Composition containing alkoxy-n-substituted propanamide

A stabilized alkoxy-N-substituted propanamide composition with inhibitors addresses deterioration issues, ensuring stability for long-term use and storage, enhancing its applicability in solvents and chemical processes.

JP2024174976AInactive Publication Date: 2024-12-17KJ CHEM
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Patent Information

Application Number
JP2024154743
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Priority Date
2019-10-23
Filing Date
2024-09-09
Publication Date
2024-12-17
Estimated Expiration
Not applicable · inactive patent

AI Technical Summary

Technical Problem

Alkoxy-N-substituted propanamide is prone to deterioration due to factors such as heat, light, oxygen, and moisture, making it unsuitable for long-term storage and use under open air conditions without an effective stabilization method.

Method used

A composition containing alkoxy-N-substituted propanamide with a deterioration inhibitor, including heat stabilizers, light stabilizers, antioxidants, and other additives to prevent degradation.

Benefits of technology

The stabilized composition maintains stability against heat, light, and oxygen, enabling long-term storage and use in various formulations and products, ensuring high purity and effective use in solvents, dispersants, and chemical reactions.

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Abstract

To provide a composition containing an alkoxy-N-substituted propanamide which is highly stable, is used as a solvent for synthesizing polyimide resin, is not subjected to adverse effects from heat, light, oxygen, or the like, enables long-term storage and long-term service, and is usable even under outdoor air, and provide various formulations and products containing the composition.SOLUTION: A composition contains an alkoxy-N-substituted propanamide and at least one degradation inhibitor selected from alcohol-based stabilizers, phenol-based stabilizers, amine-based stabilizers, phosphorus-based stabilizers, sulfur-based stabilizers, hindered stabilizers, hydroquinone-based stabilizers, benzoate-based stabilizers, and natural stabilizers.
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Description

[Technical field]

[0001] The present invention relates to a composition containing an alkoxy-N-substituted propanamide, a solvent for synthesizing polyimides using said composition, and uses thereof. [Background technology]

[0002] Amide solvents dissolve water and various organic and inorganic substances well, have high boiling points and flash points, and are thermally and chemically stable. They are widely used industrially as reaction and purification solvents, cleaning agents, resist strippers, etc. Conventionally, N-methyl-2-pyrrolidone (NMP), dimethylformamide (DMF), and dimethylacetamide (DMAC) are representative amide solvents, but they are prone to cause inflammation when they come into contact with the skin or eyes, and are suspected of being carcinogenic and teratogenic, making them harmful to the human body a problem. Therefore, alkoxy-N-substituted propanamides have recently been attracting attention as solvents that have amide groups, alkyl groups, and ether bonds, have high dissolving power, and are less irritating to the skin, and their manufacturing methods have been actively studied (Patent Documents 1 and 2).

[0003] However, since alkoxy-N-substituted propanamides have an ether bond and an amide bond in their structure, they have the disadvantage that in a natural environment, they slowly turn into peroxides due to the action of oxygen, i.e., so-called autoxidation and hydrolysis, which are caused by light, heat, oxygen, metal ions, moisture, microorganisms, etc., and deterioration due to the combined action of these main factors progresses over time.

[0004] As described above, there is a demand for stabilized alkoxy-N-substituted propanamides that do not deteriorate during long-term storage or use under ambient air, but an effective stabilization method has not yet been known. [Prior art documents] [Patent documents]

[0005] [Patent Document 1] WO2008-102615 publication [Patent Document 2] JP 2013-189411 A Summary of the Invention [Problem to be solved by the invention]

[0006] An object of the present invention is to provide a stabilized alkoxy-N-substituted propanamide composition that is not adversely affected by deterioration factors such as heat, light, and oxygen and is not deteriorated so as to be suitable for long-term storage, long-term use, use in the open air, and the like, and various preparations and products containing the same. [Means for solving the problem]

[0007] Means of the Invention The present inventors have conducted extensive research to solve the above problems and have discovered an alkoxy-N-substituted propanamide composition containing an anti-degradant, thereby completing the present invention.

[0008] That is, the present invention provides (1) A composition containing an alkoxy-N-substituted propanamide represented by general formula (1) and an anti-deterioration agent; [ka] (In the formula, R 1 ~R 3 each independently represents a linear or branched, saturated or unsaturated alkyl group, hydroxyalkyl group, aminoalkyl group, or alkyl ether group having 1 to 18 carbon atoms, or an alicyclic hydrocarbon or aromatic hydrocarbon having 6 to 18 carbon atoms; R 4 represents a hydrogen atom or a methyl group. 2 and R 3 each independently represents a hydrogen atom (except when both are hydrogen atoms), or includes those which, together with the nitrogen atom carrying them, form a saturated 5- to 7-membered ring (including one having an oxygen atom). (2) The composition according to (1) above, wherein the deterioration inhibitor is a heat stabilizer, a light stabilizer, an antioxidant, a pH stabilizer, a coloring inhibitor, an ultraviolet absorber, a dehydrating agent, a preservative, a rust inhibitor, or a metal ion sequestering agent. (3) The composition according to (1) or (2) above, wherein the deterioration inhibitor is one or more deterioration inhibitors selected from the group consisting of alcohol-based stabilizers, phenol-based stabilizers, amine-based stabilizers, phosphorus-based stabilizers, sulfur-based stabilizers, hindered stabilizers, hydroquinone-based stabilizers, benzoate-based stabilizers, and natural stabilizers. (4) The composition according to any one of (1) to (3) above, characterized in that the deterioration inhibitor is contained in an amount of 0.0001 to 20% by weight. (5) The composition according to any one of (1) to (4) above, characterized in that it is a β-alkoxy-N-alkylpropanamide represented by general formula (2) and a β-alkoxy-N,N-dialkylpropanamide. [ka] (In the formula, R 5 is a linear or branched alkyl group having 1 to 18 carbon atoms; R 6 and R 7 each independently represents a hydrogen atom or a linear or branched alkyl group having 1 to 4 carbon atoms (except when both are hydrogen atoms), R 8 represents hydrogen or a methyl group. (6) A solvent containing the composition according to any one of (1) to (5) above, which is used to dissolve resins, paints, inks, adhesives, medicines, agricultural chemicals, fragrances, pigments, dyes, cellulose derivatives, organosilicon polymers, and conductive materials. (7) A diluent containing the composition according to any one of (1) to (5) above, which is used for diluting resins, paints, inks, adhesives, medicines, agricultural chemicals, fragrances, pigments, dyes, cellulose derivatives, organosilicon polymers, and conductive materials. (8) A dispersant containing the composition according to any one of (1) to (5) above, characterized in that the dispersant is used for dispersing resins, paints, inks, adhesives, medicines, pesticides, fragrances, pigments, dyes, cellulose derivatives, organosilicon polymers, conductive materials, and carbon materials. (9) A solvent containing the composition according to any one of (1) to (5) above, which is used in a chemical reaction. (10) A solvent containing the composition according to any one of (1) to (5) above, which is used in analysis by liquid chromatography (HPLC) and / or gel permeation chromatography (GPC). (11) A solvent containing the composition according to any one of (1) to (5) above, which is used as a diluent, extractant, cleaner, stripper, swelling agent, volume reducer, remover, degreaser, penetrant, absorbent, dispersant, or correcting agent for a lithographic printing plate. (12) A solvent containing the composition according to any one of (1) to (5) above, the solvent being used in the production and / or dissolution of a polyimide resin, a polyamide resin, a polyester resin, a polystyrene resin, a polyacrylonitrile resin, a polyvinyl chloride resin, a polyvinylpyrrolidone resin, a polyvinyl acetate resin, a polycarbonate resin, a polyethersulfone resin, a polysulfone resin, a polyether resin, a polyurethane resin, a polyesterimide resin, an epoxy resin, a poly(amide-imide) resin, or a polyvinylidene fluoride resin; (13) A cleaning agent containing the composition according to any one of (1) to (5) above, characterized in that it is used for cleaning manufacturing equipment, manufacturing tools, industrial products, industrial parts, plastic molded products, metal parts, electronic parts, recording device filters, three-dimensional objects, inkjet nozzles, and liquid flow paths of ink cartridges. (14) A release agent containing the composition according to any one of (1) to (5) above, characterized in that it is used for removing an organic coating layer on a surface of a plastic molded product, a support material for a three-dimensional rough object, a resist on a metal thin film, a UV resin, a urethane resin, or an epoxy resin. (15) A liquid crystal alignment treatment agent containing the composition according to any one of (1) to (5) above, which is used for aligning liquid crystal molecules; (16) A nonaqueous electrolyte solution containing the composition according to any one of (1) to (5) above, which is used in the manufacture of a secondary battery. This provides: Effect of the Invention

[0009] The composition containing the alkoxy-N-substituted propanamide and the deterioration inhibitor of the present invention (hereinafter referred to as the alkoxy-N-substituted propanamide composition for short) is not adversely affected by deterioration factors such as heat, light, oxygen, etc., and is stabilized without deterioration for long-term storage, long-term use, and use in the open air. The mechanism of deterioration over time of the alkoxy-N-substituted propanamide, which is the main component of the composition, is unknown, but the present inventors believe that it is due to the combined action of influencing factors such as heat, light, oxygen, metal ions, water, and microorganisms. By coexisting with a specific deterioration inhibitor, the composition of the present invention is highly stable against deterioration factors such as heat, light, and oxygen, and can be used for long-term storage and various preparations and products, not only for high-purity products (purity of 99% or more) but also for industrial grade alkoxy-N-substituted propanamide (purity of 95% or more and less than 99%). DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0010] The present invention will now be described in detail. The composition of the present invention comprises an alkoxy-N-substituted propanamide and an anti-degradation agent. The alkoxy-N-substituted propanamide is represented by the general formula (1) (wherein R 1 ~R 3 each independently represents a linear or branched, saturated or unsaturated alkyl group, hydroxyalkyl group, aminoalkyl group, or alkyl ether group having 1 to 18 carbon atoms, or an alicyclic hydrocarbon or aromatic hydrocarbon having 6 to 18 carbon atoms; R 4 represents a hydrogen atom or a methyl group. 2 and R 3are each independently a hydrogen atom (except when both are hydrogen atoms), or, together with the nitrogen atom carrying them, a saturated 5- to 7-membered ring (including one having an oxygen atom), and are β-alkoxy-N-substituted propanamide and β-alkoxy-N,N-disubstituted propanamide. [ka]

[0011] β-Alkoxy-N-substituted propanamides and β-alkoxy-N,N-disubstituted propanamides are R 1 , R 2 and R 3 A specific example of a compound is β-methoxy-N-methylpropanamide (R 1 and R 2 is a methyl group, R 3 is a hydrogen atom), β-methoxy-N,N-dimethylpropanamide (R 1 , R 2 and R 3 where R is all methyl groups), β-butoxy-N,N-dimethylpropanamide (R 1 is a butyl group, R 2 and R 3 where R is a methyl group), β-lauroxy-N,N-dimethylpropanamide (R 1 is a lauryl group, R 2 and R 3 where R is a methyl group), β-stearoxy-N-hydroxyethylpropanamide (R 1 is a stearyl group, R 2 is a hydrogen atom, R 3 is a hydroxyethyl group), β-phenyloxy-N,N-methylethylpropanamide (R 1 is a phenyl group, R 2 is a methyl group, R 3 where R is an ethyl group), β-isooctyloxy-N-dimethylaminopropylpropanamide (R 1 is an isooctyl group, R 2 is a hydrogen atom, R 3is a dimethylaminopropyl group), β-cyclohexyloxy-N,N-methyloleylpropanamide (R 1 is a cyclohexyl group, R 2 is a methyl group, R 3 is an oleyl group). These compounds may be used alone or in combination of two or more.

[0012] In addition, β-alkoxy-N-substituted propanamides and β-alkoxy-N,N-disubstituted propanamides can be represented by the general formula (2) (wherein R 5 is a linear or branched alkyl group having 1 to 18 carbon atoms; R 6 and R 7 each independently represents a linear or branched alkyl group having 1 to 4 carbon atoms (except when both are hydrogen atoms), R 8 represents hydrogen or a methyl group.) is preferred because it is easy to obtain inexpensive industrial raw materials and can be industrially produced in high yields due to a structure with low steric hindrance. Furthermore, β-methoxy-N,N-dimethylpropanamide and β-butoxy-N,N-dimethylpropanamide are particularly preferred because they are highly safe for workers and the environment and are generally handled as industrial products. [ka]

[0013] The deterioration inhibitor used in the present invention can be used without any particular limitation as long as it can prevent or suppress the deterioration of the alkoxy-N-substituted propanamide over time. Specific examples include heat stabilizers, light stabilizers, antioxidants, pH stabilizers, coloring inhibitors, ultraviolet absorbers, dehydrating and drying agents, preservatives, rust inhibitors, and metal ion sequestering agents. These deterioration inhibitors may be used alone or in combination of two or more. In addition, the function of these deterioration inhibitors may change under different environments or conditions of use, and they may sometimes act as heat stabilizers, sometimes as antioxidants, light stabilizers, etc., and one type of compound may simultaneously act as multiple functions, and can be used as a variety of deterioration inhibitors. Furthermore, it is preferable to use different deterioration inhibitors in combination because of the synergistic effect of the different deterioration inhibitors.

[0014] The heat stabilizer used in the present invention is any additive capable of improving the thermal stability of the alkoxy-N-substituted propanamide. The boiling points of alkoxy-N-substituted propanamides at normal pressure vary depending on the structure. For example, the boiling point of β-methoxy-N,N-dimethylpropanamide is 216°C, that of β-butoxy-N,N-dimethylpropanamide is 252°C, that of β-hexaloxy-N,N-dimethylpropanamide is estimated to be 270°C (measured value: 120°C / 1 torr), that of β-octyloxy-N,N-dimethylpropanamide is estimated to be 296°C (measured value: 146°C / 1 torr), and that of β-lauroxy-N,N-dimethylpropanamide is estimated to be 360°C (measured value: 170°C / 1 torr). These alkoxy-N-substituted propanamides can be used at high temperatures as a high-boiling point solvent, cleaning agent, stripping agent, etc., but it is preferable to add a heat stabilizer in order to use them stably for long periods of time in a high-temperature environment of about 200°C.

[0015] Examples of heat stabilizers include phosphites, thioethers, hindered phenols, phenols, aromatic amines, aminophenols, metal salts of organic acids such as fatty acids, aromatic carboxylic acids, and amino acids, and N-heterocyclic compounds in which the nitrogen atom of the nitroxy radical forms part of a ring. These heat stabilizers may be used alone or in combination of two or more.

[0016] Phosphite compounds used as heat stabilizers include tris(2,4-di-t-butylphenyl)phosphite, bis(2,4-di-t-butylphenyl)pentaerythritol diphosphite, bis[2,4-bis(1,1-dimethylethyl)-6-methylphenyl]ethyl ester phosphorous acid, tetrakis(2,4-di-t-butylphenyl)[1,1-biphenyl]-4,4'-diyl bisphosphonite, bis(nonylphenyl)pentaerythritol diphosphite, bisstearylpentaerythritol diphosphite, bis(2,6-di-t-butyl-4-methylphenyl)pentaerythritol diphosphite, 2,2'-methylenebis(4,6-di-t-butyl-1-phenyloxy)(2-ethylhexyl) ethylhexyloxy) phosphorus, tetra(tridecyl)-4,4'-butylidene-bis(2-t-butyl-5-methylphenyl) diphosphite, hexatridecyl-1,1,3-tris(3-t-butyl-6-methyl-4-oxyphenyl)-3-methylpropane triphosphite, mono(dinonylphenyl)mono-p-nonylphenyl phosphite, tris(mononylphenyl) phosphite, tetraalkyl(C=12-16)-4,4'-isopropylidene-(bisphenyl) diphosphite, mono- or diphenyl mono- or dialkyl (or alkoxyalkyl, C=8-13) phosphorous acid, diphenyl isodecyl phosphite, trisdecyl phosphite and triphenyl phosphite, etc. These phosphite compounds may be used alone as a heat stabilizer, or two or more may be used in combination. The content of the phosphite compound as a heat stabilizer is preferably from 0.001 to 10% by weight, and more preferably from 0.01 to 5% by weight, based on the total amount of the composition.

[0017] Examples of the thioether-based compound used as a heat stabilizer include dilauryl-3,3'-thiodipropionate, dimyristyl-3,3'-thiodipropionate, distearyl-3,3'-thiodipropionate, pentaerythritol tetrakis (3-lauryl thiopropionate), ditridecyl-3,3'-thiodipropionate, and 2-mercaptobenzimidazole. These thioether-based compounds may be used alone as a heat stabilizer, or two or more of them may be used in combination. The content of the thioether-based compound as a heat stabilizer is preferably 0.001 to 10% by weight, more preferably 0.01 to 5% by weight, based on the total amount of the composition.

[0018] The hindered phenolic compounds used as heat stabilizers are 1,6-hexanediol-bis[3-(3,5-di-t-butyl-4-hydroxyphenyl)propionate], triethylene glycol-bis[3-(3-t-butyl-5-methyl-4-hydroxyphenyl)propionate], glycerin tris[3-(3,5-di-t-butyl-4-hydroxyphenyl)propionate], pentaerythritol tetrakis[3-(3,5-di-t-butyl-4-hydroxyphenyl)propionate], octadecyl-3- (3,5-di-t-butyl-4-hydroxyphenyl)propionate, thiodiethylene bis[3-(3,5-di-t-butyl-4-hydroxyphenyl)propionate], N,N'-hexane-1,6-diylbis[3-(3,5-di-t-butyl-4-hydroxyphenyl)propionamide], 2,4-dimethyl-6-(1-methylpentadecyl)phenol, diethyl[[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]methyl]phosphonate, calcium diethylbis[[3,5-bis(1,1-di methylethyl)-4-hydroxyphenyl]methyl]phosphonate, 3,3',3”,5,5',5”-hexa-t-butyl-a,a',a”-(mesitylene-2,4,6-triyl)tri-p-cresol, 4,6-bis(octylthiomethyl)-o-cresol, ethylene bis(oxyethylene) bis[3-(5-t-butyl-4-hydroxy-m-tolyl)propionate], hexamethylene bis[3-(3,5-di-t-butyl-4-hydroxyphenyl)propionate], 1,3,5-tris(3,5-di-t-butyl -4-hydroxybenzyl)-1,3,5-triazine-2,4,6(1H,3H,5H)-trione, 1,3,5-tris[(4-t-butyl-3-hydroxy-2,6-xylyl)methyl]-1,3,5-triazine-2,4,6(1H,3H,5H)-trione, and 2,6-di-t-butyl-4-(4,6-bis(octylthio)-1,3,5-triazin-2-ylamino)phenol. These hindered phenol compounds may be used alone or in combination as a heat stabilizer.The content of the hindered phenol compound as a heat stabilizer is preferably from 0.001 to 10% by weight, and more preferably from 0.01 to 5% by weight, based on the total amount of the composition.

[0019] N-heterocyclic compounds in which the nitrogen atom of the nitroxy radical used as a thermal stabilizer forms part of a ring also have a stabilizing effect against peroxides generated by autoxidation of alkoxy-N-substituted propanamides, and therefore are preferably added as deterioration inhibitors for alkoxy-N-substituted propanamides. Specifically, 2,2,6,6-tetramethyl-1-piperidinyloxy, 4-hydroxy-2,2,6,6-tetramethyl-1-piperidinyloxy, 4-methoxy-2,2,6,6-tetramethyl-1-piperidinyloxy, 4-oxo-2,2,6,6-tetramethyl-1-piperidinyloxy, 2,2,5,5-tetramethyl-1-piperidinyloxy, bis(1-oxyl-2,2,6,6,-tetramethylpiperidin-4-yl)sebacate, 2,2,6,6-tetramethyl-4-hydroxypiperidine-1-oxyl monophosphate, 3-carboxy-2,2,5,5-tetramethylpyrrolidinyloxy, etc. These N-heterocyclic compounds may be used alone as a heat stabilizer, or two or more may be used in combination. The content of the N-heterocyclic compound as a heat stabilizer is preferably from 0.001 to 10% by weight, and more preferably from 0.01 to 5% by weight, based on the total amount of the composition.

[0020] The antioxidant used in the present invention is any additive capable of improving the stability of alkoxy-N-substituted propanamide against oxygen. Examples include phenol-based, phosphorus-based, thioester-based, hydroxylamine compounds, and hindered amine compounds. These antioxidants can also be used as heat stabilizers or light stabilizers depending on the conditions of use. The antioxidants may be used alone or in combination of two or more types. Furthermore, the function of these deterioration inhibitors may change under different environments or conditions of use, and they may sometimes act as heat stabilizers, sometimes as antioxidants, and sometimes as light stabilizers, and one compound may be used as a multifunctional deterioration inhibitor.

[0021] Specific examples of the phenol-based antioxidant include tetrakis[3-(3,5-di-t-butyl-4-hydroxyphenyl)propionyloxymethyl]methane, 2,6-di-t-butyl-4-methylphenol, 2,6-di-t-butyl-4-ethylphenol, 2-t-butyl-4,6-dimethylphenol, styrenated phenol, 2,2'methylenebis(4-ethyl-6-t-butylphenol), 2,2'-thiobis-(6-t-butyl-4-methylphenol), 2,2'-thiodiethylenebis[3-(3,5-di-t-butyl-4-hydroxyphenyl)propionyloxymethyl]methane, phenyl)propionate], 2-methyl-4,6-bis(octylsulfanylmethyl)phenol, 2,2'-isobutylidenebis(4,6-dimethylphenol), iso-octyl-3-(3,5-di-t-butyl-4-hydroxyphenyl)propionate, N,N'-hexane-1,6-diylbis[3-(3,5-di-t-butyl-4-hydroxyphenyl)propionamide, 2,2'-oxamido-bis[ethyl-3-(3,5-di-t-butyl-4-hydroxyphenyl)propionate], 2-ethylhexyl-3-(3',5'-di- t-Butyl-4'-hydroxyphenyl)propionate, 2,2'-ethylenebis(4,6-di-t-butylphenol), 3,5-bis(1,1-dimethylethyl)-4-hydroxy-benzenepropanoic acid and C13-15 alkyl ester, 2,5-di-t-amylhydroquinone, hindered phenol polymer (AO.OH998, product name, manufactured by Adeka Palmaromar), 2,2'-methylenebis[6-(1-methylcyclohexyl)-p-cresol], 2-t-butyl-6-(3-t-butyl-2-hydroxy-5-methylbenzyl)-4-methylene phenyl acrylate, 2-[1-(2-hydroxy-3,5-di-t-pentylphenyl)ethyl]-4,6-di-t-pentylphenyl acrylate, 6-[3-(3-t-butyl-4-hydroxy-5-methyl)propoxy]-2,4,8,10-tetra-t-butylbenz[d,f][1,3,2]-dioxyphosphobin, hexamethylene bis[3-(3,5-di-t-butyl-4-hydroxyphenyl)propionate, bis[monoethyl(3,5-di-t-butyl-4-hydroxybenzyl)phosphonate calcium salt, 5,7-bis(1,1-Dimethylethyl)-3-hydroxy-2(3H)-benzofuranone and o-xylene reaction products, 2,6-di-t-butyl-4-(4,6-bis(octylthio)-1,3,5-triazin-2-ylamino)phenol, DL-α-tocopherol (vitamin E), 2,6-bis(α-methylbenzyl)-4-methylphenol, bis[3,3-bis-(4'-hydroxy-3'-t-butyl-phenyl)butanoic acid] glycol ester, 2,6-di-t-butyl-p-cresol, 2,6-diphenyl-4-octadecyloxyphenoxy , stearyl (3,5-di-t-butyl-4-hydroxyphenyl) propionate, distearyl (3,5-di-t-butyl-4-hydroxybenzyl) phosphonate, tridecyl-3,5-di-t-butyl-4-hydroxybenzyl thioacetate, thiodiethylene bis[(3,5-di-t-butyl-4-hydroxyphenyl)propionate], 4,4'-thiobis(6-t-butyl-m-cresol), 2-octylthio-4,6-di(3,5-di-t-butyl-4-hydroxyphenoxy)-s-triazine, 2,2'-methyl- ethylene bis(4-methyl-6-t-butylphenol), bis[3,3-bis(4-hydroxy-3-t-butylphenyl)butyric acid] glycol ester, 4,4'-butylidenebis(2,6-di-t-butylphenol), 4,4'-butylidenebis(6-t-butyl-3-methylphenol), 2,2'-ethylidenebis(4,6-di-t-butylphenol), 1,1,3-tris(2-methyl-4-hydroxy-5-t-butylphenyl)butane, bis[2-t-butyl-4-methyl-6-(2-hydroxy-3-t- butyl-5-methylbenzyl)phenyl] terephthalate, 1,3,5-tris(2,6-dimethyl-3-hydroxy-4-t-butylbenzyl) isocyanurate, 1,3,5-tris(3,5-di-t-butyl-4-hydroxybenzyl) isocyanurate, 1,3,5-tris(3,5-di-t-butyl-4-hydroxybenzyl)-2,4,6-trimethylbenzene, 1,3,5-tris[(3,5-di-t-butyl-4-hydroxyphenyl)propionyloxyethyl] isocyanurate, tetrakis[methylene-3-(3',5'-di-t-butyl-4'-hydroxyphenyl)propionate]methane, 2-t-butyl-4-methyl-6-(2-acryloyloxy-3-t-butyl-5-methylbenzyl)phenol, 3,9-bis[2-(3-t-butyl-4-hydroxy-5-methylhydrocinnamoyloxy)-1,1-dimethylethyl]-2,4,8,10-tetraoxaspiro[5.5]undecane, triethylene glycol bis[β-(3-t-butyl-4-hydroxy-5-methylphenyl)propionate]. These phenolic antioxidants may be used alone or in combination of two or more. The content of the phenolic antioxidant is preferably 0.001 to 5% by weight, more preferably 0.01 to 2% by weight, based on the total amount of the composition.

[0022] The phosphorus-based antioxidant may have the same structure as the phosphite-based compound used as the heat stabilizer, or may have a different structure. Specifically, triphenyl phosphite, diisooctyl phosphite, heptakis(dipropylene glycol) triphosphite, triisodecyl phosphite, diphenyl isooctyl phosphite, diisooctyloctylphenyl phosphite, diphenyl tridecyl phosphite, triisooctyl phosphite, trilauryl phosphite, diphenyl phosphite, tris(dipropylene glycol) phosphite, diisodecyl pentaerythritol diphosphite, dioleylhydrogen Phosphite, trilauryl trithiophosphite, bis(tridecyl)phosphite, tris(isodecyl)phosphite, tris(tridecyl)phosphite, diphenyldecylphosphite, dinonylphenylbis(nonylphenyl)phosphite, poly(dipropylene glycol)phenylphosphite, tetraphenyldipropyl glycol diphosphite, trisnonylphenylphosphite, tris(2,4-di-t-butylphenyl)phosphite, tris(2,4-di-t-butyl-5- methylphenyl) phosphite, tris[2-t-butyl-4-(3-t-butyl-4-hydroxy-5-methylphenylthio)-5-methylphenyl] phosphite, tridecyl phosphite, octyl diphenyl phosphite, di(decyl) monophenyl phosphite, distearyl pentaerythritol diphosphite, mixture of distearyl pentaerythritol and calcium stearate, alkyl (C10) bisphenol A phosphite, di(tridecyl) pentaerythritol diphosphite di(nonylphenyl)pentaerythritol diphosphite, bis(2,4-di-t-butylphenyl)pentaerythritol diphosphite, bis(2,6-di-t-butyl-4-methylphenyl)pentaerythritol diphosphite, bis(2,4,6-tri-t-butylphenyl)pentaerythritol diphosphite, bis(2,4-dicumylphenyl)pentaerythritol diphosphite, tetraphenyl-tetra(tridecyl)pentaerythritol tetraphosphite, bis(2,4-di-t-butyl-6-methylphenyl)ethyl phosphite, tetra(tridecyl)isopropylidenediphenol diphosphite, tetra(tridecyl)-4,4'-n-butylidenebis(2-t-butyl-5-methylphenol)diphosphite, hexa(tridecyl)-1,1,3-tris(2-methyl-4-hydroxy-5-t-butylphenyl)butane triphosphite, tetrakis(2,4-di-t-butyl phenyl) biphenylene diphosphonite, 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide, (1-methyl-1-propanyl-3-ylidene) tris(2-1,1-dimethylethyl)-5-methyl-4,1-phenylene) hexatridecyl phosphite, 2,2'-methylenebis(4,6-t-butylphenyl)-2-ethylhexyl phosphite, 2,2'-methylenebis(4,6-di -t-butylphenyl)-octadecyl phosphite, 2,2'-ethylidenebis(4,6-di-t-butylphenyl)fluorophosphite, 4,4'-butylidenebis(3-methyl-6-t-butylphenylditridecyl)phosphite, tris(2-[(2,4,8,10-tetrakis-t-butyldibenzo[d,f][1,3,2]dioxaphosphepin-6-yl)oxy]ethyl)amine, 3,9-bis(4-nonyl) Examples of the phosphorus-based antioxidant include 2,4,6-tri-t-butylphenyl-2-butyl-2-ethyl-1,3-propanediol phosphite, poly 4,4'-isopropylidenediphenol C12-15 alcohol phosphite, and phosphite of 2-ethyl-2-butylpropylene glycol and 2,4,6-tri-t-butylphenol. These phosphorus-based antioxidants may be used alone or in combination of two or more. The content of the phosphorus-based antioxidant is preferably 0.001 to 5% by weight, more preferably 0.01 to 2% by weight, based on the total amount of the composition.

[0023] Thioester antioxidants are preferred because they can improve the stability of alkoxy-N-substituted propanamides against oxygen and also greatly improve their heat resistance.Specific examples of such antioxidants include tetrakis[methylene-3-(laurylthio)propionate]methane, bis(methyl-4-[3-n-alkyl(C12 / C14)thiopropionyloxy]5-t-butylphenyl)sulfide, ditridecyl-3,3'-thiodipropionate, dilauryl-3,3'-thiodipropionate, dimyristyl-3,3'-thiodipropionate, distearyl-3,3'-thiodipropionate, lauryl / stearyl thiodipropionate, 4,4'-thiobis(6-t-butyl-m-cresol), 2,2'-thiobis(6-t-butyl-p-cresol), and distearyl disulfide. These thioester antioxidants may be used alone or in combination of two or more. The content of the thioester antioxidant is preferably 0.001 to 5 wt %, more preferably 0.01 to 2 wt %, based on the total amount of the composition.

[0024] The ultraviolet absorber used in the present invention is an additive that can absorb ultraviolet energy by benzophenone, benzotriazole, 2,4,6-triaryltriazine and cyanoacrylate compounds, convert it into energy such as heat, and improve the stability of alkoxy-N-substituted propanamide against ultraviolet light. Specifically, 2-hydroxybenzophenones such as 2,4-dihydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-octoxybenzophenone, and 5,5'-methylenebis(2-hydroxy-4-methoxybenzophenone), 2-(2-hydroxy-5-methylphenyl)benzotriazole, 2-(2-hydroxy-5-tert-octylphenyl)benzotriazole, 2-(2-hydroxy-3,5-ditert-butylphenyl)-5-chlorobenzotriazole, 2-(2-hydroxy-3-tert-butyl-5-methylphenyl)-5-chlorobenzotriazole, 2-(2-hydroxy-3,5-dicumylphenyl)benzotriazole, 2,2'-Methylenebis(4-tert-octyl-6-benzotriazolylphenol), polyethylene glycol ester of 2-(2-hydroxy-3-tert-butyl-5-carboxyphenyl)benzotriazole, 2-[2-hydroxy-3-(2-acryloyloxyethyl)-5-methylphenyl]benzotriazole, 2-[2-hydroxy-3-(2-methacryloyloxyethyl)-5-tert-butylphenyl]benzotriazole, 2-[2-hydroxy-3-(2-methacryloyloxyethyl)-5-tert-octylphenyl]benzotriazo 2-[2-hydroxy-3-(2-methacryloyloxyethyl)-5-tert-butylphenyl]-5-chlorobenzotriazole, 2-[2-hydroxy-5-(2-methacryloyloxyethyl)phenyl]benzotriazole, 2-[2-hydroxy-3-tert-butyl-5-(2-methacryloyloxyethyl)phenyl]benzotriazole, 2-[2-hydroxy-3-tert-amyl-5-(2-methacryloyloxyethyl)phenyl]benzotriazole, 2-[2-hydroxy-3-tert-butyl-5-(3-methacryloyloxypropyl)phenyl]benzotriazole, 2-(2-hydroxyphenyl)benzotriazoles such as 2-[2-hydroxy-4-(2-methacryloyloxymethyl)phenyl]benzotriazole, 2-[2-hydroxy-4-(3-methacryloyloxy-2-hydroxypropyl)phenyl]benzotriazole, and 2-[2-hydroxy-4-(3-methacryloyloxypropyl)phenyl]benzotriazole; 2-(2-hydroxyphenyl)benzotriazoles such as 2-(2-hydroxy-4-methoxyphenyl)-4,6-diphenyl-1,3,5-triazine; 2-(2-hydroxyphenyl)benzotriazoles such as 2-(2-hydroxyphenyl)benzotriazole, ... 2-(2-hydroxy-4-hexyloxyphenyl)-4,6-diphenyl-1,3,5-triazine, 2-(2-hydroxy-4-octoxyphenyl)-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine, 2-[2-hydroxy-4-(3-C12-13 mixed alkoxy-2-hydroxypropoxy)phenyl]-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine, 2-[2-hydroxy-4-(2-acryloyloxyethoxy)phenyl]-4,6-bis(4-methylphenyl)-1,3,5-triazine, 2-(2,2-(2-hydroxyphenyl)-4,6-diaryl-1,3,5-triazines such as 4-dihydroxy-3-allylphenyl)-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine and 2,4,6-tris(2-hydroxy-3-methyl-4-hexyloxyphenyl)-1,3,5-triazine, phenyl salicylate, resorcinol monobenzoate, 2,4-di-tert-butylphenyl-3,5-di-tert-butyl-4-hydroxybenzoate, octyl (3,5-di-tert-butyl-4-hydroxy)benzoate, dodecyl (3,5-di-tert-butyl-4-hydroxy)benzoate, tetradecyl (3,5-di-tert-butyl-4 -hydroxy)benzoates such as hexadecyl (3,5-di-tert-butyl-4-hydroxy)benzoate, octadecyl (3,5-di-tert-butyl-4-hydroxy)benzoate, behenyl (3,5-di-tert-butyl-4-hydroxy)benzoate, substituted oxanilides such as 2-ethyl-2'-ethoxyoxanilide and 2-ethoxy-4'-dodecyloxanilide, cyanoacrylates such as ethyl-α-cyano-β,β-diphenylacrylate and methyl-2-cyano-3-methyl-3-(p-methoxyphenyl)acrylate, various metal salts or metal chelates, particularly nickel and chromium salts or chelates, etc. Furthermore, these ultraviolet absorbents may be used alone or in combination of two or more kinds. The content of the ultraviolet absorber is preferably 0.001 to 10% by weight, more preferably 0.01 to 5% by weight, based on the total amount of the composition.

[0025] The light stabilizer used in the present invention is an additive capable of preventing the oxidative deterioration of the alkoxy-N-substituted propanamide caused by light. Specifically, a general-purpose high molecular weight type, medium molecular weight type, low molecular weight type, or reactive type hindered amine-based light stabilizer is preferably used, such as 2,2,6,6-tetramethyl-4-piperidyl stearate, 1,2,2,6,6-pentamethyl-4-piperidyl stearate, 2,2,6,6-tetramethyl-4-piperidyl benzoate, bis(2,2,6,6-tetramethyl-4-piperidyl)sebacate, tetrakis(2,2,6,6-tetramethyl-4-piperidyl)-1,2,3,4-butanetetracarboxylate ... Bis(1,2,2,6,6-pentamethyl-4-piperidyl)-1,2,3,4-butanetetracarboxylate, bis(2,2,6,6-tetramethyl-4-piperidyl)di(tridecyl)-1,2,3,4-butanetetracarboxylate, bis(1,2,2,6,6-pentamethyl-4-piperidyl)di(tridecyl)-1,2,3,4-butanetetracarboxylate, bis(1,2,2,4,4-pentamethyl-4-piperidyl)-2-butyl-2-(3,5-ditert-butyl-4-hydroxybenzyl)malonate, 1-(2-hydroxyethyl)-2,2,6,6-tetramethyl-4-piperidinol / diethyl succinate polycondensate, 1,6-bis(2,2,6,6-tetramethyl-4-piperidylamino)hexane / 2,4-dichloro-6-morpholino-s-triazine polycondensate, 1,6-bis(2,2,6,6-tetramethyl-4-piperidylamino)hexane / 2,4-dichloro-6-tert-octylamino-s-triazine polycondensate, 1,5,8,12-tetrakis[2,4-bis(N-butyl-N-(2,2,6,6-tetramethyl- 1,5,8,12-tetrakis[2,4-bis(N-butyl-N-(1,2,2,6,6-pentamethyl-4-piperidyl)amino)-s-triazin-6-yl]-1,5,8,12-tetraazadodecane, 1,5,8,12-tetrakis[2,4-bis(N-butyl-N-(1,2,2,6,6-tetramethyl-4-piperidyl)amino)-s-triazin-6-yl]-1,5,8-12-tetraazadodecane, 1,6,11-tris[2,4-bis(N-butyl-N-(2,2,6,6-tetramethyl-4-piperidyl)amino)-s-triazin-6-yl]aminoundecane, 1,6,11-tris[2,Examples of the light stabilizer include 4-bis(N-butyl-N-(1,2,2,6,6-pentamethyl-4-piperidyl)amino)-s-triazin-6-yl]aminoundecane, bis{4-(1-octyloxy-2,2,6,6-tetramethyl)piperidyl}decanedionate, and bis{4-(2,2,6,6-tetramethyl-1-undecyloxy)piperidyl)carbonate. These light stabilizers may be used alone or in combination of two or more. The content of the light stabilizer is preferably 0.001 to 10% by weight, more preferably 0.01 to 5% by weight, based on the total amount of the composition.

[0026] The pH stabilizer used in the present invention is an additive that can ensure the pH stability of the alkoxy-N-substituted propanamide during long-term use. For example, when the alkoxy-N-substituted propanamide is used, it is preferable to maintain the pH at 6 to 10, and more preferably to maintain the pH at 7 to 9. A pH adjuster or a pH buffer can be suitably used, and specific examples thereof include citric acid and its salts, phosphoric acid and its salts, carbonic acid and its salts, tartaric acid and its salts, fumaric acid and its salts, acetic acid and its salts, amino acids and their salts, succinic acid and its salts, and lactic acid and its salts. These pH stabilizers may be used alone or in combination of two or more. The content of the coloring inhibitor is preferably 0.001 to 10% by weight, more preferably 0.01 to 5% by weight, based on the total amount of the composition.

[0027] The coloring inhibitor used in the present invention is an additive that can prevent coloring caused by external air, light, and heat when the alkoxy-N-substituted propanamide is used as a solvent, diluent, dispersant, etc., and specifically includes triphenylphosphine, 1,1,3,3-tetramethyldisilazane, 1,1,1,3,3,3-hexamethyldisilazane hydroquinone, methoxyphenol, tertiary butyl catechol, hydroquinone, methylhydroquinone, phenothiazine, diphenylamine, phenylhydrazine, benzophenylhydrazone, diacetylhydrazine, etc. In addition, these coloring inhibitors may be used alone or in combination of two or more kinds. The content of the coloring inhibitor is preferably 0.001 to 5% by weight, more preferably 0.01 to 2% by weight, based on the total amount of the composition.

[0028] The dehydrating drying agent used in the present invention is an additive that can be used to reduce the moisture contained in the alkoxy-N-substituted propanamide or the moisture that has invaded from the outside, that is, for the purpose of drying, and specifically includes molecular sieve 3A, molecular sieve 4A, molecular sieve 5A, molecular sieve 13X, calcium chloride, magnesium sulfate, sodium sulfate, potassium carbonate, calcium sulfate (Drilite), etc. In addition, these drying agents may be used alone or in combination of two or more types. The content of the drying agent is preferably 0.1 to 20% by weight, more preferably 0.5 to 10% by weight, based on the total amount of the composition.

[0029] The preservative used in the present invention is an additive that can be used for the purpose of preventing the invasion, growth, and proliferation of microorganisms in the alkoxy-N-substituted propanamide, and specific examples thereof include sorbic acid, potassium sorbate, benzalkonium chloride, benzethonium chloride, methyl paraoxybenzoate, propyl paraoxybenzoate, chlorobutanol, sulfamethoxazole, sodium pyrithione, zinc pyrithione, copper pyrithione, 2-mercaptopyridine-1-oxide, bis(1-oxy-2-pyridyl)disulfide, 2,2-dibromo-2-nitroethanol, 2-bromo-2-nitropropanediol-(1,3), 4,5-dichloro-2-octylisothiazolin-3-one, 2-octyl-4-isothiazolin-3-one, lauryltrimethylammonium chloride, cetyltrimethylammonium chloride, stearyltrimethylammonium chloride, dioctyldimethylammonium chloride, didecyldimethylammonium chloride, and distearyldimethylammonium chloride. These preservatives may be used alone or in combination of two or more kinds. The content of the preservative is preferably 0.001 to 10% by weight, more preferably 0.01 to 5% by weight, based on the total amount of the composition.

[0030] The rust inhibitor used in the present invention is an additive that can be used for the purpose of preventing corrosion caused by impurities in the alkoxy-N-substituted propanamide or the alkoxy-N-substituted propanamide, and specifically includes nitrite, molybdate, tungstate, t-butylbenzoate, azelaate, 1-hydroxybenzotriazole salt, benzotriazole, tolyltriazole, 2-mercaptobenzothiazole sodium molybdate, potassium molybdate, lithium molybdate, calcium molybdate, and ammonium molybdate. These rust inhibitors may be used alone or in combination of two or more. The content of the rust inhibitor is preferably 0.001 to 10% by weight, more preferably 0.01 to 5% by weight, based on the total amount of the composition.

[0031] The sequestering agent used in the present invention is used to suppress the influence of trace amounts of metal ions contained in the alkoxy-N-substituted propanamide or metal ions mixed in from the outside. Specific examples include aminocarboxylic acid substances such as ethylenediaminetetraacetic acid, diethylenetriaminepentaacetic acid, N-hydroxyethylethylenediaminetriacetic acid, ethylenediaminetetrapropionic acid, triethylenetetraminehexaacetic acid, ethyleneglycoldietherdiaminetetraacetic acid, and cyclohexane-1,2-diaminetetraacetic acid, oxycarboxylic acids such as glycolic acid, diglycolic acid, lactic acid, tartaric acid, carboxymethyltartaric acid, citric acid, malic acid, and gluconic acid, carboxylic acid substances such as acetic acid, monochloroacetic acid, oxalic acid, succinic acid, carboxymethylsuccinic acid, and carboxymethyloxysuccinic acid, pyrophosphoric acid, tripolyphosphoric acid, hexametaphosphoric acid, and zeolite. In addition, these sequestering agents may be used alone or in combination of two or more. The content of the sequestering agent is preferably from 0.001 to 10% by weight, more preferably from 0.01 to 5% by weight, based on the total amount of the composition.

[0032] The deterioration inhibitor used in the present invention may be one type or two or more types may be mixed together depending on the application of the composition. In particular, different types of deterioration inhibitors are preferred because a synergistic effect can be expected by mixing them. The total content of the deterioration inhibitor used in the present invention varies depending on the chemical structure and purity of the alkoxy-N-substituted propanamide, which is the main component of the composition, and the application field, but is preferably 0.0001 to 20% by weight based on the entire composition of the present invention. When the content of the deterioration inhibitor is 0.0001% by weight or more, the deterioration of the alkoxy-N-substituted propanamide over time can be sufficiently prevented or suppressed, and when the content of the deterioration inhibitor is 20% by weight or less, there is no risk of adversely affecting various properties of the alkoxy-N-substituted propanamide, such as its solubility as a solvent, its dispersibility as a dispersant, its removability as a stripping agent, and its cleanability as a cleaning agent. In addition, the content of the deterioration inhibitor is more preferably 0.001% to 10% by weight, and most preferably 0.005% to 5% by weight.

[0033] The composition of the present invention has excellent solubility, wettability, permeability, swelling, peelability, and dispersibility in various compounds, resins, etc., and can be suitably used as a solvent used in various materials and fields, a diluent or dispersant, a solvent used in chemical reactions, a solvent used in chromatographic analysis, a solvent used as a diluent or extractant, a solvent used in the manufacture and dissolution of various resins, a cleaning agent used in various chemical industries such as metal surfaces, equipment, and resin parts, a peeling agent used for resists or three-dimensional objects, a liquid crystal alignment treatment agent used in the alignment treatment of liquid crystal molecules, a non-aqueous electrolyte used in the manufacture of secondary batteries, etc. In addition, the composition of the present invention can be used alone or with various additives such as organic solvents such as alcohols and amines, evaporation control agents, thickeners, surfactants, and surface conditioners.

[0034] The amount of the composition of the present invention required varies depending on the application and method of use, but it is preferably 5% by weight or more, more preferably 10% by weight or more, and most preferably 20% by weight or more. For example, when used as a dispersant, the content of the composition of the present invention is 5 to 100% by weight, when used as a solvent, the content of the composition of the present invention is 10 to 100% by weight, and when used as a stripping agent, the content of the composition of the present invention is 20 to 100% by weight, etc.

[0035] The composition of the present invention can be used in combination with water or a general-purpose organic solvent depending on the application. The combination may be used after mixing the composition of the present invention with water or an organic solvent in an appropriate ratio in advance, or may be used by adding the composition to a mixture prepared with water or an organic solvent, or the reverse procedure. General-purpose organic solvents include polar solvents and non-polar solvents, and polar solvents include water-soluble and water-insoluble solvents. The composition of the present invention can be mixed with water or a general-purpose organic solvent in any ratio depending on the application. Examples of general-purpose organic solvents that can be used in combination with the composition of the present invention include alcohols, polyhydric alcohols, lower alkyl ethers of polyhydric alcohols, ketones, ethers, esters, nitrogen-containing compounds, etc. In addition, these general-purpose organic solvents may be used alone or in combination of two or more.

[0036] Specific examples of the alcohols include methanol, ethanol, n-propanol, n-butanol, n-pentanol, n-hexanol, n-heptanol, n-octanol, n-nonyl alcohol, n-decanol, or isomers thereof, cyclopentanol, cyclohexanol, etc., and preferred are alcohols in which the alkyl group has 1 to 6 carbon atoms.

[0037] Specific examples of the polyhydric alcohols include ethylene glycol, propylene glycol, 1,3-butylene glycol, 1,4-butylene glycol, 1,2-pentanediol, 1,5-pentanediol, neopentyl glycol, 1,2-hexanediol, 2-ethyl-1,3-hexanediol, 1,6-hexanediol, 1,2-cyclohexanediol, 1,7-heptanediol, 1,8-octanediol, 1,9-nonanediol, 1,10-decanediol, glycerin, pentaerythritol, diethylene glycol, dipropylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, polypropylene glycol, and thiodiglycol.

[0038] Specific examples of the lower alkyl ethers of the polyhydric alcohols include ethylene glycol monomethyl ether, ethylene glycol dimethyl ether, ethylene glycol monoethyl ether, ethylene glycol diethyl ether, ethylene glycol monopropyl ether, ethylene glycol isopropyl ether, ethylene glycol monobutyl ether, ethylene glycol isobutyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monopropyl ether, propylene glycol monobutyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, dipropylene glycol mono-n-propyl ether, dipropylene glycol mono-n-butyl ether, and the like.

[0039] Examples of the ketones include acetone, methyl ethyl ketone, methyl butyl ketone, methyl isobutyl ketone, diisopropyl ketone, cyclopentanone, and cyclohexanone.

[0040] Examples of the ethers include diethyl ether, isopropyl ether, n-butyl ether, tetrahydrofuran, tetrahydropyran, and 1,4-dioxane.

[0041] Examples of the esters include cyclic esters such as ethyl acetate, propylene carbonate, methyl acetate, ethyl acetate, propyl acetate, isopropyl acetate, butyl acetate, isobutyl acetate, amyl acetate, lactate esters, butyrate esters, dibutyl phthalate, dioctyl phthalate, and ε-caprolactone.

[0042] Examples of the nitrogen-containing compounds include formamide, N-methylformamide, N-ethylformamide, N,N-dimethylformamide, N,N-diethylformamide, vinylformamide, vinylacetamide, acetamide, N-methylacetamide, N-ethylacetamide, N,N-dimethylacetamide, N,N-diethylacetamide, N-methyl-2-pyrrolidone, N-ethyl-2-pyrrolidone, vinylpyrrolidone, piperidone, N-methylpiperidone, N-ethylpiperidone, hexamethylphosphoric triamide, 1,3-dimethyl-2-imidazolidinone, methyloxazolidinone, ethyloxazolidinone, and ε-caprolactam.

[0043] Further, examples of general-purpose organic solvents include carbonates such as ethylene carbonate, ethyl methyl carbonate, diethyl carbonate, dimethyl carbonate, propylene carbonate, and butylene carbonate, sulfoxides such as dimethyl sulfoxide, and sulfones such as tetramethylene sulfone.

[0044] As the water, pure water such as ion-exchanged water, ultrafiltered water, reverse osmosis water, distilled water, or ultrapure water can be used. Water sterilized by ultraviolet irradiation or addition of hydrogen peroxide is preferably used, since it can prevent the growth of mold or bacteria when the product is stored for a long period of time.

[0045] The composition of the present invention can be suitably used as a solvent for dissolving resins, paints, inks, adhesives, medicines, pesticides, fragrances, pigments, dyes, cellulose derivatives, organosilicon polymers, and conductive materials. The alkoxy-N-substituted propanamide has high solubility in poorly soluble resins such as urethane resins, polyester resins, epoxy resins, polyamide resins, polyimide resins, polyamideimide resins, acrylic resins, and fluororesins, and has good affinity and adhesion to non-polar substances such as metals and plastics. Therefore, the composition containing the alkoxy-N-substituted propanamide and the deterioration inhibitor of the present invention can be used as a solvent for urethane paints and acrylic paints, and can be used as a solvent for urethane adhesives, epoxy adhesives, and fluorine-based epoxy adhesives used to bond plastic materials and metal materials, plastic materials, or metal materials. In addition, the composition of the present invention can be used as a water-soluble organic solvent in aqueous inks for inkjet recording or a polar solvent in non-aqueous inks, and can suppress the ink viscosity low and improve the ejection stability of the ink, and can be suitably used as a solvent for various inks.

[0046] The composition of the present invention may be used as a solvent for resins, paints, inks, adhesives, medicines, pesticides, fragrances, pigments, dyes, cellulose derivatives, organosilicon polymers, and conductive materials without any particular limitations, and may be handled in the same manner as a general-purpose organic solvent. In addition, an anti-deterioration agent may be appropriately selected and blended depending on the environmental temperature, humidity, and light illuminance during dissolution, storage, and use. For example, in order to handle operations under harsh conditions such as heat and pressure bonding of adhesive inks and long-term storage of paints and inks, it is preferable to contain a heat stabilizer, a light stabilizer, an antioxidant, a preservative, and a dehydrating and drying agent, and when used as a solvent for clear or white inks and paints, it is more preferable to further contain a coloring inhibitor and an ultraviolet absorber. The content of the anti-deterioration agent varies depending on the structure of the alkoxy-N-substituted propanamide, the type of the anti-deterioration agent, and the working environment and operating conditions such as the temperature and humidity of use, but is preferably 0.0001 to 20% by weight, more preferably 0.001 to 10% by weight, and most preferably 0.01 to 5% by weight. These deterioration inhibitors may be used alone or in combination of two or more.

[0047] Alkoxy-N-substituted propanamides have excellent solubility for both low molecular weight organic compounds and high molecular weight polymers, and can completely dissolve general-purpose polymers such as acrylic polymers, polyesters, and polyurethanes, as well as poorly soluble polymers such as polyimides, polyamides, and fluorine-containing polymers, and therefore the composition containing the alkoxy-N-substituted propanamides of the present invention and the deterioration inhibitor is preferably used as a solvent for liquid chromatography (HPLC) and gel permeation chromatography (GPC). Both the HPLC method and the GPC method use the principle that a solution containing a substance to be analyzed is introduced into a column filled with a packing material having fine holes, and that the substances are eluted in different orders depending on the molecular weight to separate the substances and measure the molecular weight and molecular weight distribution, and it is necessary to replace the solvent sealed in the column with the analytical solvent before measurement, and seal either solvent and store it after analysis. It is preferable to use a composition containing the alkoxy-N-substituted propanamide of the present invention and a deterioration inhibitor as an encapsulating solvent to prevent deterioration during storage, and as an analytical solvent to accommodate high-temperature GPC in which analysis is performed while maintaining high temperatures (135 to 145°C) or ultra-high temperatures (maximum 250°C).

[0048] When the composition of the present invention is used as a solvent for HPLC or GPC, it is preferable that the composition contains a heat stabilizer, an antioxidant, a light stabilizer, and a dehydrating agent as an antidegradant. The content of the antidegradant varies depending on the structure of the alkoxy-N-substituted propanamide, the type of the antidegradant, and analysis conditions such as the temperature and pressure used, but is preferably 0.0001 to 3% by weight, more preferably 0.0005 to 2% by weight, and most preferably 0.001 to 1% by weight. The antidegradant may be used alone or in combination of two or more types. EXAMPLES

[0049] The present invention will be described in more detail below with reference to examples and comparative examples, but the present invention is not limited to these examples. In the following, "parts", "%" and " / " are all by weight unless otherwise specified.

[0050] The materials used in the examples and comparative examples are as follows. 1. Alkoxy-N-substituted propanamide (purity 97.0-99.99%) NMPA: β-Methoxy-N-methylpropanamide MPA: β-Methoxy-N,N-dimethylpropanamide BPA: β-butoxy-N,N-dimethylpropanamide LPA: β-Lauroxy-N,N-dimethylpropanamide SHEPA: β-stearoxy-N-hydroxyethylpropanamide FMEPA: β-phenyloxy-N,N-methylethylpropanamide IODMPA: β-isooctyloxy-N-dimethylaminopropylpropanamide CHMOPA: β-cyclohexyloxy-N,N-methyloleylpropanamide 2. Anti-deterioration agents (a) Heat stabilizer a-1: N,N'-hexane-1,6-diylbis[3-(3,5-di-t-butyl-4-hydroxyphenyl)propionamide] (BASF Japan Ltd., Irganox 1098) a-2: Tris(2,4-di-t-butylphenyl)phosphite (BASF Japan Ltd., Irgafos168) a-3: 2,2,6,6-tetramethyl-1-piperidinyloxy (TEMPO) (Tokyo Chemical Industry Co., Ltd., reagent) (b) Light stabilizers b-1: Bis(2,2,6,6-tetramethyl-4-piperidyl)sebacate (low molecular weight hindered amine light stabilizer, UV-770DF) (manufactured by BASF Japan Ltd., Tinuvin770DF) b-2: High molecular weight hindered amine light stabilizer (manufactured by BASF Japan Ltd., Chimassorb 944LD) (c) Antioxidants c-1: 2,6-di-t-butyl-4-methylphenol (BHT) (Tokyo Chemical Industry Co., Ltd., reagent) c-2: Trisnonylphenyl phosphite (TNPP) (manufactured by Johoku Chemical Industry Co., Ltd., JP-351) c-3: Dilauryl thiodipropionate (DLTP) (Tokyo Chemical Industry Co., Ltd., Reagent) (d) pH stabilizer d-1: Phosphate buffer solution (pH 7.4) (Nacalai Tesque, reagent) d-2: Guanidine hydrochloride buffer (pH 8.7) (Tokyo Chemical Industry Co., Ltd., reagent) (e) Ultraviolet absorbers e-1: 2,4-dihydroxybenzophenone (DHBP) (Tokyo Chemical Industry Co., Ltd., Reagent) e-2: Benzotriazolyl dodecyl p-cresol (UV-571) (manufactured by BASF Japan Ltd., Tinuvin 571) (f) Dehydrating agent f-1: Molecular sieve 3A (Tokyo Chemical Industry Co., Ltd., reagent) f-2: Sodium sulfate (Tokyo Chemical Industry Co., Ltd., Reagent) (g) Preservatives g-1: Propyl paraoxybenzoate (Tokyo Chemical Industry Co., Ltd., Reagent) g-2: Proxel GXL(S) (Arch Chemicals Japan Co., Ltd.) g-3: Lauryltrimethylammonium chloride (Tokyo Chemical Industry Co., Ltd., Reagent) (h) Sequestering agents h-1: Triethylenetetramine hexaacetic acid (Tokyo Chemical Industry Co., Ltd., Reagent) 3.Other NMP: N-methyl-2-pyrrolidone (Tokyo Chemical Industry Co., Ltd., reagent) DMF: N,N-dimethylformamide (Tokyo Chemical Industry Co., Ltd., reagent) DMAc: N,N-dimethylacetamide (Tokyo Chemical Industry Co., Ltd., Reagent) DMSO: Dimethyl sulfoxide (Tokyo Chemical Industry Co., Ltd., Reagent) THF: Tetrahydrofuran (Tokyo Chemical Industry Co., Ltd., Reagent) BDG: Diethylene glycol monobutyl ether (Tokyo Chemical Industry Co., Ltd., Reagent)

[0051] Example A-1 Synthesis and characterization of polyimide precursors In a 1000mL four-neck flask equipped with a stirring rod, a thermometer, a dropping funnel, and a gas inlet tube, 300g of composition 1 (MPA / BHT / Irganox1098 = 99.9 / 0.08 / 0.02 weight ratio) as a solvent and 25.0g (125mmol) of diaminodiphenyl ether (ODA) as a diamine compound were charged, and then the mixture was stirred at room temperature for 30 minutes while passing nitrogen gas through it, to obtain a colorless, transparent solution. Then, 37.8g (128mmol) of 3,3',4,4'-biphenyltetracarboxylic dianhydride (BPDA) was slowly dropped as a tetracarboxylic dianhydride so as to maintain the temperature of the solution at 40°C. After continuing to stir at 40°C for 6 hours, the mixture was cooled to room temperature to obtain a colorless, transparent, viscous polyimide precursor varnish. The viscosity measurement and solid content analysis of the obtained varnish were performed by the following method, and the results are shown in Table 1. The transparency of the varnish was also visually observed, and the results are shown in Table 1.

[0052] (viscosity measurement) The viscosity of the varnish was measured at 25° C. using a cone-plate viscometer (RE550 type viscometer, manufactured by Toki Sangyo Co., Ltd.) in accordance with JIS K5600-2-3.

[0053] (solid content concentration) 1 g of varnish was weighed out into an aluminum petri dish (weight W1) and heat-treated in a hot air dryer at 120°C for 10 minutes, 250°C for 10 minutes, and 350°C for 30 minutes. The weight after heat treatment (W2) was measured, and the solid content concentration (wt%) was calculated using the following formula. Solid content concentration (wt%)=(W2 / W1)×100

[0054] Synthesis and characterization of polyimide films The obtained polyimide precursor varnish was applied to a glass substrate and heated under a nitrogen stream at 120°C for 10 minutes, 250°C for 10 minutes, and 350°C for 30 minutes using a hot air dryer. The laminate of the polyimide film and the glass substrate was immersed in water for 10 minutes, the polyimide film was peeled off from the glass substrate, and the polyimide film was dried at 80°C for 10 minutes using a hot air dryer to obtain a colorless, transparent polyimide film with a thickness of about 10 μm. The appearance, light transmittance, strength, elongation, and linear thermal expansion coefficient of the obtained polyimide film were evaluated by the following methods, and the results are shown in Table 1.

[0055] (Appearance of polyimide film) The obtained polyimide film was visually observed to check for the occurrence of defects such as bubbling and cracking. ⊚: Light yellow, transparent, no bubbles or cracks. ◯: Light yellow to yellow, transparent, with slight bubbles or cracks. △: Yellow or translucent with several bubbles or cracks. ×: Yellow to brown or opaque, with numerous bubbles or cracks.

[0056] (light transparency) The obtained polyimide film was left to stand overnight under conditions of a temperature of 23°C and a relative humidity of 50%, and then the light transmittance was measured. The measurement was performed using a haze meter (manufactured by Nippon Denshoku Industries Co., Ltd., NDH-2000) in accordance with JIS K7105. The higher the light transmittance, the better the transparency of the polyimide film.

[0057] (Tensile strength and tensile elongation) The obtained polyimide film was cut into test pieces of 100 mm in length and 10 mm in width, and left to stand overnight under conditions of 23°C temperature and 50% relative humidity, after which a test was performed using a tensile tester (ORIENTEC, Tensilon RTA-100) with a check gap of 50 mm, a tensile speed of 50 mm / min, and n=5. The higher the tensile strength, the higher the strength of the polyimide film. Also, the higher the tensile elongation, the higher the elongation of the polyimide film.

[0058] (coefficient of linear thermal expansion) The obtained polyimide film was cut into test pieces of 20 mm in length and 2 mm in width, and left to stand overnight under conditions of 23°C temperature and 50% relative humidity, and then measured under a nitrogen gas flow using a thermomechanical analyzer (SII NanoTechnology, EXSTAR6000). The measurement method was to increase and decrease the temperature from room temperature to 220°C at a rate of 5°C / min, then increase the temperature a second time at 5°C / min, and measure the average linear expansion coefficient from 50°C to 200°C. The lower the average linear expansion coefficient, the higher the heat resistance and dimensional stability.

[0059] Examples A-2 to A-4 and Comparative Examples A-5 to A-6 In Examples A-2 to A-4, polyimide precursor varnishes were synthesized and polyimide films were produced in the same manner as in Example A-1, except that the diamine components, tetracarboxylic dianhydride components, and solvents (compositions 2 to 4) shown in Table 1 were used, and the resulting varnishes and films were evaluated in the same manner, with the results shown in Table 1. In Comparative Examples A-5 to A-6, polyimide precursor varnishes were synthesized and polyimide films were produced in the same manner as in Example A-1, using NMP as the solvent and MPA containing no deterioration inhibitor, with the results shown in Table 1.

[0060] [Table 1]

[0061] As can be seen from the results shown in Table 1, by adding an antidegradant to the alkoxy-N-substituted propanamide composition of the present invention, a polyimide precursor varnish having high transparency and low viscosity can be produced, and furthermore, the polyimide films obtained using these varnishes have high transparency, high light transmittance, low colorability, and are excellent in strength, elongation, heat resistance, and dimensional stability. The effects of the present invention are due to the synergistic effect of the excellent dissolving power of the alkoxy-N-substituted propanamide and the stabilizing power of the antidegradant, and are not obtained by using only the alkoxy-N-substituted propanamide or a combination of the antidegradant and other solvents.

[0062] A polyimide film produced using the above-mentioned composition of the present invention as a solvent exhibits excellent physical properties and can be suitably used as a surface protective film or interlayer insulating film for semiconductor elements, an insulating layer or spacer layer for organic electroluminescence elements, a planarizing film for thin film transistor substrates, an insulating film for organic transistors, a substrate for light-receiving devices such as flexible printed circuit boards, substrates for flexible devices, substrates for liquid crystal displays, substrates for organic electroluminescence displays, substrates for electronic paper, and substrates for thin film solar cells, as well as a binder for electrodes of lithium ion secondary batteries, an adhesive for semiconductors, and the like.

[0063] In addition, the composition of the present invention has excellent solubility for polyimide precursors such as polyamic acid (polyamic acid) and soluble polyimides, which are the main components of liquid crystal alignment agents, and is therefore suitable for use in the manufacture of liquid crystal alignment agents. In particular, due to the need for lighter weight and thinner designs for mobile applications such as smartphones and mobile phones, liquid crystal alignment films with high mechanical strength, high film hardness, and good electrical properties are desired. In the manufacture of such high-performance liquid crystal alignment films, the composition of the present invention is indispensable as a solvent for liquid crystal alignment agents. The composition of the present invention is composed of an alkoxy-N-substituted propanamide and a deterioration inhibitor, and can dissolve polyimide precursors and soluble polyimides uniformly and at a high concentration. At the same time, in the film formation process in which the obtained liquid crystal alignment agent is applied to a substrate, dried, and baked to produce a coating film, a liquid crystal alignment film with a precisely controlled film thickness and excellent electrical properties such as dielectric constant and conductivity can be obtained.

[0064] Example B-1 0.5 parts of polystyrene and 99.5 parts of composition 5 (MPA containing 2 ppm of c-1 as a deterioration inhibitor) were mixed and stirred at room temperature (25 ° C.) for 30 minutes, then left to stand overnight, and the solubility was evaluated visually. The obtained polymer solution was filtered through a 0.45 μm membrane filter, and the filtrate was used for GPC measurement (Shimadzu Corporation's Prominence Series as the GPC system, Tosoh's TSKgel (α-M) columns were connected in two columns, and Shodex's differential refractive index detector (RI-101) was used as the detector.) was performed five times to evaluate the reproducibility of the weight average molecular weight (Mw) obtained in terms of standard polystyrene. In addition, composition 5 was run as a solvent for 10 hours to confirm the stability of the baseline. The evaluation results are shown in Table 2.

[0065] (Solubility) After standing overnight, the polymer solution was visually inspected for solubility. ◯: High transparency, no cloudiness or separation observed, completely dissolved. △: No layer separation, but cloudy or partially dissolved. ×: Layer separation occurred or the mixture was in an insoluble state.

[0066] (Reproducibility) The reproducibility of molecular weight measurement by GPC was evaluated by the following method. The average molecular weight (weight average) and the upper and lower limit difference (maximum value - minimum value) obtained from five GPC measurements were determined, and the error (%) (upper and lower limit difference / average value x 100%) was calculated. ○: The error is 5% or less, and reproducibility is good. △: The error is more than 5%, but is less than 10%, and is generally reproducible. ×: The error exceeds 10% and there is no reproducibility.

[0067] (stability) Under the measurement conditions, only the solvent (composition) was allowed to flow for 10 hours to evaluate the baseline stability. ○: The baseline was flat and stable. △: Baseline drift was observed, but there were almost no negative peaks or spike-like peaks. ×: Baseline drift, negative peaks, and spike-like peaks were observed.

[0068] Examples B-2 to B-6 and Comparative Examples B-7 to B-10 In Examples B-2 to B-6, the polymers, solvents (compositions 6 to 10), and measurement temperatures shown in Table 2 were changed, and GPC analysis was performed in the same manner as in Example B-1. The solubility of the polymers, reproducibility of the molecular weight, and baseline stability were similarly evaluated, and the results are shown in Table 2. In Comparative Examples B-7 to B-10, MPA containing no deterioration inhibitor and a general-purpose solvent were used as the solvent, and molecular weight measurement and evaluation were performed in the same manner as in Example B-1, and the results are shown in Table 2.

[0069] [Table 2]

[0070] From the results shown in Table 2, it can be seen that the alkoxy-N-substituted propanamide composition of the present invention contains an antidegradant, and therefore has excellent solubility for both general-purpose and poorly soluble polymers even at room temperature, and also has a stable baseline and good molecular weight reproducibility for long-term and high-temperature GPC analysis, and has high stability as a solvent. On the other hand, when a general-purpose solvent such as THF, DMF, or DMSO was used, the poorly soluble polymer could not be completely dissolved, and the molecular weight reproducibility was poor. Furthermore, when no antidegradant was contained, both the reproducibility and stability due to the deterioration of the alkoxy-N-substituted propanamide were reduced, and the composition could not be used suitably for long-term and high-temperature GPC analysis. The effect of the present invention is a synergistic effect due to the excellent dissolving power of the alkoxy-N-substituted propanamide and the stabilizing power of the antidegradant, and is not obtained by using only the alkoxy-N-substituted propanamide or by combining the antidegradant with other solvents.

[0071] Example C-1 Preparation and evaluation of water-based inkjet inks 20 parts of a polypropylene resin emulsion (Superchlorine E-480T, manufactured by Nippon Paper Chemicals Co., Ltd.) as a binder resin, 23 parts of Hostafine Black TS (manufactured by Clariant Japan Co., Ltd.) as a carbon black aqueous pigment dispersion, 30 parts of composition 11 of the present invention (MPA / a-2 / b-1 / d-1=95 / 0.5 / 3 / 1.5) as a solvent, 2 parts of surfactant Newcol 291GL (manufactured by Nippon Nyukazai Co., Ltd.), and 25 parts of ion-exchanged water were mixed and stirred for 30 minutes using a high-speed mixer, and then filtered through 1 μm and 0.45 μm membrane filters to obtain aqueous inkjet ink 1.

[0072] Examples C-2 to C-5 and Comparative Examples C-6 to C-8 In Examples C-2 to C-5 and Comparative Examples C-6 to C-8, aqueous inkjet inks 2 to 8 were prepared in the same manner as in Example C-1 using the binder resins, pigment dispersions, solvents (compositions 12 to 15 were used in Examples C-2 to C-5, and water-soluble organic solvents were used in Comparative Examples C-6 to C-8) and various additives shown in Table 3. The storage stability, leveling properties, film resistance, and blocking resistance of the resulting inks 1 to 8 were evaluated by the following methods, and the results are shown in Table 3.

[0073] (Storage stability) The viscosity of the prepared aqueous inkjet inks 1 to 8 was measured at 25° C. using a viscometer (RE100L model, manufactured by Toki Sangyo Co., Ltd.), and then the ink was placed in an airtight container and stored at 60° C. for 30 days. After storage, the ink was removed and the viscosity was similarly measured at 25° C. The viscosity change rate [(viscosity after storage-viscosity before storage) / viscosity before storage] was calculated, and the storage stability was evaluated according to the following criteria. ◯: The viscosity change rate is less than ±10%. △: Viscosity change rate is ±10% or more and less than 20%. ×: The viscosity change rate is 20% or more.

[0074] (Leveling ability) The prepared aqueous inkjet inks 1 to 8 were used to perform solid printing on a polyvinyl chloride sheet with an untreated surface using an inkjet printer (Seiko I Infotec, IP-6500), and the leveling property of the printed matter was visually evaluated. ◯: No repellency was observed, and the print was even. △: A small amount of repellency is observed, and the print is somewhat uneven. ×: Repelling was observed, and the print was uneven.

[0075] (membrane resistance) The prepared aqueous inkjet inks 1 to 8 were used to print solid images on an untreated polyvinyl chloride sheet using an inkjet printer (Seiko I Infotec, IP-6500). The printed surface was rubbed back and forth 10 times with a cotton swab soaked in a 50% aqueous ethanol solution, and the condition of the printed surface was visually evaluated. ○: Peeling of the printed surface was less than 10%. △: Peeling of the printed surface was 10% or more and less than 50%. ×: Peeling of the printed surface was 50% or more.

[0076] (Blocking resistance) The prepared aqueous inkjet inks 1 to 8 were used to print solid images on a polyvinyl chloride sheet with no surface treatment using an inkjet printer (Seiko I Infotec, IP-6500), then the printed surface and the back surface were overlapped, and a load of 5 kg / cm2 was applied using a blocking tester, and the sheet was left for 24 hours under conditions of a temperature of 40°C and a humidity of 80%. After that, the printed matter for evaluation was removed and the presence or absence of show-through was confirmed. ○: The ink does not show through to the back side. △: The ink shows through slightly to the back side. ×: The ink shows through to the back side considerably.

[0077] [Table 3]

[0078] From the results shown in Table 3, the alkoxy-N-substituted propanamide composition of the present invention contains an anti-deterioration agent, and the inks of Examples C1 to C5 have excellent storage stability, and when used, the printing characteristics (leveling properties) are good, and the film resistance of the obtained printed matter is also good. On the other hand, the inks of Comparative Examples C6 to C8 changed viscosity significantly due to deterioration during storage, and the print leveling properties, film resistance of the obtained printed matter, and blocking resistance were also unsatisfactory.

[0079] Examples D-1 to D-8 and Comparative Examples D-9 to D-12 (Preparation of resist substrate) A film-coated glass (size 100 mm x 100 mm) manufactured by Hitachi Metals, Ltd. was used as the substrate, and naphthoquinone diazide / Novoltrac resin (HPR204, manufactured by Fujifilm Electronic Materials, Ltd.) was used as the resist. After the resist was applied onto the substrate, it was baked in an oven at 150°C for 15 minutes to prepare a resist substrate. The resist substrate was cut into 10 mm x 5 mm and used as a test piece for the peel test.

[0080] (Preparation of resist remover) The stripping agents used in Examples D-1 to D-8 and Comparative Examples D-9 to D-12 were prepared according to the compositions shown in Table 4 using the composition of the present invention, ion-exchanged water and a general-purpose organic solvent.

[0081] (peelability) The release agent and a test piece of resist substrate were placed in a sample bottle, and the test piece was immersed in the release agent. The time until the substrate in the liquid became colorless and transparent was measured while stirring at 40°C, and the evaluation was performed as follows. The time required for peeling is the average value of the results of testing three test pieces. Good: The time required is less than 30 seconds. △: The time required is more than 30 seconds but less than 60 seconds. ×: The required time is 60 seconds or more.

[0082] (Rust prevention) The release agent was placed in a sample bottle, and a 100 mm long piece of copper wire with a diameter of 0.5 mm was rolled up and immersed in it. The sample bottle was sealed and left at 50°C for one week, after which the degree of coloring of the release agent was observed to evaluate its rust prevention properties. A: No discoloration at all. △: Slight discoloration to pale blue. ×: Discoloration to blue was evident.

[0083] [Table 4]

[0084] From the above test results, it was confirmed that all the examples had good release properties and rust prevention properties. In the comparative examples, including the alkoxy-N-substituted propanamide (Comparative Example D-9) that did not contain an anti-degradant, neither release properties nor rust prevention properties were satisfactory. [Industrial Applicability]

[0085] As described above, the alkoxy-N-substituted propanamide composition of the present invention is a stabilized alkoxy-N-substituted propanamide composition that is not adversely affected by deterioration factors such as heat, light, oxygen, etc. and is not deteriorated, allowing for long-term storage, long-term use, use in the open air, etc., and various preparations and products can be provided by containing the same.Specifically, the present invention relates to a solvent used for dissolving a resin, paint, ink, adhesive, medicine, agricultural chemical, fragrance, pigment, dye, cellulose derivative, organosilicon polymer, and conductive material containing the composition of the present invention; a diluent used for diluting a resin, paint, ink, adhesive, medicine, agricultural chemical, fragrance, pigment, dye, cellulose derivative, organosilicon polymer, and conductive material containing the composition of the present invention; a dispersant used for dispersing a resin, paint, ink, adhesive, medicine, agricultural chemical, fragrance, pigment, dye, cellulose derivative, organosilicon polymer, conductive material, and carbon material containing the composition of the present invention; a solvent used in a chemical reaction containing the composition of the present invention; a solvent used in HPLC (liquid chromatography) and / or GPC (gel permeation chromatography) analysis containing the composition of the present invention; a diluent, extractant, cleaner, stripper, remover, degreaser, penetrant, absorbent, dispersant, and solvent used as a lithographic printing plate corrector containing the composition of the present invention; and a polyimide resin, polyamide resin, polyester resin, polystyrene containing the composition of the present invention. Resins, polyacrylonitrile resins, polyvinyl chloride resins, polyvinylpyrrolidone resins, polyvinyl acetate resins, polycarbonate resins, polyethersulfone resins, polysulfone resins, polyether resins, polyurethane resins, polyesterimide resins, epoxy resins, poly(amide-imide) resins, polyvinylidene fluoride resins, solvents used in the production and / or dissolution of manufacturing equipment, manufacturing tools, industrial products, industrial parts, plastic molded products, metal parts, electronic parts, recording device filters, three-dimensional objects, inkjet nozzles and ink cartridges containing the composition of the present invention, cleaning agents used for cleaning liquid flow paths, organic coating layers on the surfaces of plastic molded products containing the composition of the present invention, support materials for three-dimensional rough objects, resists on metal thin films, UV resins, urethane resins, and release agents used for peeling epoxy resins, liquid crystal alignment treatment agents used in alignment treatment of liquid crystal molecules containing the composition of the present invention, nonaqueous electrolytes used in the production of secondary batteries containing the composition of the present invention, and the like.

Claims

1. A composition containing an alkoxy-N-substituted propanamide represented by general formula (1) and an anti-deterioration agent, The composition, wherein the deterioration inhibitor is one or more agents selected from an alcohol-based stabilizer, a phenol-based stabilizer, an amine-based stabilizer, a phosphorus-based stabilizer, a sulfur-based stabilizer, a hindered stabilizer, a hydroquinone-based stabilizer, a benzoate-based stabilizer, and a natural stabilizer. [Formula 1] (In the formula, R 1 ~R 3 each independently represents a linear or branched, saturated or unsaturated alkyl group, hydroxyalkyl group, aminoalkyl group, or alkyl ether group having 1 to 18 carbon atoms, or an alicyclic hydrocarbon or aromatic hydrocarbon having 6 to 18 carbon atoms; R 4 represents hydrogen or a methyl group. 2 and R 3 are each independently a hydrogen atom (except when they are simultaneously hydrogen atoms), or together with the nitrogen atom carrying them, form a saturated 5- to 7-membered ring (including one having an oxygen atom).

2. The composition according to claim 1, wherein the deterioration inhibitor is one or more agents selected from the group consisting of heat stabilizers, light stabilizers, antioxidants, pH stabilizers, color inhibitors, ultraviolet absorbers, dehydrating and drying agents, preservatives, rust inhibitors and sequestering agents.

3. 3. The composition according to claim 1, wherein the content of the deterioration inhibitor is 0.0001 to 20% by weight based on the total weight of the composition.

4. The composition according to any one of claims 1 to 3, which is a β-alkoxy-N-substituted propanamide and a β-alkoxy-N,N-disubstituted propanamide represented by the general formula (2): [chemical 2] (In the formula, R 5 is a linear or branched alkyl group having 1 to 18 carbon atoms; R 6 and R 7each independently represents a hydrogen atom or a linear or branched alkyl group having 1 to 4 carbon atoms (except when both are hydrogen atoms), R 8 represents hydrogen or a methyl group.

5. Further containing water and / or an organic solvent, The composition according to any one of claims 1 to 4, wherein the organic solvent is one or more solvents selected from alcohols, polyhydric alcohols, lower alkyl ethers of polyhydric alcohols, ketones, ethers, esters, nitrogen-containing compounds, carbonates, sulfoxides, and sulfones.

6. 6. A solvent containing the composition according to any one of claims 1 to 5, which is used for dissolving resins, paints, inks, adhesives, medicines, pesticides, fragrances, pigments, dyes, cellulose derivatives, organosilicon polymers and conductive materials.

7. A diluent containing the composition according to any one of claims 1 to 5, which is used for diluting resins, paints, inks, adhesives, medicines, agricultural chemicals, fragrances, pigments, dyes, cellulose derivatives, organosilicon polymers and conductive materials.

8. A dispersant containing the composition according to any one of claims 1 to 5, characterized in that the dispersant is used for dispersing resins, paints, inks, adhesives, medicines, pesticides, fragrances, pigments, dyes, cellulose derivatives, organosilicon polymers, conductive materials, and carbon materials.

9. A solvent comprising the composition according to any one of claims 1 to 5, which is used in a chemical reaction.

10. A solvent containing the composition according to any one of claims 1 to 5, which is used as a diluent, extractant, cleaner, stripper, swelling agent, volume reducer, remover, degreaser, penetrant, absorbent, dispersant, or correcting agent for a lithographic printing plate.

11. A solvent containing the composition according to any one of claims 1 to 5, which is used for producing and / or dissolving a polyimide resin, a polyamide resin, a polyester resin, a polystyrene resin, a polyacrylonitrile resin, a polyvinyl chloride resin, a polyvinylpyrrolidone resin, a polyvinyl acetate resin, a polycarbonate resin, a polyethersulfone resin, a polysulfone resin, a polyether resin, a polyurethane resin, a polyesterimide resin, an epoxy resin, a poly(amide-imide) resin, or a polyvinylidene fluoride resin.

12. A cleaning agent comprising the composition according to any one of claims 1 to 5, which is used for cleaning manufacturing equipment, manufacturing tools, industrial products, industrial parts, plastic molded products, metal parts, electronic parts, recording device filters, three-dimensional objects, inkjet nozzles, and liquid flow paths of ink cartridges.

13. A release agent containing the composition according to any one of claims 1 to 5, characterized in that the release agent is used for removing an organic coating layer on a surface of a plastic molded product, a support material for a three-dimensional rough object, a resist on a thin metal film, a UV resin, a urethane resin, or an epoxy resin.

14. A liquid crystal alignment treatment agent containing the composition according to any one of claims 1 to 5, which is used for aligning liquid crystal molecules.

15. A non-aqueous electrolyte solution containing the composition according to any one of claims 1 to 5, which is used in the manufacture of a secondary battery.

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