Fluorine-containing active energy line hardening components, hardened substances and articles

Abstract

This invention relates to a fluorinated active energy line-curing composition, characterized by containing, in specific amounts: (A) an acrylic compound containing a fluorinated polyether group of the following formula, (Rf 1 is a divalent perfluorinated polyether group. Z is a divalent organic group. Y is a (b+1) valent organic group. X is a (α-substituted) acrylonitrile containing a monovalent organic group. V 1 is H, F, or -ZY(X). b. b is 1 to 10) (B) an acrylic compound with a viscosity of 5,000 mPa·s or less at 23°C, and having an (α-substituted) acrylonitrile in one molecule. (C) The viscosity of the photopolymerization initiator at 23°C is 10 to 100,000 mPa·s, and the refractive index at 25°C and 589 nm is below 1.390. This fluorine-containing active energy line curing composition can be cured by active energy lines such as ultraviolet light or electron beams to form a transparent cured material with low refractive index and excellent water vapor resistance. It can also be a fluorine-containing active energy line curing composition with excellent workability.

Description

Fluorine-containing active energy line hardening components, hardened substances and articles This invention relates to a fluorine-containing active energy line curable composition capable of forming a transparent curable with low refractive index and excellent water vapor resistance, and having excellent workability, a curable of the composition, and an article having the curable. Fluorine compounds that can be cured by light irradiation such as ultraviolet light are widely known to be polymerizable monomers with perfluoroalkyl groups in their side chains, such as polymers containing fluoroalkyl acrylates or fluoroalkyl methacrylates. These fluorinated acrylic compounds have been widely explored for their excellent curing properties under ultraviolet light irradiation and their use as optical materials with high transparency and low refractive index. For example, Japanese Patent Application Publication No. 6-136062 (Patent Document 1) discloses the application of fluorinated acrylic compounds in antireflective films with side chains, and Japanese Patent Application Publication No. 5-32749 (Patent Document 2) discloses their use as coating materials for optical fibers. On the other hand, when these fluorinated acrylic compounds increase the fluorine content in order to further reduce the refractive index, they may reduce the solubility in non-fluorinated organic compounds, and may also become insoluble in general photopolymerization initiators, resulting in the inability to obtain transparent hardened materials, or they may increase crystallinity and lose transparency, making it difficult to obtain transparent hardened materials with a refractive index below a certain value. In this situation, the inventors developed fluorinated acrylic compounds, for example, proposed fluorinated curable compositions that are capable of UV curing as shown in Japanese Patent Application Publication No. 2006-233172 (Patent Document 3), and can form transparent curables with low refractive index. While these compositions can form transparent, hardened materials with low refractive indices, these materials suffer from a significant reduction in mechanical properties upon exposure to water vapor. Furthermore, these compositions necessitate the synthesis of photopolymerization initiators modified with perfluoropolyethers through other methods. [Prior Art Documents] [Patent Documents] [Patent Document 1] Japanese Patent Application Publication No. 6-136062 [Patent Document 2] Japanese Patent Application Publication No. 5-32749 [Patent Document 3] Japanese Patent Application Publication No. 2006-233172 [The problem the invention aims to solve] The present invention was made in view of the above-mentioned issues, with the aim of providing a fluorine-containing active energy line-curable composition that can be cured by active energy lines such as ultraviolet light or electron beams to form a transparent cured material with low refractive index and excellent water vapor resistance, and with excellent workability; a cured material of the composition; and an article having the cured material. [Means for solving the problem] To achieve the above objectives, the inventors, through further research, discovered a fluorinated active energy line curing composition, which comprises 100 parts by mass of an acrylic compound containing a fluorinated polyether group, represented by the following general formula (1) (A). (where Rf) 1 It is a divalent perfluoropolyether group with a number average molecular weight of 500 to 40,000, composed of a perfluoroalkyl group having 1 to 6 carbon atoms and an oxygen atom. Z is a divalent organic group, which may contain a cyclic structure as shown in the figure. Y is an organic group with a (b+1) valence having 1 to 20 carbon atoms. X is a monovalent organic group independently containing an acrylonitrile or an α-substituted acrylonitrile, and on average, each molecule contains at least one of the aforementioned acrylonitrile or α-substituted acrylonitrile. V 1 It can be a hydrogen atom, a fluorine atom, or -ZY(X). b (a base with a valence of 1. b is an integer from 1 to 10) (B) an acrylic compound containing one or two acrylonitrile or α-substituted acrylonitrile in one molecule (excluding component (A)) with a viscosity of 5,000 mPa·s or less at 23°C, and (C) a photopolymerization initiator containing 0.01 to 20 parts by mass as an essential component, and with a viscosity of 10 to 100,000 mPa·s at 23°C, and a refractive index of 1.390 or less at a temperature of 25°C and a wavelength of 589 nm, this fluorinated active energy line curable composition can be cured by active energy lines such as ultraviolet light or electron beams to form a transparent cured material with low refractive index and excellent water vapor resistance, and has excellent workability, thus completing the present invention. Accordingly, the present invention provides the following fluorinated active energy line curable composition, a cured product of the composition, and an article having the cured product. [1] A fluorinated active energy line curable composition comprising 100 parts by mass of an acrylic compound containing a fluorinated polyether group represented by (A) of the following general formula (1), (where Rf) 1 It is a divalent perfluoropolyether group with a number average molecular weight of 500 to 40,000, composed of a perfluoroalkyl group having 1 to 6 carbon atoms and an oxygen atom. Z is a divalent organic group, which may contain a cyclic structure as shown in the figure. Y is an organic group with a (b+1) valence having 1 to 20 carbon atoms. X is a monovalent organic group independently containing an acrylonitrile or an α-substituted acrylonitrile, and on average, each molecule contains at least one of the aforementioned acrylonitrile or α-substituted acrylonitrile. V 1 It can be a hydrogen atom, a fluorine atom, or -ZY(X). b The base with a 1 valence is indicated. b is an integer from 1 to 10) (B) an acrylic compound containing one or two acrylonitrile or α-substituted acrylonitrile in one molecule (excluding component (A)) with a viscosity of 5,000 mPa·s or less at 23°C, and (C) a photopolymerization initiator containing 0.01 to 20 parts by mass as an essential component, and with a viscosity of 10 to 100,000 mPa·s at 23°C, and a refractive index of 1.390 or less at a temperature of 25°C and a wavelength of 589 nm. [2] The fluorinated active energy line hardening composition described in [1] is a volatile organic compound that does not contain a group that reacts with acrylonitrile. [3] The fluorinated active energy line hardening composition described in [1] or [2], wherein, in general formula (1), Rf 1 It is a divalent perfluoropolyether group represented by the following formula. (In the formula, c is an integer from 2 to 6 for each unit. d, e, f, g, h, and i are integers from 0 to 200, and d+e+f+g+h+i=4 to 200. These units can be linear or branched. Also, the repeating units shown in parentheses of d, e, f, g, h, and i can be randomly bonded.) [4] The fluorinated active energy line hardening composition described in any of [1] to [3], wherein component (A) is an acrylic compound containing a fluorinated polyether group represented by the following general formula (2). (where Rf) 2 It is a divalent perfluoropolyether group with a number average molecular weight of 500 to 40,000, composed of perfluoroalkyl groups having 1 to 6 carbon atoms and oxygen atoms. 2 An organogroup with an independent carbon number of 1 to 20 and a (b'+1) valence. X 2 It is an organic group with a monovalent valence containing an acrylonitrile or an α-substituted acrylonitrile, and on average, each molecule contains at least one of the aforementioned acrylonitrile or α-substituted acrylonitrile. R 1 It consists of a hydrogen atom or a hydrocarbon group with a valence of 1 to 8 carbon atoms. V 2 It is a hydrogen atom, a fluorine atom, or -C(=O)-NR 1 a [Y 2 (X 2 ) b’ ] 2-a The base of the 1 valence is represented. a is 0 or 1. b' is an integer from 1 to 10). [5] As described in [4], the fluorine-containing active energy line hardening composition, in the general formula (2), Rf 2 It is a divalent perfluoropolyether group represented by the following formula. (In the formula, c is an integer from 2 to 6. d, e, f, g, h, and i are integers from 0 to 200, and d+e+f+g+h+i=4 to 200. These units can be linear or branched. Also, the repeating units shown in parentheses of d, e, f, g, h, and i can be randomly bonded.) [6] Fluorine-containing active energy line hardening composition as described in [4] or [5], wherein, in general formula (2), Rf 2 It is selected from divalent perfluoropolyether groups represented by the following structural formulas. (In the formula, q is an integer from 4 to 200). (In the formula, r is an integer from 1 to 6, and C) r F 2r O can be linear or branched, s is an integer from 0 to 6, t and u are integers from 1 to 200, t+u is an integer from 2 to 200, s+t+u is an integer from 4 to 200, and v is an integer from 5 to 200. [7] As described in any of [4] to [6], the fluorine-containing active energy line hardening composition, in the general formula (2), R 1 For hydrogen atoms, a is 1. [8] As described in any of [4] to [7], the fluorine-containing active energy line hardening composition, in general formula (2), Y 2 It can be represented by any of the following. (In the formula, * represents the bonding part with N, and ** represents the bonding part with X.) 2 (The bonding part of the bond). [9] Fluorine-containing active energy line hardening composition as described in any of [4] to [8], wherein, in general formula (2), X 2 For example, the following constructs are represented as follows: (where R is in the formula) 2Independently, it is a hydrogen atom, a fluorine atom, a methyl group or a trifluoromethyl group, where W is a divalent or trivalent hydrocarbon group selected from one or more of the single bond or ether bond, ester bond and carbamate bond, and n is 1 or 2).

[10] Fluorine-containing active energy line hardening composition as described in any of [4] to [9], wherein, in general formula (2), X 2 It can be represented by any of the following.

[11] A fluorinated active energy line hardening composition as described in any of [4] to

[10] , wherein component (A) is an acrylic compound containing a fluorinated polyether group represented by any of the following formulas. (where X) 2 The system is the same as above, where q is an integer from 4 to 200, r is an integer from 1 to 6, and C r F 2r O can be linear or branched, s is an integer from 0 to 6, t and u are integers from 1 to 200, t+u is an integer from 2 to 200, and s+t+u is an integer from 4 to 200.

[12] The fluorinated active energy line hardening composition described in any of [1] to

[11] , wherein component (B) contains a fluorinated alkyl group and contains one or two acrylonitrile groups or α-substituted acrylonitrile groups.

[13] The fluorinated active energy line hardening composition described in any of [1] to

[12] , wherein component (B) is an acrylic compound represented by any of the following formulas.

[14] The fluorinated active energy line curing composition described in any of [1] to

[13] , wherein component (B) is a perfluoroalkyl group having one or more carbon atoms of 1 to 8, and contains one or two acrylonitrile groups or α-substituted acrylonitrile groups.

[15] The fluorinated active energy line curing composition described in any of [1] to

[14] , wherein component (B) is an acrylic compound represented by any of the following formulas.

[16] The fluorine-containing active energy line hardening composition described in any of [1] to

[15] , wherein the photopolymerization initiator of component (C) is one that does not contain fluorine atoms in its structure.

[17] The fluorine-containing active energy line hardening composition described in any of [1] to

[16] is used as an antireflective agent or as a coating agent for optical fibers.

[18] A hardening material formed by hardening the fluorine-containing active energy line hardening composition described in any of [1] to

[17] .

[19] The hardening material described in

[18] , wherein the refractive index is 1.400 or less under the conditions of 25°C and 589nm wavelength.

[20] The hardening material described in

[18] or

[19] , wherein the change in hardness after heating at 95°C and 100%RH for 12 hours is within ±10 points of the initial value.

[21] An article characterized in that the hardened material described in any one of

[18] to

[20] constitutes all or at least a part of its composition.

[22] The article described in

[21] is an optical component.

[23] The article described in

[21] or

[22] is any one of a lens, an anti-reflective coating, and an optical fiber. [Effects of the Invention] The fluorine-containing active energy line curable composition of this invention can be cured by active energy lines such as ultraviolet light or electron beams to form a transparent cured material with low refractive index and excellent water vapor resistance, and it also has excellent workability. Therefore, the fluorine-containing active energy line curable composition of this invention is useful as a material for various optical components such as antireflective agents, optical fiber coatings, and lenses. The fluorinated active energy line hardening composition of the present invention is characterized by comprising 100 parts by mass of an acrylic compound containing a fluorinated polyether group, represented by the following general formula (1) (A), (where Rf) 1 It is a divalent perfluoropolyether group with a number average molecular weight of 500 to 40,000, composed of a perfluoroalkyl group having 1 to 6 carbon atoms and an oxygen atom. Z is a divalent organic group, which may contain a cyclic structure as shown in the figure. Y is an organic group with a (b+1) valence having 1 to 20 carbon atoms. X is a monovalent organic group independently containing an acrylonitrile or an α-substituted acrylonitrile, and on average, each molecule contains at least one of the aforementioned acrylonitrile or α-substituted acrylonitrile. V 1 It can be a hydrogen atom, a fluorine atom, or -ZY(X). b(a base with a valence of 1. b is an integer from 1 to 10) (B) an acrylic compound containing one or two acrylonitrile or α-substituted acrylonitrile in one molecule (excluding component (A)) with a viscosity of 5,000 mPa·s or less at 23°C, and (C) a photopolymerization initiator containing 0.01 to 20 parts by mass as an essential component, with a viscosity of 10 to 100,000 mPa·s at 23°C, and a refractive index of 1.390 or less at a temperature of 25°C and a wavelength of 589 nm. The fluorinated active energy line curable composition of the present invention has the following properties: (A) is an acrylic compound containing a fluorinated polyether group, which has the following properties: a perfluoropolyether group as a group with low refractive index and water vapor resistance, and an acrylonitrile group or an α-substituted acrylonitrile group. It can be cured by active energy lines such as ultraviolet light or electron beams to form a transparent cured material with low refractive index and excellent water vapor resistance. The first essential component (A) of the fluorinated active energy line hardening composition of the present invention is an acrylic compound containing a fluorinated polyether group, which is represented by the following general formula (1). In this invention, the term "acrylic acid compound" is a general term for compounds having an acrylonitrile or α-substituted acrylonitrile, and also includes compounds in which two or more acrylonitrile or α-substituted acrylonitrile are introduced into the side chains or ends of various polymers by any method. Furthermore, in this invention, the term "(meth)acrylate" refers to one or both of acrylate and methacrylate; the term "(meth)acryl" refers to one or both of acrylonitrile and methacryl; and the term "(meth)acrylic acid" refers to one or both of acrylic acid and methacrylic acid. In equation (1) above, Rf 1 It is a divalent perfluoropolyether group with a number average molecular weight of 500-40,000, composed of perfluoroalkyl groups having 1-6 carbon atoms and oxygen atoms. 1 Suitable for those having a perfluorooxide structure with 1 to 6 carbon atoms, especially 1 to 3 carbon atoms, as the main repeating unit. -CF 2O- -CF 2CF 2O- -CF(CF 3) CF 2O- -CF 2CF 2CF 2O- These structures can be any single polymer, or random or block polymers composed of multiple structures. As Rf has such a structure 1 For example, the following structures can be listed. (In the formula, c is an independent integer from 2 to 6. d, e, f, g, h, and i are integers from 0 to 200, and d+e+f+g+h+i=4 to 200. These units can be linear or branched. Also, the repeating units shown in parentheses of d, e, f, g, h, and i can be randomly linked.) In the above formula, each unit of the c series is independently an integer from 2 to 6, preferably from 2 to 4. When c is 1, the water vapor resistance is low, so it is preferable that each unit of the c series is independently an integer from 2 to 6. Furthermore, d, e, f, g, h, and i are integers from 0 to 200, preferably d is an integer from 0 to 100, e is an integer from 5 to 100, f is an integer from 5 to 100, g is an integer from 0 to 100, h is an integer from 0 to 100, and i is an integer from 0 to 100, and d+e+f+g+h+i=4 to 200, preferably 10 to 150, and more preferably 30 to 150. In the above formula, each unit can be linear or branched. Also, the repeating units shown in parentheses for d, e, f, g, h, and i can be randomly bonded. Rf 1 The number-average molecular weight of the relevant structural components is preferably in the range of 2,000 to 25,000, and its molecular weight distribution (or degree of polymerization distribution) is not particularly limited. When the number-average molecular weight is less than 500, the refractive index increases due to the low fluorine atom content; when it exceeds 40,000, the operability decreases due to increased viscosity, and the compatibility with the polymerization initiator decreases to a non-negligible degree due to the increased fluorine atom content. Furthermore, in this invention, the molecular weight (or degree of polymerization or number of repeating units) can be obtained as the number-average molecular weight (or number-average degree of polymerization) converted from polystyrene analyzed by gel permeation chromatography (GPC) using a fluorinated solvent as the developing solvent, or it can be obtained from... 1 H-NMR analysis and 19 F-NMR analysis is the number-average molecular weight (or number-average degree of polymerization) calculated from the ratio of the characteristic peak intensity of the end structure to the main chain structure of acrylic compounds containing fluorinated polyether groups. In the above formula (1), Z is a divalent organic group, which may contain a ring structure as shown in the figure. For example, the structure shown below can be used as Z. (In the formula, R is an independent hydrogen atom or a hydrocarbon group with a carbon number of 1 to 8 and a valence of 1. Y and X are the same as those described later. In the formula, * represents Rf.) 1The bonding portion of the bond, **is the bonding portion with the Y bond). In the above formula (1), Y is an organogroup with 1 to 20 carbon atoms, preferably with a (b+1) valence of 1 to 8. Examples of Y include the following. (In the formula, * represents the bonding portion with the Z bond, and ** represents the bonding portion with the X bond). In the above formula (1), X is an organic group with a monovalent acrylamide or α-substituted acrylamide, and on average, each molecule contains at least one of the aforementioned acrylamide or α-substituted acrylamide groups. X is preferably represented by the following construction. In the above formula (1), V 1 It can be a hydrogen atom, a fluorine atom, or -ZY(X). b The base representing a 1-valent value is preferably -ZY(X). b The basis for representing the 1-value. V 1 For -ZY(X) b When represented by a monovalent group, since an average of at least two acrylonitrile groups or α-substituted acrylonitrile groups are present in one molecule, the composition forms a mesh-like network, resulting in a hardened product with excellent mechanical properties. (V) 2 For -ZY(X) b When representing a base with a 1 valence, the complex numbers Z, Y, X, and b existing in equation (1) can be the same or different. In the above formula (1), b is an integer from 1 to 10, preferably 1 or 2. The acrylic compound containing a fluorinated polyether group represented by formula (1) as component (A) is preferably represented by the following general formula (2). (A) When the acrylic compound containing a fluorinated polyether group in component (A) is represented by general formula (2), Rf 2 At least one of the ends is structurally bonded to a amide. Generally speaking, Rf 2 While the terminal portion of the compound exhibits increased reactivity due to the electron-withdrawing properties of fluorine atoms, making it prone to hydrolysis, the hardened product composed of the components of this invention is less susceptible to hydrolysis when exposed to water vapor due to the high bonding energy of the amide bonds. As a result, it exhibits particularly excellent resistance to water vapor, making it superior. Furthermore, when the acrylic compound containing the fluorinated polyether group in component (A) has amide bonds, the amide structure acts as a hydrogen bond acceptor, and through the interaction with the hydrogen atoms in the photopolymerization initiator, the compatibility with the photopolymerization initiator is improved. As a result, a transparent composition can be formed, which is preferable. In equation (2) above, Rf 2 It is a divalent perfluoropolyether group with a number average molecular weight of 500-40,000, composed of perfluoroalkyl groups having 1-6 carbon atoms and oxygen atoms. 1 Suitable for those having a perfluorooxide structure with 1 to 6 carbon atoms, especially 1 to 3 carbon atoms, as the main repeating unit. -CF 2O- -CF 2CF 2O- -CF(CF 3) CF 2O- -CF 2CF 2CF 2O- These structures can be any single polymer, or random or block polymers composed of multiple structures. As Rf has such a structure 2 For example, the following structures can be listed. (In the formula, c is an independent integer from 2 to 6. d, e, f, g, h, and i are integers from 0 to 200, and d+e+f+g+h+i=4 to 200. These units can be linear or branched. Also, the repeating units shown in parentheses of d, e, f, g, h, and i can be randomly linked.) In the above formula, each unit of the c series is independently an integer from 2 to 6, preferably from 2 to 4. When c is 1, due to the reduced water vapor resistance, it is preferable that each unit of the c series is independently an integer from 2 to 6. Furthermore, d, e, f, g, h, and i are integers from 0 to 200, preferably d from 0 to 100, e from 5 to 100, f from 5 to 100, g from 0 to 100, h from 0 to 100, and i from 0 to 100, and d+e+f+g+h+i=4 to 200, preferably 10 to 150, and more preferably 30 to 150. In the above formula, each unit can be linear or branched. Also, the repeating units shown in parentheses for d, e, f, g, h, and i can be randomly bonded. Rf 2The number-average molecular weight of the relevant structural components is preferably in the range of 2,000 to 25,000, and its molecular weight distribution (or degree of polymerization distribution) is not particularly limited. When the number-average molecular weight is less than 500, the refractive index increases due to the low fluorine atom content; when it exceeds 40,000, the operability decreases due to increased viscosity, and the compatibility with the polymerization initiator decreases to a non-negligible degree due to the increased fluorine atom content. Furthermore, in this invention, the molecular weight (or degree of polymerization or number of repeating units) can be obtained as the number-average molecular weight (or number-average degree of polymerization) converted from polystyrene analyzed by gel permeation chromatography (GPC) using a fluorinated solvent as the developing solvent, or it can be obtained from... 1 H-NMR analysis and 19 F-NMR analysis is the number-average molecular weight (or number-average degree of polymerization) calculated from the ratio of the characteristic peak intensity of the end structure to the main chain structure of acrylic compounds containing fluorinated polyether groups. As Rf has such a structure 2 Suitable examples include the following constructions. (In the formula, q is 4 to 200, preferably an integer from 10 to 150). (In the formula, r is an integer from 1 to 6, preferably an integer from 2 to 4, C) r F 2r O can be linear or branched; s is an integer from 0 to 6, preferably from 1 to 4; t is an integer from 1 to 100, preferably from 5 to 80; u is an integer from 1 to 100, preferably from 5 to 80; t+u is an integer from 2 to 200, preferably from 10 to 150; s+t+u is an integer from 4 to 200, preferably from 10 to 150; v is an integer from 5 to 200, preferably from 10 to 150. Rf 2 The most suitable example is the following construction. Generally speaking, Rf 2 Although the terminal portion of the Rf atom enhances reactivity and readily undergoes hydrolysis due to the electron-withdrawing property of the fluorine atom, 2 When constructing the following, due to Rf 2 The end portion is connected via C 2F 4 bases, better to be achieved through CF (CF) 3) The base is shielded, making it difficult to hydrolyze. As a result, it has excellent resistance to water vapor, which is particularly good. (In the formula, r, s, t, u, and v are the same as above). In equation (2) above, R 1 It is a monovalent hydrocarbon group consisting of hydrogen atoms or 1 to 8 carbon atoms, preferably 1 to 6. Specifically, examples of monovalent hydrocarbon groups include alkyl groups such as methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, pentyl, neopentyl, hexyl, and octyl; cycloalkyl groups such as cyclohexyl; alkenyl groups such as vinyl, allyl, and propenyl; aryl groups such as phenyl, tolyl, and xylyl; and aralkyl groups such as benzyl and phenylethyl. As R 1 The preferred components are hydrogen atoms, methyl groups, and ethyl groups, with hydrogen atoms being the most preferred. In equation (2) above, Y 2 The organogroup is an organic group with 1 to 20 carbon atoms, preferably 1 to 8 with a (b'+1) valence, and more preferably a hydrocarbon group with 1 to 20 carbon atoms, preferably 1 to 8 with a (b'+1) valence, which may contain an ether bond. As Y 2 Its excellent structure can be listed as follows. (In the formula, * represents the bonding part with N, and ** represents the bonding part with X.) 2 (The key joint of the bond). In equation (2) above, X 2 It is an organic group with a monovalent acrylamide or α-substituted acrylamide, and on average, each molecule contains at least one of the aforementioned acrylamide or α-substituted acrylamide groups. As X 2 The preferred construction is represented by the following formula. (where R is in the formula) 2 Independently, it consists of a hydrogen atom, a fluorine atom, a methyl group, or a trifluoromethyl group; W is a divalent or trivalent hydrocarbon group selected from one or more of the following: single bond, ether bond, ester bond, and carbamate bond; n is 1 or 2. In the above formula, W can be a divalent or trivalent hydrocarbon group selected from one or more of single bonds, ether bonds, ester bonds and carbamate bonds. As a divalent or trivalent hydrocarbon group, the following formula can be used as an example. (In the formula, * refers to Y in the general formula (2)) 2 The bonding portion of the bond, specifically the bonding portion between the oxygen atom and the bond. As X 2 It is better to construct it as shown in the following expression. In equation (2) above, V 2 It is a hydrogen atom, a fluorine atom, or -C(=O)-NR 1 a [Y 2 (X 2 ) b’ ] 2-a The base representing the 1-valence is preferably -C(=O)-NR. 1 a [Y 2 (X 2 ) b’ ] 2-a The basis for representing the 1-value. V 2 -C(=O)-NR 1 a [Y 2 (X 2 ) b’ ] 2-a When representing a monovalent group, since an average of at least two acrylonitrile groups or α-substituted acrylonitrile groups are present in one molecule, the composition of this compound forms a mesh-like network, resulting in a hardened product with excellent mechanical properties. (V) 2 -C(=O)-NR 1 a [Y 2 (X 2 ) b’ ] 2-aWhen representing a base with a 1 valence, the complex number of R in equation (2) 1 Y 2 X 2 b' and a can be the same or different. In equation (2) above, a is 0 or 1, preferably 1. In equation (2) above, b' is an integer from 1 to 10, preferably 1 or 2. The acrylic compound containing fluorinated polyether groups represented by formula (2) above is preferably represented by the following formula. (where X) 2 The series q, r, s, t, and u are the same as those mentioned above. The acrylic compound containing a fluorinated polyether group represented by formula (2) above is preferably represented by the following formula. (where X) 2 The r, s, t, and u series are the same as those mentioned above. Acrylic compounds containing fluorinated polyether groups, represented by the general formula (1) of component (A) above, especially acrylic compounds containing fluorinated polyether groups represented by formula (2), for example, as V 2 -C(=O)-NR 1 a [Y 2 (X 2 ) b’ ] 2-a Suitable synthetic methods for acrylic compounds containing fluorinated polyether groups, represented by the general formula (3) below, with monovalent groups. (where Rf) 2 R 1 Y 2 X 2 (The relationships a and b' are the same as above). For example, firstly, by using a compound containing a fluorinated polyether group with a amide or ester at the end of its molecular chain, represented by the following general formula (4), an amino alcohol compound represented by the following general formula (5) is subjected to a amide reaction. (where Rf) 2 The system is the same as above, X 3 (Halogen atom or unsubstituted or fluorinated alkoxy group) (where R is in the formula) 1 Y 2 (The relationships a, b' are the same as above). An intermediate containing a fluorinated polyether group is obtained. Therefore, X in equation (4) above 3 The alkoxy group is a halogen atom or preferably a non-substituted or fluorinated alkoxy group having 1 to 10 carbon atoms, more preferably a carbon 1 to 6 carbon atoms. Specifically, examples include halogen atoms such as fluorine, chlorine, and bromine; alkoxy groups such as methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, tert-butoxy, hexoxy, and octoxy; trifluoromethoxy groups in which some or all of the hydrogen atoms of these groups are substituted with fluorine atoms; fluorinated alkoxy groups such as 2,2,2-trifluoroethoxy and 1,1,1,3,3,3-hexafluoroisopropoxy. Specifically, compounds containing fluorinated polyether groups with amide or ester groups at the ends of the molecular chains represented by formula (4) above can be listed as follows. Rf 2 [C(=O)-Cl] 2Rf 2 [C(=O)-F] 2Rf 2 [C(=O)-O-CH 3] 2Rf 2 [C(=O)-OC 2H 5] 2Rf 2 [C(=O)-OC 3H 7] 2Rf 2 [C(=O)-OC 4H 9] 2Rf 2 [C(=O)-OC 5H 11 ] 2Rf 2 [C(=O)-OC 6H 13 ] 2Rf 2 [C(=O)-O-CF 3] 2Rf 2 [C(=O)-OC 2F 5] 2Rf 2 [C(=O)-O-CH(CF 3) 2] 2(where Rf) 2 (The same applies as above). Furthermore, examples of amino alcohol compounds represented by the above formula (5) are shown below. The reaction ratio of the compound containing a fluoropolyether group with a amide or ester group at the end of the molecular chain represented by formula (4) to the amino alcohol compound represented by formula (5) is such that, relative to the total number of amide or ester groups in the compound containing a fluoropolyether group with a amide or ester group at the end of the molecular chain represented by formula (4), the amino alcohol compound represented by formula (5) is preferably reacted using 1 to 12 moles, particularly 1.2 to 6 moles. When the number of amino alcohol compounds represented by formula (5) is less than this, it becomes difficult to obtain the desired fluoropolyether-containing alcohol compound. This amide reaction is expected to involve mixing a fluorinated polyether compound with a amide or ester terminal, as represented by formula (4), with an amino alcohol compound represented by formula (5), and reacting at a reaction temperature of 0–100°C, preferably 0–80°C, for 1 minute to 48 hours, particularly for 10 minutes to 12 hours. If the reaction temperature is too low, the reaction may not proceed sufficiently and may stop abruptly; if the temperature is too high, undesirable side reactions or decomposition of the raw materials may occur. The aforementioned acetylation reaction can be carried out even without a solvent, but solvent dilution may be used if necessary. While commonly used organic solvents can be used as diluents, it is preferable to use solvents with a boiling point above the desired reaction temperature that do not hinder the reaction. Ideally, such solvents should be partially fluorinated solvents, such as fluorinated aromatic hydrocarbon solvents like m-hexafluoride or benzotrifluoride, or fluorinated ether solvents like methyl perfluorobutyl ether, with m-hexafluoride being particularly preferred. When using a solvent, the amount used is preferably 5 to 2,000 parts by mass relative to 100 parts by mass of the compound containing a fluorinated polyether group with a acetylated halogen or ester at the end of the molecular chain represented by formula (4), and more preferably 50 to 500 parts by mass. If less than this, the dilution effect of the solvent will be reduced; if more, the dilution will be excessively increased, leading to a decrease in the reaction rate. After the reaction is complete, it is preferable to remove the unreacted amino alcohol compound represented by formula (5) or the diluted solvent by known methods such as vacuum distillation, extraction, or adsorption. Thus, by reacting a compound containing a fluorinated polyether group with a amide or ester at the end of the molecular chain represented by general formula (4) with an amino alcohol compound represented by general formula (5), an alcohol compound containing a fluorinated polyether group represented by general formula (6) can be obtained. (where Rf) 2 R 1 Y 2 (The relationships a and b' are the same as above). Examples of alcohol compounds containing fluorinated polyether groups represented by formula (6) are shown below. (where Rf) 2 (The same applies as above). Next, by introducing (meth)acrylic acid groups into the alcohol compound containing fluorinated polyether groups represented by the above-obtained formula (6), an acrylic acid compound containing fluorinated polyether groups represented by formula (3) can be obtained as the intended compound. As a method for introducing (meth)acrylic acid groups into an alcohol compound containing a fluorinated polyether group as represented by formula (6), an example is the method of reacting an alcohol compound containing a fluorinated polyether group as represented by formula (6) with an isocyanate compound containing a (meth)acrylic acid group. Examples of isocyanate compounds containing (meth)acrylic acid groups are listed below. While isocyanate compounds containing (meth)acrylic groups can be reacted by adding at least one mole of (meth)acrylic groups relative to the total amount of hydroxyl groups in alcohol compounds containing fluorinated polyether groups, allowing all hydroxyl groups to react, it is sufficient to average the amount of (meth)acrylic groups to at least one mole relative to one mole of alcohol compounds containing fluorinated polyether groups. This allows the reaction to proceed without leaving any unreacted isocyanate compounds containing (meth)acrylic groups. Specifically, when the amount of alcohol compounds containing fluorinated polyether groups in the reaction system is defined as x moles, and the total amount of hydroxyl groups in the alcohol compounds containing fluorinated polyether groups is defined as y moles, the isocyanate compound containing (meth)acrylic groups is preferably x moles or more and 2y moles or less, and preferably x moles or more and 0.6y moles or more and 1.4y moles or less. If the amount is too small, it increases the likelihood that residual alcohol compounds containing fluorinated polyether groups that cannot be completely introduced with (meth)acrylic groups will remain; if the amount is too large, it makes it difficult to remove unreacted isocyanate compounds containing (meth)acrylic groups. Furthermore, if necessary, the reaction can be diluted with a suitable solvent. Such a solvent is not particularly limited if it does not react with the hydroxyl groups of alcohols containing fluorinated polyether groups or the isocyanate groups of isocyanate compounds containing (meth)acrylic groups. Specifically, examples include hydrocarbon solvents such as toluene, xylene, and isooctane; ether solvents such as tetrahydrofuran (THF), diisopropyl ether, and dibutyl ether; ketone solvents such as acetone, methyl ethyl ketone, methyl butyl ketone, methyl isobutyl ketone, and cyclohexanone; fluorinated aromatic hydrocarbon solvents such as m-hexafluorinated xylene (also known as hexafluorom-xylene) and benzotrifluoride; and fluorinated ether solvents such as methyl perfluorobutyl ether. This solvent can be removed after the reaction by known methods such as vacuum distillation. While the amount of solvent used is not particularly limited, it is preferably less than 10 times the total mass of the reactants. Using too much solvent can significantly reduce the reaction rate. Furthermore, a polymerization inhibitor may be added during the reaction if necessary. While there are no particular limitations on the type of polymerization inhibitor, those commonly used as inhibitors for acrylic compounds are generally acceptable. Specifically, examples include hydroquinone, hydroquinone monomethyl ether, 4-tert-butylcatechol, and butylated hydroxytoluene. The amount of polymerization inhibitor used can be determined based on the reaction conditions, post-reaction purification conditions, and final usage conditions. While there are no particular limitations, it is generally 0.01 to 5,000 ppm relative to the total mass of the reactants, with an optimal range of 0.1 to 500 ppm. Furthermore, to increase the reaction rate, a suitable catalyst may be added during the reaction. Examples of catalysts include alkyl tin ester compounds such as dibutyltin diacetate, dibutyltin dilaurate, dibutyltin dioctanoate, dioctyltin diacetate, dioctyltin dilaurate, dioctyltin dioctanoate, and stannous dioctanoate; titanium esters or titanium chelate compounds such as tetraisopropoxytitanium, tetra-n-butoxytitanium, tetra(2-ethylhexyloxy)titanium [alias: tetra(2-ethylhexyl)titanate], dipropoxybis(acetyl acetone)titanium, and titanium isopropoxyoctanediol; zirconium tetraacetone, zirconium tributoxymonoacetone, zirconium monobutoxyacetone bis(ethyl acetate), zirconium dibutoxybis(ethyl acetate), zirconium tetraacetone, zirconium chelates, and bismuth carboxylate compounds. These are not limited to one type; although they can be used as a mixture of two or more, titanium compounds or bismuth compounds are preferred, especially from the perspective of toxicity and reactivity. The reaction rate can be increased by adding 0.01–2% by mass, preferably 0.05–1% by mass, of these catalysts relative to the total mass of the reactants. The above reaction is carried out at a temperature of 0–120°C, preferably 10–100°C, for 1 minute to 500 hours, preferably 10 minutes to 48 hours. If the reaction temperature is too low, the reaction rate may be excessively delayed; if the reaction temperature is too high, it may lead to the polymerization of (meth)acrylic acid as a side reaction. After the reaction is complete, the unreacted isocyanate compound and solvent are removed by distillation, adsorption, filtration, washing and other methods to obtain the acrylic compound containing fluorinated polyether group represented by the above formula (3). Furthermore, when the reaction stops, adding alcoholic compounds such as methanol or ethanol to the system can form carbamate bonds with unreacted isocyanate compounds. Although the resulting carbamate (meth)acrylates can be removed using the same method as unreacted isocyanate compounds, they can also remain and be used directly. Furthermore, as another method for introducing (meth)acrylic acid groups into the alcohol compound containing fluorinated polyether groups represented by formula (6), a method can be listed as reacting the alcohol compound containing fluorinated polyether groups represented by formula (6) with (meth)acrylic acid halogen to form an ester. Examples of (meth)acrylic halides include those listed below. (where X) 4 (Halogen atoms such as fluorine, chlorine, and bromine). Especially preferred are acrylonitrile chloride and methacrylonitrile chloride. It is desirable that the total amount of (meth)acrylic halide relative to the total amount of hydroxyl groups in the fluorinated polyether alcohol compounds be increased to at least one mole and reacted to ensure that all hydroxyl groups are reacted. Specifically, it is desirable that the amount of (meth)acrylic halide used is 1 to 6 moles, particularly 1.2 to 4 moles, relative to the amount of hydroxyl groups in the fluorinated polyether alcohol compounds in the reaction system. Using too little halide increases the possibility of residual fluorinated polyether alcohol compounds with unintroduced (meth)acrylic groups. In the esterification reaction of (meth)acrylic acid brine with an alcohol compound containing a fluorinated polyether group, it is preferable to use an acid acceptor. The alcohol compound containing a fluorinated polyether group, (meth)acrylic acid brine, and acid acceptor represented by formula (6) above are mixed and stirred. Triethylamine, pyridine, urea, etc. can be used as the acid acceptor. The amount of acid acceptor used relative to the molar number of (meth)acrylic acid brine is expected to be about 0.9 to 3 times. If too little is used, a large amount of uncaptured acid will remain; if too much is used, it will be difficult to remove the remaining acid acceptor. Furthermore, if necessary, the reaction can be diluted with a suitable solvent. Such a solvent is not particularly restricted if it does not react with the hydroxyl groups of the alcohol compound containing the fluorinated polyether group or the halogen atoms of the (meth)acrylic acid halide. Specifically, examples include hydrocarbon solvents such as toluene, xylene, and isooctane; ether solvents such as tetrahydrofuran (THF), diisopropyl ether, and dibutyl ether; ketone solvents such as acetone, methyl ethyl ketone, methyl butyl ketone, methyl isobutyl ketone, and cyclohexanone; fluorinated aromatic hydrocarbon solvents such as m-hexafluoroxylene (also known as hexafluorom-xylene) and benzotrifluoride; and fluorinated ether solvents such as methyl perfluorobutyl ether. This solvent can be removed after the reaction by known methods such as vacuum distillation. While the amount of solvent used is not particularly limited, it is preferably less than 10 times the total mass of the reactants. Using too much solvent can significantly reduce the reaction rate. The above reaction is carried out at a temperature of 0–120°C, preferably 10–100°C, for 1 minute to 500 hours, preferably 10 minutes to 48 hours. If the reaction temperature is too low, the reaction rate may be excessively delayed; if the reaction temperature is too high, it may lead to the polymerization of (meth)acrylic acid as a side reaction. After the reaction is complete, the unreacted (meth)acrylic brine and solvents are removed by distillation, adsorption, filtration, washing, etc., to obtain the acrylic compound containing fluorinated polyether groups represented by the above formula (3). The resulting acrylic compound containing fluorinated polyether groups is free of volatile organic compounds (volatile organic solvents). Furthermore, (A) the acrylic compound containing fluorinated polyether groups may be a single compound or two or more compounds may be used in combination. The second essential component (B) of the fluorinated active energy line hardening composition of the present invention is an acrylic compound containing one or two acrylonitrile groups or α-substituted acrylonitrile groups per molecule, with a viscosity of 5,000 mPa·s or less at 23°C, excluding component (A). The acrylic compound of component (B) may contain oxygen atoms and nitrogen atoms other than those in the acrylic acid structure, specifically, it may contain ether bonds, carbamate bonds, isocyanate groups, and hydroxyl groups. Regarding the solubility of component (B) with component (A), the viscosity at 23°C is preferably below 5,000 mPa·s, and more preferably between 0.4 and 2,000 mPa·s. When the viscosity at 23°C exceeds 5,000 mPa·s, mixing with component (A) becomes difficult, and operability deteriorates. In this invention, the viscosity can be measured using a rotational viscometer (e.g., BL type, GH type, BS type, cone-plate type, rheometer, etc.) (the same applies hereinafter). Among such components (B), a preferred example of a compound having one (meth)acrylic group in the molecule is specifically shown in the following general formula (7). (where R is in the formula) 4 It is a hydrocarbon group with a carbon number of 1 to 20 and a valence of 1, which may contain an aminocarbamate bond, an ether bond, an isocyanate group, or a hydroxyl group, and part of the hydrogen atom bonded to the carbon atom may be replaced by a fluorine atom. R 5 (It consists of hydrogen atoms, methyl groups, fluorine atoms, or fluoroalkyl groups having 1 to 6 carbon atoms). In the above formula (7), R 4 It is a monovalent hydrocarbon group with 1 to 20 carbon atoms, which may contain an aminocarbamate bond, an ether bond, an isocyanate group, or a hydroxyl group. The alkyl group has 1 to 20 carbon atoms, preferably 1 to 10, and an aryl group has 6 to 20 carbon atoms, preferably 6 to 10, or an aralkyl group has 7 to 20 carbon atoms, preferably 7 to 10. These can be branched or cyclic, and may contain aliphatic unsaturated (double) bonds, aminocarbamate bonds, ether bonds, isocyanate groups, or hydroxyl groups. As R 4 Specifically, examples include methyl, ethyl, propyl, butyl, isobutyl, hexyl, cyclohexyl, octyl, 2-ethylhexyl, isodeyl, tridecyl, isostearyl, phenyl, benzyl, isobornyl, dicyclopentyl, dicyclopentenyl, furfuryl, tetrahydrofuryl, tetrahydropyranyl, 2-(2-ethoxyethoxy)ethyl, -CH 2CH 2-OH, -CH 2CH(CH 3) -OH, -CH 2CH 2CH 2-OH, -CH 2CH 2CH 2CH 2-OH, -CH 2CH 2CH 2CH 2CH 2-OH, -CH 2CH 2CH 2CH 2CH 2CH 2-OH, 4-hydroxycyclohexyl, -CH 2CH 2-NCO, etc. Also, R 4 Some of the hydrogen atoms bonded to carbon atoms can be replaced by fluorine atoms. Furthermore, in the above equation (7), R 5 It is a fluoroalkyl group having 1 to 6 carbon atoms, such as hydrogen atom, methyl atom, fluorine atom, or trifluoromethyl, trifluoropropyl, or nonafluorobutyl, with hydrogen atom, methyl atom, fluorine atom, or trifluoromethyl atom being particularly preferred. Specifically, compounds represented by formula (7) include methacrylates, ethyl methacrylates, propyl methacrylates, n-butyl methacrylates, isobutyl methacrylates, hexyl methacrylates, n-octyl methacrylates, 2-ethyl-hexyl methacrylates, isodecyl methacrylates, tridecyl methacrylates, isostearyl methacrylates, and 2-(2-ethoxyethoxy)ethyl methacrylates. Acrylates, benzyl (meth)acrylates, 2-hydroxyethyl (meth)acrylates, 2-hydroxypropyl (meth)acrylates, 3-hydroxypropyl (meth)acrylates, 4-hydroxybutyl (meth)acrylates, 5-hydroxypentyl (meth)acrylates, 6-hydroxyhexyl (meth)acrylates, 4-hydroxycyclohexyl (meth)acrylates, tetrahydrofurfuryl (meth)acrylates, isobornyl (meth)acrylates, phenoxyethyl (meth)acrylates, neopentyl glycol-(meth)acrylate-benzoate, etc. Furthermore, in equation (7), as R 4Compounds in which a portion of the hydrogen atoms bonded to carbon atoms are replaced by fluorine atoms include, specifically, ethyl 2-fluoro(meth)acrylate, phenyl 2-fluoro(meth)acrylate, 3-fluoropropyl(meth)acrylate, 2,2-difluoroethyl(meth)acrylate, methyl 3,3-difluoro(meth)acrylate, 2-fluoroethyl(meth)acrylate, methyl 2-fluoro(meth)acrylate, 1H,1H-perfluorononyl(meth)acrylate, and methyl 2,3,3-trifluoro(meth)acrylate. Pentafluorobenzyl (meth)acrylate, pentafluorophenyl (meth)acrylate, tert-butyl-2-fluoro (meth)acrylate, methyl-2-fluoro (meth)acrylate, hexafluoroisopropyl (meth)acrylate, methyl-3-(4-fluorophenyl)(meth)acrylate, 3-(trifluoromethyl)benzyl (meth)acrylate, 1H,1H-perfluorooctyl (meth)acrylate, 2,2,2-trifluoroethyl (meth)acrylate, heptafluoroisopropyl (meth)acrylate, 2-(perfluorobutyl)ethyl (meth)acrylate 2-(perfluorohexyl)ethyl(meth)acrylate, 1H,1H-pentafluoropropyl(meth)acrylate, 2,2,2-trifluoroethyl-2-fluoro(meth)acrylate, methyl 3-(2,4-difluorophenyl)(meth)acrylate, ethyl(2E)-3-(4-fluorophenyl)(meth)acrylate, 2,2,2-trichloroethyl-2-fluoro(meth)acrylate, 1H,1H-pentafluorobutyl-2-fluoro(meth)acrylate, methyl 2-(trifluoromethyl)(meth)acrylate Acrylates, 2,2,3,3-tetrafluoropropyl (meth)acrylates, tert-butyl-2-(trifluoromethyl) (meth)acrylates, 1H,1H,5H-octafluoropentyl (meth)acrylates, (E)-methyl-3-(2,5-difluorophenyl) (meth)acrylates, (E)-methyl-3-(3,5-difluorophenyl) (meth)acrylates, 1H,1H,7H-dodecylfluorophenyl (meth)acrylates, 2,2,3,4,4,4-hexafluorobutyl (meth)acrylates, etc. Furthermore, as commercially available products, examples include "CHEMINOX FAAC-4", "CHEMINOX FAAC-6", "CHEMINOX FAMAC-4", "CHEMINOX FAMAC-6" (all manufactured by UNIMATEC), "Viscoat 3F", "Viscoat 4F", "Viscoat 8F", "Viscoat 8FM", and "Viscoat 13F" (all manufactured by Osaka Organic Chemical Industry Co., Ltd.). Furthermore, even if the compound is not equivalent to formula (7), such as commercially available (meth)acrylic acid compounds with names such as methoxy polyethylene glycol (meth)acrylate, phenoxy polyethylene glycol (meth)acrylate, methoxy polyethylene glycol (meth)acrylate, and nonylphenol EO adduct acrylate having repeating unit structures such as ethylene oxide, propylene oxide, tetramethylene oxide, lactone, etc., and various alkoxy-terminated acrylate compounds, if the viscosity at 23°C is 5,000 mPa·s or less, it can also be used. Furthermore, among components (B), a preferred example of a compound having two (meth)acrylic groups in the molecule is specifically represented by the following general formula (8). (where R is in the formula) 6 It is a divalent hydrocarbon group with 1 to 20 carbon atoms that may contain an aminocarbamate bond, an ether bond, an isocyanate group, or a hydroxyl group, and a portion of the hydrogen atom bonded to the carbon atom may be replaced by a fluorine atom. R 7 Each of the following is an independent hydrogen atom, methyl group, fluorine atom, or fluoroalkyl group having 1 to 6 carbon atoms. In the above formula (8), R 6 It is a divalent hydrocarbon group with 1 to 20 carbon atoms, which may contain an aminocarbamate bond, an ether bond, an isocyanate group, or a hydroxyl group. The hydrocarbon group has 1 to 20 carbon atoms, preferably 1 to 10, and is an aryl group with 6 to 20 carbon atoms, preferably 6 to 10, or is an aryl group with 7 to 20 carbon atoms, preferably 7 to 10. These groups may be branched or cyclic, and may contain aliphatic unsaturated (double) bonds, aminocarbamate bonds, ether bonds, isocyanate groups, or hydroxyl groups. As R 6 Specifically, examples include methylene, ethyl endemic, propyl endemic (trimethylene, methyl ethyl endemic), butyl endemic (tetramethylene, methyl propyl endemic), hexyl endemic (hexamethylene), cyclohexyl endemic, octamethylene, nonamethylene, decamethylene, and -CH. 2CH 2-O-CH 2CH 2-、-C 3H 6-OC 3H 6- Pyranylene, pentanylene, pentanylene, furfurylene, tetrahydrofuranylene, pyranylene, etc. Also, R 6 Some of the hydrogen atoms bonded to carbon atoms can be replaced by fluorine atoms. Also, R 7 They are fluoroalkyl groups having 1 to 6 carbon atoms, which are independently hydrogen atoms, methyl groups, fluorine atoms, trifluoromethyl groups, trifluoropropyl groups, or nonafluorobutyl groups, with hydrogen atoms, methyl groups, fluorine atoms, and trifluoromethyl groups being particularly preferred. More specifically, examples of compounds represented by formula (8) include 1,3-butanediol di(meth)acrylate, 1,4-butanediol di(meth)acrylate, dipropylene glycol di(meth)acrylate, tripropylene glycol di(meth)acrylate, 1,6-hexanediol di(meth)acrylate, diethylene glycol di(meth)acrylate, ethylene glycol di(meth)acrylate, propylene glycol di(meth)acrylate, nonanediol di(meth)acrylate, and 10-decanediol di(meth)acrylate. (B) is preferably a fluoroalkyl compound containing one or two acrylonitrile groups or α-substituted acrylonitrile groups. When (B) contains a fluoroalkyl compound, its compatibility with the acrylic compound containing fluorinated polyether groups in (A) is improved, thus enhancing the transparency of the cured material. Specifically, such compounds can be represented by the following formulas. Furthermore, component (B) is preferably a perfluoroalkyl group containing one or more carbon atoms of 1 to 8, and containing one or two acrylonitrile groups or α-substituted acrylonitrile groups. Specifically, such compounds can be represented by the following formulas. (B) Component may be a single compound or a mixture of multiple compounds that meet the above definition. When it is a mixture, the total content of the compounds equivalent to (B) Component shall be used to calculate the content of (B) Component. If necessary, the compounds equivalent to (B) Component may be synthesized by known methods, but various types of compounds that are commercially available from reagent manufacturers may also be used directly. The content of component (B) relative to 100 parts by mass of component (A) is 0.1 to 300 parts by mass, preferably 1 to 100 parts by mass. When it is less than 0.1 parts by mass, it becomes difficult to adjust the viscosity of the fluorinated active energy line hardening composition to a range that exhibits excellent operability; when it exceeds 300 parts by mass, it becomes difficult to exhibit the low refractive index property of the fluorinated active energy line hardening composition. The third essential component in the fluorine-containing active energy line curing composition of the present invention is (C) a photopolymerization initiator. While not specifically limited, the photopolymerization initiator of component (C) can be any acrylic compound that can be cured by irradiation with an active energy line. Examples include acetophenone, benzophenone, 2-hydroxy-2-methylphenylacetone, 2,2-dimethoxy-1,2-diphenylethane-1-one, 1-hydroxycyclohexylphenyl ketone, 2-hydroxy-2-methyl-1-phenylpropane-1-one, 1-[4-(2-hydroxyethoxy)phenyl]-2-hydroxy-2-methyl-1-propane-1-one, 2-methyl-1-(4-methylthiophenyl)-2-morpholinylpropane-1-one, 2-benzyl-2-dimethylamino-1-(4-morpholinylphenyl)butanone-1-one, 2- (Dimethylamino)-2-[(4-methylphenyl)methyl]-1-[4-(4-morphoyl)phenyl]-1-butanone, 2,4,6-trimethylbenzoyl-diphenyl-phosphine oxide, bis(2,4,6-trimethylbenzoyl)-phenylphosphine oxide, 1,2-octanedione-1-[4-(phenylthio)-2-(o-benzoyl oxime)], acetone-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazole-3-yl]-1-(O-acetylgoxime), 2-hydroxy-1-{4-[4-(2-hydroxy-2-methylpropionic acid)benzyl]phenyl}-2-methylpropane-1-one, etc., can be used alone or in combination with two or more. Among these, from the viewpoint of excellent photocurability, alkylphenol-based photopolymerization initiators and phosphine oxide-based photopolymerization initiators are preferred. Furthermore, the photopolymerization initiator of component (C) is preferably one that does not contain fluorine atoms in its structure. Photopolymerization initiators that do not contain fluorine atoms in their structure have superior yield properties, and by using a variety of commercially available photopolymerization initiators, the absorption wavelength or curing characteristics of fluorine-containing active energy line curing components can be controlled. The content of component (C) relative to 100 parts by mass of component (A) is 0.01 to 20 parts by mass, preferably 0.1 to 6 parts by mass. Adding less than this reduces hardening properties, while adding more increases the impact on the properties of the hardened material. The fluorinated active energy line curable composition of the present invention is preferably free of volatile organic compounds that do not have groups that react with acrylonitrile (especially non-reactive volatile organic compounds (or volatile organic solvents) that do not contain (meth)acrylamide groups in their molecules) (i.e., solvent-free fluorinated active energy line curable compositions). When it does not contain volatile organic compounds that do not have groups that react with acrylonitrile, the solvent removal process by heating before the curing process becomes unnecessary, thus reducing the energy conversion process. In addition to the fluorinated active energy line hardening composition of the present invention, thiols or maleimides, reactive active energy lines other than acrylamide, polymerization inhibitors, antistatic agents, defoamers, viscosity modifiers, light stabilizers, heat stabilizers, antioxidants, surfactants, colorants, and polymeric or inorganic fillers may also be incorporated. These do not particularly limit its structure, and known methods may be used within the scope that does not impair the purpose of the present invention. The fluorine-containing active energy line hardening composition of the present invention can be manufactured by conventionally known methods. For example, it can be manufactured by mixing components (A) to (C) and other components as necessary in specified amounts, using a mixer or similar mixing means, preferably at a temperature of 10°C to 70°C, and preferably for 0.1 hours to 5 hours. Furthermore, it is preferred to manufacture it in a light-protected environment. The fluorinated active energy line curable composition of the present invention has a viscosity of 10 to 100,000 mPa·s at 23°C, preferably 10 to 70,000 mPa·s, and more preferably 10 to 40,000 mPa·s. With such a viscosity, a curable composition with good workability is obtained. Workability here refers to, for example, when operating the fluorinated active energy line curable composition of the present invention, during coating or other operations, the likelihood of dripping or inward migration due to excessively low viscosity, or the likelihood of poor separation or deterioration of leveling due to excessively high viscosity. In the present invention, to set the viscosity at 23°C within the above-mentioned range, it is simple and therefore preferable to appropriately adjust the ratio of the relatively high viscosity component (A) to the relatively low viscosity component (B). The fluorinated active energy line curable composition of the present invention preferably has a refractive index of 1.390 or less, more preferably 1.380 or less, and even more preferably 1.370 or less at a temperature of 25°C and a wavelength of 589 nm. With such a refractive index, a low-refractive-index cured material useful for optical component applications can be formed. Furthermore, the refractive index can be measured using a refractometer such as an Abbe refractometer. In the present invention, in order to set the refractive index to 1.390 or less at a temperature of 25°C and a wavelength of 589 nm, it is necessary to have a divalent perfluoropolyether group consisting of a perfluoroalkyl group with 1 to 6 carbon atoms and an oxygen atom, comprising an acrylic compound containing a fluorinated polyether group of component (A). The fluorinated active energy line curable composition of the present invention obtained as described above, as an active energy line curable group, has an acrylonitrile group or an α-substituted acrylonitrile group, so it can be cured by active energy lines such as ultraviolet light or electron beams. Since it has a perfluoropolyether group, which has low refractive index and water vapor resistance, a transparent cured material with low refractive index and excellent water vapor resistance can be formed. Furthermore, the present invention provides a cured product of the fluorine-containing active energy line curing composition of the present invention described above. This cured product is obtained by irradiating the fluorine-containing active energy line curing composition of the present invention with light such as an electron beam, ultraviolet light, or visible light. While the light source is not particularly limited, examples include mercury lamps, black lamps, metal halide lamps, sodium lamps, halogen lamps, xenon lamps, LED lamps, fluorescent lamps, sunlight, and electron beam irradiation devices. Ultraviolet light is particularly preferred as the light source, and mercury lamps, metal halide lamps, and LED lamps are more preferably used as ultraviolet light sources. From the viewpoint of the characteristics of the cured product, the irradiation intensity is 10 to 10,000 mJ / cm². 2 Especially at 100–4,000 mJ / cm 2 The optimal range is as follows: too little will leave unhardened components, while too much may lead to deterioration of the hardened material. Furthermore, to prevent hardening obstacles caused by oxygen, the irradiation environment can be replaced with inert gases that do not contain oxygen molecules, such as nitrogen, carbon dioxide, or argon, during ultraviolet irradiation. Alternatively, the surface of the hardened material can be coated with a protective layer that is UV-transparent and has release properties, and then UV light can be irradiated from it. If the substrate is UV-transparent, in addition to coating the surface of the hardened material with a protective layer that has release properties, UV light can also be irradiated from the side of the substrate. Moreover, since the hardened material can be effectively leveled or the (meth)acrylic acid groups in the hardened material can be polymerized, the hardened material and the substrate can be heated by any method, such as infrared radiation or a hot air drying oven, before and during UV irradiation. As described above, the cured product obtained by curing the fluorine-containing active energy line curable composition of the present invention exhibits a low refractive index and excellent water vapor resistance. The refractive index of the cured material at a temperature of 25°C and a wavelength of 589 nm is preferably 1.400 or less, more preferably 1.390 or less, and even more preferably 1.380 or less. Such a refractive index is particularly useful in optical component applications. In this invention, in order to set the refractive index to 1.400 or less under the above conditions, it is necessary that the acrylic compound containing the fluoropolyether group is a divalent perfluoropolyether group having a number average molecular weight of 500 to 40,000 formed by a perfluoroalkyl group having 1 to 6 carbon atoms and an oxygen atom. Furthermore, the hardness change of the cured material after heating at 95°C and 100% RH for 12 hours is preferably within ±10 points of the initial value, and more preferably within ±7 points of the initial value. A change within ±10 points of the initial value indicates excellent water vapor resistance. Specifically, the hardness can be measured according to JIS K6253. In this invention, to ensure the hardness change is within the aforementioned range, it is preferable to include the divalent perfluoropolyether group (Rf) in component (A). 1 or Rf 2 The construction is defined as follows. (In the formula, c, d, e, f, g, h, i and d+e+f+g+h+i are the same as above. These units can be linear or branched. Also, the repeating units shown in the parentheses of d, e, f, g, h, i can be randomly bonded.) Furthermore, the present invention provides an article having a hardened form of the fluorine-containing active energy line hardening composition of the present invention in all or at least a portion thereof. As described above, using the fluorine-containing active energy line hardening composition of the present invention imparts low refractive index and water vapor resistance to the article. The fluorine-containing active energy line hardening composition of the present invention is suitable for use in optical components, specifically as an antireflective agent, an optical fiber coating agent, and a lens. Therefore, the coating method for the fluorine-containing active energy line curable component of the present invention is not particularly limited, but known coating methods such as knife coating, roller coating, gravure coating, flow coating, dip coating, spray coating, spin coating, bar coating, and screen printing can be used. After coating, the coating is irradiated with active energy lines to harden it. The active energy lines can be any light source, such as electron beams, ultraviolet light, or visible light. While the light source is not particularly limited, examples include mercury lamps, black lamps, metal halide lamps, sodium lamps, halogen lamps, xenon lamps, LED lamps, fluorescent lamps, sunlight, and electron beam irradiation devices. Ultraviolet light is particularly preferred, and mercury lamps, metal halide lamps, and LED lamps are more suitable sources of ultraviolet light. From the viewpoint of the properties of the cured material, the irradiation intensity is typically 10–10,000 mJ / cm². 2 Especially at 100–4,000 mJ / cm 2 The optimal range is as follows: too little will leave unhardened components, while too much may lead to deterioration of the hardened material. Furthermore, to prevent hardening obstacles caused by oxygen, the irradiation environment can be replaced with inert gases that do not contain oxygen molecules, such as nitrogen, carbon dioxide, or argon, during ultraviolet irradiation. Alternatively, the surface of the hardened material can be coated with a protective layer that is UV-transparent and has release properties, and then UV light can be irradiated from it. When the substrate is UV-transparent, in addition to coating the surface of the hardened material with a protective layer that has release properties, UV light can also be irradiated from the side of the substrate. Furthermore, since the hardened material can be effectively leveled or the (meth)acrylic acid groups in the hardened material can be polymerized, the hardened material and the substrate can be heated using any method, such as infrared radiation or a hot air drying oven, before and during UV irradiation. [Example] The present invention is described below with examples of synthesis, comparative examples of synthesis, and examples and comparative examples, but the invention is not limited to the examples described below. Also, in the examples below, the number-average molecular weight of the perfluoropolyether groups represents the molecular weight according to... 19 F-NMR analysis, calculated from the ratio of the characteristic peak intensity of the end structure to the main chain structure of the acrylic compound containing fluorinated polyether groups, (B) viscosity is expressed according to the value measured at 23°C according to JIS K7117. (A) Synthesis of acrylic compounds containing fluorinated polyether groups [Synthesis Example 1] Synthesis of acrylic compounds containing fluorinated polyether groups (A-1) In a dry nitrogen environment, 100 g (0.025 moles) of compound (I) with an average structure represented by the following formula were placed in a reaction vessel. (Rf A1 (Number average molecular weight: approximately 4,400) Compound (i) represented by the following formula: 12.2 g (0.20 mol) and 100 g of m-xylene hexafluoride. The mixture was stirred at 60°C for 3 hours under dry nitrogen conditions. The disappearance of the band originating from the -C(=O)F bond was confirmed by IR spectroscopy of the reaction solution. The resulting reaction solution was washed with water and then subjected to vacuum distillation to obtain 92.3 g of an alcohol compound (II) containing a fluorinated polyether group, represented by the following structural formula. (Rf A1 Average molecular weight: approximately 4,400 In a dry air environment, in a reaction vessel, 50.0 g of fluorinated polyether-containing alcohol compound (II) (hydroxyl content 0.024 moles) obtained by the aforementioned method, 50.0 g of THF, and 3.6 g (0.024 moles) of methacrylic acid oxyethyl isocyanate were mixed and heated to 50°C. 0.15 g of bismuth carboxylate catalyst (Kusunomoto Kasei XK-640) was added, and the mixture was stirred at 50°C for 24 hours. After heating, the mixture was subjected to vacuum distillation to obtain 46.3 g of a highly viscous liquid substance. 1 The results of H-NMR and IR confirmed that it is an acrylic compound containing fluorinated polyether groups (A-1) represented by the following formula. (Rf A1 Average molecular weight: approximately 4,400 [Synthesis Example 2] Synthesis of acrylic compound (A-2) containing fluorinated polyether group: Under dry nitrogen environment, 100 g (0.017 moles) of compound (III) with an average structure represented by the following formula were placed in the reaction vessel. (Rf A2 (Number average molecular weight: approximately 5,800) Compound (i) represented by the following formula: 8.5 g (0.14 moles) and 100 g of m-xylene hexafluoride. The mixture was stirred at 65°C for 8 hours under a dry nitrogen environment. The disappearance of the band originating from the -C(=O)F bond was confirmed by IR spectroscopy of the reaction solution. The resulting reaction solution was washed with water and then subjected to vacuum distillation to obtain 94.4 g of an alcohol compound (IV) containing a fluorinated polyether group, represented by the following structural formula. (Rf A2 Average molecular weight: approximately 5,800 In a dry air environment, in a reaction vessel, 50.0 g of the fluorinated polyether-containing alcohol compound (IV) obtained by the aforementioned method (0.017 moles of hydroxyl groups), 50.0 g of m-xylene hexafluoride, 3.6 g of methacrylic acid chloride (0.034 moles), and 4.4 g of triethylamine (0.043 moles) were mixed and stirred at 50°C for 24 hours. After heating, the mixture was washed with water and then subjected to vacuum distillation to obtain 39.9 g of a highly viscous liquid substance. 1 The results of H-NMR and IR confirmed that it is an acrylic compound containing fluorinated polyether groups (A-2) represented by the following formula. (Rf A2 Average molecular weight: approximately 5,800 [Synthesis Example 3] Synthesis of an acrylic compound (A-3) containing a fluorinated polyether group: Under dry air, in a reaction vessel, 50.0 g of an alcohol compound (IV) containing a fluorinated polyether group (0.017 moles of hydroxyl groups), obtained in the same manner as in Synthesis Example 2, was mixed with 50.0 g of THF and 2.6 g of methacryloyloxyethyl isocyanate (0.017 moles), and heated to 50°C. 0.15 g of a bismuth carboxylate catalyst (Kusunomoto Kasei XK-640) was added, and the mixture was stirred at 50°C for 24 hours. After heating, the mixture was subjected to vacuum distillation to obtain 48.3 g of a highly viscous liquid. 1 The results of H-NMR and IR confirmed it to be an acrylic compound containing fluorinated polyether groups, represented by the following formula (A-3). (Rf A2 Average molecular weight: approximately 5,800 [Synthesis Example 4] Synthesis of an acrylic compound (A-4) containing a fluorinated polyether group: Under dry air, in a reaction vessel, 50.0 g of an alcohol compound (IV) containing a fluorinated polyether group (0.017 moles of hydroxyl groups), obtained in the same manner as in Synthesis Example 2, was mixed with 50.0 g of THF and 4.1 g (0.017 moles) of 1,1-(bisacryloxymethyl)ethyl isocyanate, and heated to 50°C. 0.15 g of a bismuth carboxylate catalyst (Kusunomoto Kasei XK-640) was added, and the mixture was stirred at 50°C for 24 hours. After heating, the mixture was subjected to vacuum distillation to obtain 37.3 g of a highly viscous liquid. 1 The results of H-NMR and IR confirmed it to be an acrylic compound containing fluorinated polyether groups, represented by the following formula (A-4). (Rf A2 Average molecular weight: approximately 5,800 [Synthesis Example 5] Synthesis of an acrylic compound (A-5) containing a fluorinated polyether group: Under a dry nitrogen environment, 100 g (0.0063 moles) of a compound (V) with an average structure represented by the following formula were placed in a reaction vessel. (Rf A3 (Number average molecular weight: approximately 15,300) Compound (i) represented by the following formula: 3.1 g (0.05 moles) and 100 g of m-xylene hexafluoride. The mixture was stirred at 65°C for 8 hours under a dry nitrogen environment. The disappearance of the band originating from the -C(=O)F bond was confirmed by IR spectroscopy of the reaction solution. The resulting reaction solution was washed with water and then subjected to vacuum distillation to obtain 73.2 g of an alcohol compound (VI) containing a fluorinated polyether group, represented by the following structural formula. (Rf A3 Average molecular weight: approximately 15,300 In a dry air environment, in a reaction vessel, 50.0 g of an alcohol compound (VI) containing fluorinated polyether groups (0.0063 moles of hydroxyl groups), obtained by the aforementioned method, was mixed with 50.0 g of THF and 0.98 g of methacrylic acid oxyethyl isocyanate (0.0063 moles), and heated to 50°C. 0.15 g of bismuth carboxylate catalyst (Kusunomoto Kasei XK-640) was added, and the mixture was stirred at 50°C for 24 hours. After heating, the mixture was subjected to vacuum distillation to obtain 32.8 g of a highly viscous liquid. 1 The results of H-NMR and IR confirmed it to be an acrylic compound containing fluorinated polyether groups, represented by the following formula (A-5). (Rf A3 Average molecular weight: approximately 15,300 [Synthesis Example 6] Synthesis of an acrylic compound (A-6) containing a fluorinated polyether group: Under a dry nitrogen environment, 100 g (0.017 moles) of compound (III) with an average structure represented by the following formula were placed in the reaction vessel. (Rf A2 (Number average molecular weight: approximately 5,800) Compound (ii) represented by the following formula, 12.8 g (0.14 mol) and 100 g of m-xylene hexafluoride, The mixture was stirred at 65°C for 8 hours under dry nitrogen conditions. The disappearance of the band originating from the -C(=O)F bond was confirmed by IR spectroscopy of the reaction solution. The resulting reaction solution was washed with water and then subjected to vacuum distillation to obtain 88.7 g of an alcohol compound (VII) containing a fluorinated polyether group, represented by the following structural formula. (Rf A2 Average molecular weight: approximately 5,800 In a dry air environment, in a reaction vessel, 50.0 g of fluorinated polyether-containing alcohol compound (VII) obtained by the aforementioned method (0.033 moles of hydroxyl group), 50.0 g of THF, and 5.1 g of methacrylic acid oxyethyl isocyanate (0.033 moles) were mixed and heated to 50°C. 0.15 g of bismuth carboxylate catalyst (Kusunomoto Kasei XK-640) was added, and the mixture was stirred at 50°C for 24 hours. After heating, the mixture was subjected to vacuum distillation to obtain 36.6 g of a highly viscous liquid substance. 1 The results of H-NMR and IR confirmed it to be an acrylic compound containing fluorinated polyether groups, represented by the following formula (A-6). (Rf A2 Average molecular weight: approximately 5,800 [Synthesis Example 7] Synthesis of an acrylic compound (A-7) containing a fluorinated polyether group: Under a dry nitrogen environment, 100 g (0.027 mol) of compound (VIII) with an average structure represented by the following formula was placed in the reaction vessel. (However, Rf A4 The average molecular weight is approximately 3,600, with Rf A4 The arrangement of repeating units enclosed in parentheses is random. The following formula represents 13.4 g (0.22 mol) of compound (i) and 100 g of m-xylene hexafluoride. The mixture was stirred at 65°C for 8 hours under a dry nitrogen environment. The disappearance of the band originating from the -C(=O)F bond was confirmed by IR spectroscopy of the reaction solution. The resulting reaction solution was washed with water and then subjected to vacuum distillation to obtain 88.3 g of an alcohol compound (IX) containing a fluorinated polyether group, represented by the following structural formula. (However, Rf A4 The average molecular weight is approximately 3,600, with Rf A4 The arrangement of repeated units enclosed in parentheses is random. In a dry air environment, in a reaction vessel, 50.0 g of an alcohol compound (IX) containing fluorinated polyether groups (0.026 moles of hydroxyl groups), obtained by the aforementioned method, was mixed with 50.0 g of THF and 4.0 g of methacrylic acid oxyethyl isocyanate (0.026 moles), and heated to 50°C. 0.15 g of bismuth carboxylate catalyst (Kusunomoto Kasei XK-640) was added, and the mixture was stirred at 50°C for 24 hours. After heating, the mixture was subjected to vacuum distillation to obtain 32.8 g of a highly viscous liquid. 1 The results of H-NMR and IR confirmed it to be an acrylic compound containing fluorinated polyether groups, represented by the following formula (A-7). (However, Rf A4 The average molecular weight is approximately 3,600, with Rf A4 The arrangement of repeated units enclosed in parentheses is random. Furthermore, the acrylic compounds (A-1) to (A-7) containing fluorinated polyether groups obtained in the above synthetic examples 1 to 7 do not contain volatile organic compounds. Preparation of Fluorine-Containing Active Energy Line Hardening Compositions [Examples 1-15, Comparative Example 1] Using the acrylic compounds (A-1) to (A-7) containing fluorinated polyether groups obtained in the above-mentioned Synthetic Examples 1-7, the following acrylic compounds (B-1) to (B-5), and the following photopolymerization initiators (C-1) and (C-2), fluorine-containing active energy line hardening compositions (F-1) to (F-16) were prepared by blending them in the proportions shown in Table 1 below. (B-1) 2-(Perfluorobutyl)ethyl methacrylate (viscosity: 2.2 mPa·s) (B-2) 2-Hydroxyethyl methacrylate (viscosity: 6.1 mPa·s) (B-3) 1,6-Hexanediol diacrylate (viscosity: 6.5 mPa·s) (B-4) 2-(Perfluorohexyl)ethyl methacrylate (viscosity: 3.3 mPa·s) (B-5) 1H,1H,5H-Otafluoropentyl methacrylate (viscosity: 4.1 mPa·s) (C-1)2-Hydroxy-2-methylphenylacetone (C-2)2,4,6-Trimethylbenzoyl-diphenylphosphine oxide Blending ratio of components The appearance of the components was evaluated by visual observation of the fluorinated active energy line hardening components of the Examples and Comparative Examples, according to the following criteria. The results are shown in Table 2. ○ (Good): Homogeneous. × (Poor): Inhomogeneous. The viscosity of the fluorinated active energy line hardening compositions in the examples and comparative examples was measured at 23°C according to JIS K7117-1 and Z8803. The results are shown in Table 2. The refractive index of the constituents was evaluated using an Abbe refractometer (ATAGO, DR-A1) at 25°C and 589 nm. The results are shown in Table 2. The coating and curing process involved applying the fluorine-containing active energy line curing compositions of the examples and comparative examples onto glass (with 2.0 mm intervals). After vacuum degassing, a conveyor belt-type UV-LED irradiation device (iGrafx, wavelength 365 nm) was used in a nitrogen environment to apply a peak intensity of 490 mW / cm². 2 Total radiation dose: 1,000 mJ / cm² 2 The ultraviolet light is irradiated twice, once on the coated surface and once on the glass surface, to harden the composition and obtain a hardened material with a thickness of about 2 mm. The refractive index of the hardened materials in the above-described examples and comparative examples was evaluated using an Abbe refractometer (ATAGO, DR-A1) at 25°C and 589 nm. The results are shown in Table 3. The hardness, tensile strength, and elongation at cut of the hardened materials were evaluated according to JIS K6250, 6251, and 6253 for the examples and comparative examples prepared above. Hardness was measured using a Shore A hardness tester. The results are shown in Table 3. The water vapor resistance test of the hardened materials was conducted by heating the hardened materials of the above-prepared examples and comparative examples at 95°C and 100% RH in an air environment for 12 hours. For the hardened materials after the test, hardness, tensile strength, and elongation at cut were measured. These results are shown in Table 3. Examples 1-15, which were prepared by using fluorinated active energy line-curing compositions (F-1)-(F-15) prepared by incorporating fluorinated polyether-containing acrylic compounds (A-1) to (A-7) of component (A) of the present invention in specific proportions, acrylic compounds (B) containing one or two acrylonitrile groups or α-substituted acrylonitrile groups per molecule, and a photopolymerization initiator (C), exhibited low refractive index and reduced changes in hardness, tensile strength, and elongation at cut after water vapor resistance testing, demonstrating excellent water vapor resistance. On the other hand, in Comparative Example 1, a fluorinated active energy line-curing composition (F-16) was prepared by incorporating only the acrylic compound (A) containing fluorinated polyether groups and the photopolymerization initiator (C) without incorporating the acrylic compound (B) containing one or two acrylonitrile groups or α-substituted acrylonitrile groups per molecule. The viscosity of the composition in Comparative Example 1 was significantly increased, resulting in deteriorated workability.

Claims

1. A fluorinated active energy line hardening composition, comprising 100 parts by mass of an acrylic compound containing a fluorinated polyether group, represented by (A) the following general formula (2), (In the formula, Rf2 is a divalent perfluoropolyether group with a number average molecular weight of 500 to 40,000, consisting of a perfluoroalkyl group with 1 to 6 carbon atoms and an oxygen atom at both ends; Y2 is an organic group with a (b'+1) valence of 1 to 20 carbon atoms; X2 is an organic group with a monovalent valence containing an acrylonitrile or an α-substituted acrylonitrile, and on average, each molecule contains at least one of the aforementioned acrylonitrile or an α-substituted acrylonitrile; R1 is a hydrogen atom or a hydrocarbon group with a monovalent valence of 1 to 8 carbon atoms; V2 is a hydrogen atom, a fluorine atom, or a monovalent group represented by -C(=O)-NR1a[Y2(X2)b']2-a; a is 0 or 1; b' is an integer from 1 to 10) (B) An acrylic compound containing one or two acrylonitrile or α-substituted acrylonitrile in one molecule (excluding component (A)) with a viscosity of 5,000 mPa·s or less at 23°C, and (C) a photopolymerization initiator containing 0.01 to 20 parts by mass as an essential component, with a viscosity of 10 to 100,000 mPa·s at 23°C, and a refractive index of 1.390 or less at a temperature of 25°C and a wavelength of 589 nm.

2. The fluorine-containing active energy line hardening composition of claim 1 is an unadulterated volatile organic compound that does not have a group that reacts with acrylamide.

3. The fluorine-containing active energy line hardening composition of claim 1 or 2 is solvent-free.

4. The fluorine-containing active energy line hardening composition as claimed in claim 1 or 2, wherein, In general formula (2), Y2 is a hydrocarbon group with a carbon number of 1 to 20 and a valence of (b'+1) that may contain an ether bond.

5. The fluorine-containing active energy line hardening composition as claimed in claim 1 or 2, wherein, In general formula (2), Rf2 is a divalent perfluoropolyether group represented by the following formula (where c is an integer from 2 to 6 for each unit; d, e, f, g, h, and i are integers from 0 to 200, and d+e+f+g+h+i=4 to 200; these units can be linear or branched, and the repeating units shown in parentheses of d, e, f, g, h, and i can be randomly bonded).

6. The fluorine-containing active energy line hardening composition as claimed in claim 1 or 2, wherein, In general formula (2), Rf2 is selected from divalent perfluoropolyether groups represented by the following structural formulas, (where q is an integer from 4 to 200) (where r is an integer from 1 to 6, and CrF2rO can be linear or branched, s is an integer from 0 to 6, t and u are integers from 1 to 200, t+u is an integer from 2 to 200, s+t+u is an integer from 4 to 200, and v is an integer from 5 to 200).

7. The fluorine-containing active energy line hardening composition as claimed in claim 1 or 2, wherein, In general formula (2), R1 is a hydrogen atom and a is 1.

8. The fluorine-containing active energy line hardening composition as claimed in claim 1 or 2, wherein, In general formula (2), Y2 can be represented by any of the following: (where * is the bonding part with N and ** is the bonding part with X2).

9. The fluorine-containing active energy line hardening composition as claimed in claim 1 or 2, wherein, In general formula (2), X2 is represented by the following structural formula (where R2 is independently a hydrogen atom, a fluorine atom, a methyl or trifluoromethyl atom, W is a divalent or trivalent hydrocarbon group that may contain one or more of the following: single bond or ether bond, ester bond and carbamate bond, and n is 1 or 2).

10. The fluorine-containing active energy line hardening composition as claimed in claim 1 or 2, wherein, In general formula (2), X2 can be represented by any of the following:

11. The fluorine-containing active energy line hardening composition as claimed in claim 1 or 2, wherein, (A) An acrylic compound containing a fluorinated polyether group, represented by any of the following formulas (where X2 is the same as above, q is an integer from 4 to 200, r is an integer from 1 to 6, and CrF2rO can be linear or branched, s is an integer from 0 to 6, t and u are integers from 1 to 200, t+u is an integer from 2 to 200, and s+t+u is an integer from 4 to 200).

12. The fluorine-containing active energy line hardening composition as claimed in claim 1 or 2, wherein, (B) The component contains fluoroalkyl groups and has one or two acrylonitrile groups or α-substituted acrylonitrile groups.

13. The fluorine-containing active energy line hardening composition as claimed in claim 1 or 2, wherein, (B) The component is an acrylic compound represented by any of the following formulas.

14. The fluorine-containing active energy line hardening composition as claimed in claim 1 or 2, wherein, (B) The component contains one or more perfluoroalkyl groups having 1 to 8 carbon atoms, and contains one or two acrylonitrile groups or α-substituted acrylonitrile groups.

15. The fluorine-containing active energy line hardening composition as claimed in claim 1 or 2, wherein, (B) The component is an acrylic compound represented by any of the following formulas.

16. The fluorine-containing active energy line hardening composition as claimed in claim 1 or 2, wherein, (C) The photopolymerization initiator of the component is one that does not contain fluorine atoms in its structure.

17. The fluorine-containing active energy line hardening composition as claimed in item 1 or 2 is used as an antireflective agent or an optical fiber coating agent.

18. A hardener formed by hardening a fluorine-containing active energy line hardener as claimed in any one of claims 1 to 17.

19. The hardened material as claimed in claim 18, wherein, The refractive index is below 1.400 at a temperature of 25°C and a wavelength of 589 nm.

20. The hardened material as claimed in claim 18 or 19, wherein, The change in hardness after heating at 95℃ and 100%RH for 12 hours is within ±10 points of the initial value.

21. An article having a hardened composition containing a fluorine-containing active energy line hardening material, characterized in that the hardened material of any one of claims 18 to 20 constitutes all or at least a part of its composition.

22. The item in claim 21 is an optical component.

23. The item described in claim 21 or 22 is any one of a lens, an anti-reflective coating, or an optical fiber.