10, except that 91.2g of BPA was used, PTBP was changed to 2.00g, and TEBAC was not used, to obtain a polycarbonate resin (Mv: 21000, hereinafter abbreviated as "PC-17").
[0070] Table 2 shows the weight of the monomers and end-terminating agents used as raw materials, the copolymerization ratio (mol%), and the viscosity-average molecular weight (Mv) of the obtained polycarbonate resin for synthesis examples 10 to 17 described above.
[0071] [Table 2]
[0072] [Examples 14-1 to 20-4, Comparative Examples 4-1 to 11-5] 4.0 g of PC-10 obtained in Synthesis Example 10 as the polycarbonate resin, and 36.0 g of ethyl carbitol as the hydroxy compound were added to a mayonnaise bottle and stirred in a shaker for 24 hours to obtain a resin solution. Using the polycarbonate resins and hydroxy compounds shown in Table 3, resin solutions for other examples and comparative examples were obtained in the same manner as in Example 14-1. Solubility tests were performed on the resin solutions obtained from Examples 4-1 to 20-4 and Comparative Examples 4-1 to 11-5 as described below. The results are shown in Table 3. Table 3 shows the viscosity and transmittance of the resin solutions obtained from Examples 14-2, 15-2, 16-2, 17-2, 18-2, 19-2, and 20-2, measured by the following method. Similarly, an attempt was made to measure the viscosity and transmittance of the resin solution obtained from Comparative Example 11-2, but undissolved resin was present, and evaluation as a resin solution was not possible.
[0073] <Measurement of intrinsic viscosity (η) and viscosity-average molecular weight (Mv) of polycarbonate resin> The intrinsic viscosity [η] deciliters / gram of the obtained polycarbonate resin was measured using an Ubbelohde capillary viscometer at a temperature of 20°C with a 0.5 g / deciliter polycarbonate resin methylene chloride solution, and calculated using the following formula (I) with a Huggins constant of 0.45. η = 1.23 × 10 -4 ×Mv 0.83 (I)
[0074] <Glass transition temperature> The glass transition temperature of the obtained polycarbonate resin was measured using a differential scanning calorimetry (DSC). Measuring instrument: Differential scanning calorimetry (DSC) DSC-50 manufactured by Shimadzu Corporation Heating rate: 10℃ / min Gas flow environment: Nitrogen 20 ml / min Sample pretreatment: Heat and melt at 300°C
[0075] <Solubility of resin solutions> The appearance of the obtained resin solution was visually inspected and judged according to the following indicators. Transparent with no undissolved resin residue: "〇" Products containing a small amount of undissolved resin: "△" Resins that do not dissolve at all: "×"
[0076] <Viscosity of resin solution> The viscosity of the obtained resin solution was measured using a vibrating viscometer. Measurement device: Vibration viscometer CJV5000 manufactured by A&D Company, Limited. Measurement temperature: 25℃
[0077] <Transmittance of resin solution> The transmittance of the obtained resin solution was measured using a spectrophotometer. Measuring instrument: UV-1280 UV-Vis spectrophotometer manufactured by Shimadzu Corporation Cell: 1cm quartz cell Measurement wavelength: 800nm Measurement procedure: In photometric mode, zero-point correction at 800 nm was performed using propylene glycol monomethyl ether (PGM), and then the transmittance of the resin solution was measured.
[0078] [Table 3] [Table 4] Potential for industrial use
[0079] The resin composition of the first embodiment of the present invention is a resin composition obtained by dissolving a specific polycarbonate resin with high solubility in a specific glycol-based solvent. In addition to having low toxicity and appropriate viscosity, it also causes little erosion to the substrate, making it suitable as a paint, ink, or conductive paste. Furthermore, the resin composition of the second embodiment of the present invention can provide a polycarbonate resin solution with a higher concentration, making it suitable for applications requiring high concentration, such as paints, inks, and conductive pastes.
Claims
1. A resin composition comprising a solvent represented by the following general formula (1) and a polycarbonate resin containing a constituent unit (a) represented by the following general formula (A) (excluding polycarbonate homopolymers consisting only of constituent units represented by the following formula (i)), 【Chemistry 1】 【Chemistry 2】 (In the formula, R a This represents hydrogen, a C1-C20 alkyl group, a C6-C20 aryl group, a C2-C20 alkenyl group, a C7-C20 aralkyl group, or a C2-C20 acyl group, each of which may have substituents; R b Each of these represents a C1-C20 alkyl group, a C6-C20 aryl group, a C2-C20 alkenyl group, a C7-C20 aralkyl group, or a C2-C20 acyl group, which may each have substituents; R c ~R f Each of these independently represents hydrogen or an alkyl group having 1 to 3 carbon atoms; n represents an integer between 1 and 10. 【Transformation 3】 (In the formula, R 1 ~R 8 Each of these independently represents hydrogen, fluorine, chlorine, bromine, iodine, a C1-C7 alkyl group, a C6-C12 aryl group, a C2-C7 alkenyl group, a C1-C7 alkoxy group, or a C7-C17 aralkyl group, each of which may have substituents. X is -O-, -S-, -SO-, -SO 2 (This represents a divalent group represented by -, -CO-, or any of the following formulas (2) to (4).) 【Chemistry 4】 (In formulas (2) to (4), R 9 and R 10 each independently represents hydrogen, a halogen, an alkyl group having 1 to 20 carbon atoms which may each have a substituent, an alkoxy group having 1 to 5 carbon atoms, an aryl group having 6 to 12 carbon atoms, an aralkyl group having 7 to 17 carbon atoms, or an alkenyl group having 2 to 15 carbon atoms, or R 9 and R 10 These atoms bond to each other to form a carbon ring with 3 to 20 carbon atoms or a heterocycle with 1 to 20 carbon atoms; c represents an integer between 0 and 20; R 11 and R 12 Each of these independently represents hydrogen, a halogen, a C1-C20 alkyl group which may have substituents, a C1-C5 alkoxy group which may have substituents, an aryl group which has C6-C12, an aralkyl group which has C7-C17, or an alkenyl group which has C2-C15, or R 11 and R 12 These atoms bond to each other to form a carbon ring with 3 to 20 carbon atoms or a heterocycle with 1 to 20 carbon atoms; R 13 ~R 22 Each of these independently represents either hydrogen or an alkyl group having 1 to 3 carbon atoms. The resin composition wherein the general formula (A) comprises one or more selected from the group consisting of the following formulas (E) and (G). 【Transformation 5】
2. The resin composition according to claim 1, wherein the mass ratio of the solvent to the polycarbonate resin (solvent / polycarbonate resin) is 99.99 / 0.01 to 50 / 50.
3. The resin composition according to claim 1 or 2, wherein the boiling point of the solvent is 140°C or higher.
4. In the above general formula (1), R a R represents hydrogen, an alkyl group having 1 to 6 carbon atoms, or an acyl group having 2 to 6 carbon atoms. b R represents an alkyl group having 1 to 6 carbon atoms, an aryl group having 6 to 10 carbon atoms, or an acyl group having 2 to 6 carbon atoms. c ~R f The resin composition according to any one of claims 1 to 3, wherein n represents a hydrogen or methyl group, and n represents an integer from 1 to 4.
5. The resin composition according to claim 4, wherein n in the general formula (1) is 2 or 3.
6. The resin composition according to any one of claims 1 to 3, wherein the solvent represented by the general formula (1) contains one or more selected from the group consisting of glycol ether solvents, glycol ester solvents, and glyme solvents.
7. A resin composition comprising a polycarbonate resin containing a constituent unit (b) represented by the following general formula (A-1), and a hydroxy compound, The hydroxy compound is represented by the following general formula (1a) or the following general formula (1b), 【Transformation 6】 【Transformation 7】 (In formula (1a), R a This represents a C1-C20 alkyl group, a C6-C20 aryl group, a C2-C20 alkenyl group, a C7-C20 aralkyl group, or a C2-C20 acyl group, which may have substituents; R b ~R e Each of these independently represents hydrogen or an alkyl group having 1 to 10 carbon atoms; n represents an integer between 1 and 10. 【Transformation 8】 (In formula (1b), R k (This represents a branched alkyl group having 3 to 20 carbon atoms and containing a hydroxyl group.) The polycarbonate resin further includes a constituent unit (a) represented by the following general formula (A) (excluding the constituent unit (b) represented by the general formula (A-1)), 【Chemistry 9】 (In formula (A), R 1 ~R 8 Each of these independently represents hydrogen, fluorine, chlorine, bromine, iodine, a C1-C7 alkyl group, a C6-C12 aryl group, a C2-C7 alkenyl group, a C1-C7 alkoxy group, or a C7-C17 aralkyl group, each of which may have substituents. X is -O-, -S-, -SO-, -SO 2 (This represents a divalent group represented by -, -CO-, or any of the following formulas (2) to (4).) 【Chemistry 10】 (In formulas (2) to (4), R 9 and R 10 Each of these independently represents hydrogen, a halogen, a C1-C20 alkyl group, a C1-C5 alkoxy group, a C6-C12 aryl group, a C7-C17 aralkyl group, or a C2-C15 alkenyl group, which may each have substituents, or R 9 and R 10 These atoms bond to each other to form a carbon ring with 3 to 20 carbon atoms or a heterocycle with 1 to 20 carbon atoms; c represents an integer between 0 and 20; R 11 and R 12 Each of these independently represents hydrogen, a halogen, a C1-C20 alkyl group which may have substituents, a C1-C5 alkoxy group which may have substituents, an aryl group which has C6-C12, an aralkyl group which has C7-C17, or an alkenyl group which has C2-C15, or R 11 and R 12 These atoms bond to each other to form a carbon ring with 3 to 20 carbon atoms or a heterocycle with 1 to 20 carbon atoms; R 13 ~R 22 Each of these independently represents either hydrogen or an alkyl group having 1 to 3 carbon atoms. The resin composition wherein the general formula (A) comprises one or more selected from the group consisting of the following formulas (E) to (G). 【Chemistry 11】
8. The resin composition according to claim 7, wherein the content ratio of the constituent unit (b) to the constituent unit (a) [(b) / (a)] is 50 / 50 to 100 / 0 in molar ratio.
9. The resin composition according to claim 7 or 8, wherein the mass ratio of the polycarbonate resin to the hydroxy compound (polycarbonate resin / hydroxy compound) is 1 / 99 to 50 / 50.
10. The resin composition according to any one of claims 7 to 9, wherein the boiling point of the hydroxy compound is 50°C or higher.
11. The resin composition according to any one of claims 7 to 10, wherein the hydroxy compound is one or more selected from the group consisting of butyl carbitol, ethyl carbitol, butyl cellosolve, 1-methoxy-2-propanol, 1-ethoxy-2-propanol, 1-butoxy-2-propanol, 1-methoxy-2-butanol, 2-hydroxyethyl methacrylate, and diacetone alcohol.
12. The resin composition according to any one of claims 7 to 11, wherein the resin composition is a resin solution.
13. A printing ink comprising the resin composition described in any one of claims 1 to 12.
14. A resin solution for a 3D printer comprising the resin composition according to any one of claims 1 to 12.
15. A conductive paste comprising the resin composition according to any one of claims 1 to 12.
16. A coating solution comprising the resin composition according to any one of claims 1 to 12.
17. A film formed from a resin composition according to any one of claims 1 to 12.