Eyeglass lens, method for producing same, and water-repellant layer composition

Abstract

This eyeglass lens comprises a water-repellant layer which is a condensate of a water-repellant layer composition that contains a compound (A), wherein the compound (A) has a structure represented by -C(=O)NH- and has a silyl group at at least one terminal of a molecular chain.

Description

Spectacle lens, manufacturing method thereof, and water-repellent layer composition

[0001] The present disclosure relates to a spectacle lens and a method for manufacturing the same, and a water-repellent layer composition, and in particular to a spectacle lens having sufficiently excellent water-repellent durability and a method for manufacturing the same, and a water-repellent layer composition used in the method for manufacturing the spectacle lens.

[0002] When eyeglass lenses are used, stains caused by the adhesion of hand marks, fingerprints, sweat, cosmetics, etc. become easily noticeable. Therefore, a water-repellent layer (sometimes called an "anti-fouling film") is provided on the surface to make the lenses less susceptible to staining or to make it easier to wipe off stains. For example, Patent Document 1 discloses a spectacle lens having a fluorine-containing anti-fouling film on its surface, in which the surface free energy is 10.0 mJ / m 2 The basic component of the surface free energy is 0.95 mJ / m 2 The following describes an eyeglass lens.

[0003] Japanese Patent Application Laid-Open No. 2018-004921

[0004] However, the spectacle lenses having the antifouling film disclosed in Patent Document 1 have high water repellency and are easy to wipe off surface deposits such as fingerprints. However, even if the water repellency is increased, repeated friction, such as wiping off surface stains, reduces the water repellency, posing a problem in terms of water repellency durability.

[0005] Under these circumstances, an object of one aspect of the present disclosure is to provide a spectacle lens having sufficiently excellent water-repellent durability, a method for manufacturing the same, and a water-repellent layer composition used in the method for manufacturing the spectacle lens.

[0006] The present inventors have found that the above-mentioned problems can be solved by providing a water-repellent layer that is a condensate of a water-repellent layer composition containing a compound (A) having a structure represented by —C(═O)NH— and having a silyl group at at least one end of the molecular chain.

[0007] The present disclosure relates to the following items [1] to

[14] . [1] A spectacle lens comprising a water-repellent layer which is a condensate of a water-repellent layer composition containing compound (A), wherein the compound (A) has a structure represented by -C(=O)NH- and has a silyl group at at least one end of the molecular chain. [2] The spectacle lens according to item [1] above, wherein the compound (A) has a number-average molecular weight of 100 to 10,000, the number-average molecular weight being the number-average molecular weight measured by gel permeation chromatography in terms of polymethyl methacrylate. [3] The spectacle lens according to item [1] or [2] above, wherein the compound (A) has a poly(fluorinated alkyleneoxy) fluorinated alkyl ether group. [4] The spectacle lens according to item [3] above, wherein the poly(fluorinated alkyleneoxy) fluorinated alkyl ether group is represented by the following formula (1a): -(CF ２ O) ａ (C ２ F ４ O) ｂ (C ３ F ６ O) ｃ (C ４ F ８ O) ｄ - ... (1a) (In formula (1a), a is 0 to 100, b is 0 to 100, c is 0 to 40, d is 0 to 30, and a + b + c + d is 10 to 200.) [5] The spectacle lens according to any of the above [1] to [4], wherein the compound (A) comprises a compound (A-1) having a silyl group at one terminal of the molecular chain, and a compound (A-2) having silyl groups at both terminals of the molecular chain. [6] The spectacle lens according to the above [5], wherein the molar ratio (A-1:A-2) of the content of the compound (A-1) in the compound (A) to the content of the compound (A-2) in the compound (A) is 50:50 to 95:5. [7] The spectacle lens according to any one of the above [1] to [6], wherein the water-repellent layer composition further contains a compound (B) that does not have a structure represented by -C(=O)NH- and has a silyl group at at least one end of the molecular chain. [8] The spectacle lens according to the above [7], wherein the compound (B) has a fluorinated alkylene skeleton. [9] The spectacle lens according to the above [8], wherein the fluorinated alkylene skeleton is represented by the following formula (2a): -(CF ２O) ｅ (C ２ F ４ O) ｆ (C ３ F ６ O) ｇ (C ４ F ８ O) ｈ - ... (2a) (In formula (2a), e is 0 to 100, f is 0 to 100, g is 0 to 100, h is 0 to 30, and e + f + g + h is 10 to 200.)

[10] The spectacle lens according to any one of the above [1] to [9], wherein the content of the compound (A) is 5 to 100 mass% relative to the solid content of the water-repellent layer composition.

[11] The spectacle lens according to any one of the above [7] to [9], wherein the content of the compound (B) is 5 to 95 mass% relative to the solid content of the water-repellent layer composition.

[12] The spectacle lens according to any one of the above [1] to

[11] , wherein the water-repellent layer satisfies the following formula (1): (Maximum water contact angle+artificial sebum liquid contact angle)÷(Maximum water contact angle−2000 times water contact angle)≧40 Equation (1) [In equation (1), the maximum water contact angle is the highest value among the 0 times water contact angle, the 500 times water contact angle, and the 1000 times water contact angle.]

[13] A water-repellent layer composition containing a compound (A) having a structure represented by —C(═O)NH— and having a silyl group at at least one terminal of the molecular chain.

[14] A method for manufacturing a spectacle lens, comprising the step of forming a water-repellent layer on a spectacle lens using a water-repellent layer composition containing a compound (A) having a structure represented by —C(═O)NH— and having a silyl group at at least one terminal of the molecular chain.

[0008] According to the present disclosure, it is possible to provide a spectacle lens having sufficiently excellent water-repellent durability, a method for manufacturing the same, and a water-repellent layer composition used in the method for manufacturing the spectacle lens.

[0009] FIG. 1 is a schematic cross-sectional view of a spectacle lens according to the present embodiment.

[0010] The following describes an example of an embodiment of the present disclosure. However, the embodiments described below are merely examples for embodying the technical concept of the present disclosure, and the present disclosure is not limited to the following description. The present disclosure also includes any embodiment or combination of any of the features described herein. In this specification, preferred specifications may be selected arbitrarily, and combinations of preferred specifications are considered more preferable. In this specification, the term "XX to YY" means "XX or greater and YY or less." In this specification, for preferred numerical ranges (e.g., ranges of content, etc.), lower and upper limits described in stages can be independently combined. For example, a description of "preferably 10 to 90, more preferably 30 to 60" can be combined with the "preferable lower limit (10)" and the "more preferable upper limit (60)" to obtain "10 to 60." In this specification, when multiple substances corresponding to each component are present in the composition, the amount of each component in the composition refers to the total amount of the multiple substances present in the composition, unless otherwise specified. As used herein, "room temperature" refers to the ambient temperature without temperature control such as heating or cooling, and is generally around 20°C. However, this temperature is not limited to this temperature, as it may vary depending on the weather and season. As used herein, "solids" refers to the non-volatile content excluding volatile substances such as solvents, and refers to the components that remain without volatilization when the composition is dried, including liquid, syrup-like, and wax-like components at room temperature. As used herein, the term "process" refers not only to an independent process, but also to processes that cannot be clearly distinguished from other processes, as long as the intended purpose of the process is achieved. As used herein, the content of each component in the water-repellent layer composition, when a component having a silyl group is included, is the value converted to a value assuming that the silyl group is a trimethoxysilyl group. As used herein, "water contact angle" refers to the contact angle of water measured using the method described in the examples of the present application. As used herein, "artificial sebum liquid contact angle" refers to the contact angle of artificial sebum liquid measured using the method described in the examples of the present application.In this specification, the term "X times water contact angle" refers to the contact angle of water after wiping with a medium made of an eraser wrapped in Silbon paper, slid back and forth X times, as measured using the method described in the Examples of this application.

[0011] [Eyeglass Lens] The eyeglass lens of the present embodiment has a water-repellent layer that is a condensate of a water-repellent layer composition containing compound (A), and compound (A) has a structure represented by —C(═O)NH— and has a silyl group at at least one end of the molecular chain.

[0012] The spectacle lens of this embodiment has sufficiently excellent water-repellent durability. Although the reason for this effect is not clear, it is presumed that the water-repellent layer contains a compound (A) having a structure represented by -C(=O)NH- and having a silyl group at at least one end of the molecular chain, thereby sufficiently improving water-repellent durability. However, the mechanism is not limited to this.

[0013] 1 is a schematic cross-sectional view of a spectacle lens 1 of this embodiment. The spectacle lens 1 of this embodiment includes a lens substrate 11, a hard coat layer 21f provided on the object-side surface 11a of the lens substrate 11, a functional layer 31f provided on the object-side surface 21fa of the hard coat layer 21f, and a water-repellent layer 41f provided on the object-side surface 31fa of the functional layer 31f.

[0014] When the lens substrate 11 is a finished lens, the eyeglass lens 1 of this embodiment further comprises a hard coat layer 21b provided on the eyeball-side surface 11b of the lens substrate 11, a functional layer 31b provided on the eyeball-side surface 21bb of this hard coat layer 21b, and a water-repellent layer 41b provided on the eyeball-side surface 31bb of this functional layer 31b.

[0015] Although not shown, an underlayer may be provided between the lens substrate 11 and the hard coat layer 21f, or between the lens substrate 11 and the hard coat layer 21b. Each layer in the eyeglass lens of this embodiment will now be described.

[0016] <Water-repellent layer> The water-repellent layer is a condensate of a water-repellent layer composition containing a compound (A) having a structure represented by —C(═O)NH— and having a silyl group at at least one end of the molecular chain, and thus a spectacle lens having sufficiently excellent water-repellent durability can be obtained.

[0017] The water-repellent layer is a condensate of the water-repellent layer composition described below, and the condensate is formed by condensing at least a portion of the water-repellent layer composition. The water-repellent layer may be formed on a hard coat layer or a functional layer, but is preferably formed on an antireflection layer. The water-repellent layer is preferably located on the outermost surface.

[0018] [Water-repellent layer composition] The water-repellent layer composition contains a compound (A) having a structure represented by —C(═O)NH— and having a silyl group at at least one end of the molecular chain, and may also contain a compound (B) and other components as necessary.

[0019] <Compound (A)> The water-repellent layer composition contains a compound (A) (hereinafter also simply referred to as "compound (A)") having a structure represented by -C(=O)NH- and having a silyl group at at least one end of the molecular chain, and thereby the water-repellent durability of the water-repellent layer to be formed can be sufficiently improved.

[0020] Compound (A) has -C(=O)NH-, which can sufficiently improve the water-repellent durability of the water-repellent layer. The reason why this effect is obtained is not clear, but it is presumed that the "-C(=O)NH-" as a linking group in compound (A) affects the orientation of the molecular chain, thereby sufficiently improving the water-repellent durability. However, the mechanism is not limited to this.

[0021] The compound (A) has a silyl group at at least one end, which allows a condensation reaction to proceed during vapor deposition to form a water-repellent layer. Examples of the silyl group include trialkoxysilyl groups such as trimethoxysilyl, triethoxysilyl, tripropyloxysilyl, and trihexyloxysilyl.

[0022] The compound (A) can improve the load-bearing capacity of the water-repellent layer by having a fluorinated alkyl group. An example of the fluorinated alkyl group is a perfluoroalkyl group. The number of carbon atoms in the fluorinated alkyl group is not particularly limited, but is preferably 1 to 20, more preferably 1 to 10, and particularly preferably 1 to 3. It is preferable that the compound (A) has a fluorinated alkyl group at the molecular terminal.

[0023] The number average molecular weight of the compound (A) is not particularly limited, but from the viewpoint of further improving the load-bearing property of the water-repellent layer, it is preferably 100 to 10,000, more preferably 200 to 2,000, even more preferably 300 to 1,500, and particularly preferably 400 to 1,000.

[0024] Here, the number average molecular weight, weight average molecular weight, and z-average molecular weight in this embodiment are based on the molecular weight in terms of polymethyl methacrylate measured by gel permeation chromatography, and refer to values ​​measured under the following sample preparation conditions and measurement conditions. The same applies to the number average molecular weight, weight average molecular weight, and z-average molecular weight of compound (B) described later. Here, the z-average molecular weight refers to the average molecular weight defined by the following formula (X): z-average molecular weight = ΣniMi ３ / ΣniMi ２... (X) (In formula (X), Mi represents the molecular weight of component i in the compound, and ni represents the molar fraction of component i.) <Sample Preparation Conditions> 4 mL of the measurement solvent described below (5 mL for compound B) is added to 4 mg of a residue sample (compound A) (3 mg for compound B) that has been dehydrated under a nitrogen stream, and the mixture is gently stirred at room temperature. After visually confirming that the sample has dissolved, the sample is prepared by filtering using a 0.45 μm filter. The measurement sample is subjected to gel permeation chromatography under the following conditions. <Measurement conditions> Apparatus: Gel permeation chromatograph GPC Detector: Differential refractive index detector RI (RI-504, sensitivity 32, manufactured by Showa Denko K.K. (now Resonac Corporation)) Column: 1 Shodex HFIP-G (6.0 mm x 5 cm, manufactured by Showa Denko K.K. (now Resonac Corporation)), 2 Shodex HFIP-606M (6.0 mm x 15 cm, manufactured by Showa Denko K.K. (now Resonac Corporation)) Solvent: hexafluoroisopropanol with 5 mM sodium trifluoroacetate Flow rate: 0.2 mL / min Column temperature: 40°C Injection volume: 0.020 mL Standard sample: monodisperse polymethyl methacrylate (PMMA) manufactured by Showa Denko K.K. (now Resonac Corporation)

[0025] The molecular weight measured by gel permeation chromatography in this embodiment in terms of polymethyl methacrylate does not necessarily have to be identical to the molecular weight obtained by other calculation methods. The other calculation methods are not particularly limited, and examples thereof include calculation methods using matrix-assisted laser desorption / ionization mass spectrometry (MALDI-MS) and nuclear magnetic resonance spectrometry (NMR), which are used in the examples described below.

[0026] Furthermore, from the viewpoint of further improving the load-bearing property of the water-repellent layer, the molecular weight distribution (Mw / Mn) of the compound (A) is not particularly limited, but is preferably 1.0 to 5.0, more preferably 1.0 to 3.0, and particularly preferably 1.0 to 2.0.

[0027] Furthermore, the ratio (Mz / Mw) of the z-average molecular weight (Mz) to the weight-average molecular weight (Mw) of the compound (A) is not particularly limited, but from the viewpoint of further improving the load-bearing capacity of the water-repellent layer, it is preferably 1.0 to 8.0, more preferably 1.0 to 5.0, and particularly preferably 1.0 to 3.5.

[0028] From the viewpoint of improving the load-bearing capacity of the water-repellent layer, the compound (A) preferably has a poly(fluorinated alkyleneoxy) fluorinated alkyl ether group, and more preferably has a group represented by the following formula (1a). The poly(fluorinated alkyleneoxy) fluorinated alkyl ether group may be linear or branched. However, when determining whether it is linear or branched, the terminal silyl group is not taken into consideration. -(CF ２ O) ａ (C ２ F ４ O) ｂ (C ３ F ６ O) ｃ (C ４ F ８ O) ｄ - (1a) (In formula (1a), a is 0 to 100, b is 0 to 100, c is 0 to 40, d is 0 to 30, and a+b+c+d is 10 to 200.)

[0029] In the above formula (1a), the arrangement of repeating units, the number of units of which is represented by a, b, c, and d, is random or block. There is no particular limitation on a, as long as it is between 0 and 100, but it is preferably between 20 and 80, more preferably between 30 and 70, and particularly preferably between 40 and 60. There is no particular limitation on b, as long as it is between 0 and 100, but it is preferably between 20 and 80, more preferably between 30 and 70, and particularly preferably between 40 and 60. There is no particular limitation on c, as long as it is between 0 and 40, but it is preferably between 0 and 30, more preferably between 0 and 20, and particularly preferably between 0 and 10. There is no particular limitation on d, as long as it is between 0 and 30, but it is preferably between 0 and 25, more preferably between 0 and 20, and particularly preferably between 0 and 10. There is no particular limitation on a+b+c+d, as long as it is between 10 and 200, but it is preferably between 30 and 170, more preferably between 50 and 150, and particularly preferably between 70 and 130.

[0030] The group represented by formula (1a) can be introduced into the water-repellent layer by forming the water-repellent layer from a water-repellent layer composition containing the compound (A) described below.

[0031] The compound (A) preferably contains a compound (A-1) having a silyl group at one terminal of the molecular chain and a compound (A-2) having silyl groups at both terminals of the molecular chain. The molar ratio (A-1:A-2) of the content of the compound (A-1) in the compound (A) to the content of the compound (A-2) in the compound (A) is not particularly limited, but from the viewpoint of further improving the water-repellent durability of the water-repellent layer, it is preferably 50:50 to 95:5, more preferably 60:40 to 90:10, and particularly preferably 70:30 to 85:15.

[0032] The content of compound (A) is not particularly limited, but from the viewpoint of further improving water repellency durability, it is preferably 5 to 100 mass %, more preferably 15 to 100 mass %, even more preferably 20 to 100 mass %, and particularly preferably 20 to 80 mass %, relative to the solid content of the water repellent layer composition.

[0033] <Compound (B)> The water-repellent layer composition contains a compound (B) (hereinafter also simply referred to as "compound (B)") that does not have a structure represented by -C(=O)NH- and has a silyl group at at least one end (preferably at both ends) of the molecular chain, thereby making it possible to further improve the water-repellent durability of the water-repellent layer that is formed.

[0034] The compound (B) has a silyl group at at least one end (preferably at both ends) of the molecular chain, which allows a condensation reaction to proceed and form a water-repellent layer. Examples of the silyl group include trialkoxysilyl groups such as trimethoxysilyl, triethoxysilyl, tripropyloxysilyl, and trihexyloxysilyl. These may be used alone or in combination of two or more.

[0035] It is preferable that the compound (B) further has a siloxane chain structure. The siloxane chain is not particularly limited, and examples thereof include a polydimethylsiloxane group, a polydiethylsiloxane group, and a polydipropylsiloxane group. These may be used alone or in combination of two or more. When the compound (B) has a siloxane chain structure, adhesion to the functional layer described below tends to be improved.

[0036] The number average molecular weight of the compound (B) is not particularly limited, but from the viewpoint of further improving the water repellency durability of the water repellent layer, it is preferably 100 to 10,000, more preferably 400 to 2,000, even more preferably 600 to 1,500, and particularly preferably 800 to 1,200.

[0037] The molecular weight distribution (Mw / Mn) of the compound (B) is not particularly limited, but from the viewpoint of further improving the water repellency durability of the water repellent layer, it is preferably 1.0 to 1.5, more preferably 1.0 to 1.3, and particularly preferably 1.0 to 1.1.

[0038] Furthermore, the ratio (Mz / Mw) of the z-average molecular weight (Mz) to the weight-average molecular weight (Mw) of the compound (B) is not particularly limited, but from the viewpoint of further improving the water-repellent durability of the water-repellent layer, it is preferably 1.0 to 1.5, more preferably 1.0 to 1.3, and particularly preferably 1.0 to 1.1.

[0039] Furthermore, the ratio of the number average molecular weight of compound (A) to the number average molecular weight of compound (B) (number average molecular weight of compound (A) / number average molecular weight of compound (B)) is not particularly limited, but from the viewpoint of further improving the water-repellent durability of the water-repellent layer, it is preferably 0.1 to 100, more preferably 0.1 to 10, even more preferably 0.2 to 5.0, and particularly preferably 0.5 to 1.5.

[0040] The compound (B) may be either linear or branched, but is preferably linear from the viewpoint of further improving the water-repellent durability of the water-repellent layer. However, when determining whether it is linear or branched, the terminal silyl group is not taken into consideration. Furthermore, the compound (B) preferably has a fluorinated alkylene skeleton, and more preferably has a group represented by formula (2a): -(CF ２ O) ｅ (C ２ F ４ O) ｆ (C ３ F ６ O) ｇ (C ４ F ８ O) ｈ - (2a) (In formula (2a), e is 0 to 100, f is 0 to 100, g is 0 to 100, h is 0 to 30, and e+f+g+h is 10 to 200.)

[0041] In the above formula (2a), the arrangement of repeating units, the number of units represented by e, f, and g, is random or block. e is not particularly limited as long as it is 0 to 100, but is preferably 1 to 80, more preferably 3 to 70, and particularly preferably 5 to 50. f is not particularly limited as long as it is 0 to 100, but is preferably 1 to 80, more preferably 3 to 70, and particularly preferably 5 to 50. g is not particularly limited as long as it is 0 to 100, but is preferably 0 to 50, more preferably 0 to 30, and particularly preferably 0 to 20. h is not particularly limited as long as it is 0 to 30, but is preferably 0 to 25, more preferably 0 to 20, and particularly preferably 0 to 10. e + f + g + h is not particularly limited as long as it is 10 to 200, but is preferably 20 to 200, more preferably 30 to 150, and particularly preferably 40 to 100.

[0042] The group represented by formula (2a) can be introduced into the water-repellent layer by forming the water-repellent layer from a water-repellent layer composition containing the compound (B) described below.

[0043] The content of compound (B) is not particularly limited, but from the viewpoint of further improving the load-bearing property and water-repellent durability of the water-repellent layer, it is preferably 5 to 95 mass %, more preferably 10 to 90 mass %, even more preferably 15 to 85 mass %, and particularly preferably 20 to 80 mass %, relative to the solid content of the water-repellent layer composition.

[0044] The mass ratio of the contents of compound (A) and compound (B) in the water-repellent layer composition (compound (A) / compound (B)) is not particularly limited, but from the viewpoint of further improving the load-bearing property and water-repellent durability of the water-repellent layer, it is preferably 0.01 to 10, more preferably 0.05 to 7.0, and particularly preferably 0.1 to 4.0.

[0045] It is preferable that the water-repellent layer satisfies the following formula (1): (maximum water contact angle + artificial sebum liquid contact angle) ÷ (maximum water contact angle - 2000 times water contact angle) ≧ 40 ... formula (1) In formula (1), the "2000 times water contact angle" refers to the water contact angle after wiping with a medium consisting of an eraser wrapped in Silbon paper, which is slid back and forth 2000 times, as measured using the method described in the Examples below. The "artificial sebum liquid contact angle" refers to the contact angle of artificial sebum liquid, which is measured using the method described in the Examples below. The maximum water contact angle refers to the maximum value among the 0 times water contact angle, the 500 times water contact angle, the 1000 times water contact angle, and the 2000 times water contact angle. The "0 times water contact angle" refers to the water contact angle before the reciprocating sliding. There are no particular restrictions on the "maximum water contact angle + artificial sebum liquid contact angle," but from the viewpoint of improving antifouling properties (cleanability), it is preferably 160° or more, more preferably 170° or more, and particularly preferably 180° or more. There are no particular restrictions on the "maximum water contact angle - 2000 times water contact angle," but from the viewpoint of further improving water repellency durability, it is preferably 5.0° or less, more preferably 2.0° or less, and particularly preferably 1.0° or less. There are no particular restrictions on the "(maximum water contact angle + artificial sebum liquid contact angle) / (maximum water contact angle - 2000 times water contact angle)," but from the viewpoint of improving antifouling properties (cleanability) and water repellency durability, it is preferably 40 or more, more preferably 100 or more, and particularly preferably 400 or more.

[0046] [Method for manufacturing an eyeglass lens] The method for manufacturing an eyeglass lens according to this embodiment includes a step of forming a water-repellent layer on an eyeglass lens using a water-repellent layer composition containing a compound (A) having a structure represented by -C(=O)NH- and having a silyl group at at least one end of the molecular chain. The water-repellent layer can be obtained, for example, by vapor deposition or coating the water-repellent layer composition, but is preferably obtained by vapor deposition.

[0047] The deposition is carried out by, for example, vacuum deposition. The heating temperature during the deposition in vacuum deposition is not particularly limited, but is preferably 400 to 1000°C, more preferably 550 to 1000°C, even more preferably 600 to 1000°C, and particularly preferably 650 to 1000°C. The heating temperature for the deposition refers to the temperature at which the pellets or the like impregnated with the water-repellent layer composition are heated during the deposition. The vacuum deposition is carried out at a temperature of 3.0 x 10 －２ It is preferable to carry out the deposition in a deposition space controlled to a vacuum of 100 Pa or less.

[0048] Heating during vapor deposition can be performed using, for example, a halogen heater, resistance heating, an electron gun, etc. Among these, using an electron gun for heating and vapor deposition allows for the deposition of a thin film with high precision. The power of the electron gun varies depending on the material used, the vapor deposition device, the degree of vacuum, and the irradiation area, but the preferred conditions are an acceleration voltage of about 6 kV and an applied current of about 5 to 40 mA.

[0049] The deposition time is not particularly limited, but is preferably within 1000 seconds, more preferably within 800 seconds, and particularly preferably within 600 seconds. By depositing within such a time, even if a water-repellent material containing multiple components with slightly different deposition start temperatures is used, the components can be deposited almost simultaneously, and a uniform film can be obtained.

[0050] Vapor deposition is preferably carried out using a porous material impregnated with the water-repellent layer composition. As the porous material, it is preferable to use a fused silica porous body or a sintered filter made by sintering a metal powder with high thermal conductivity, such as copper or stainless steel. From the viewpoint of obtaining an appropriate vapor deposition rate, the mesh size of the sintered filter is suitably 40 to 200 μm, preferably 80 to 120 μm. Alternatively, pellets in which steel wool is filled in a copper container are also suitably used. The water-repellent layer composition may be used as is or in the form of a solution, by impregnating the porous material.

[0051] To form a water-repellent layer on a spectacle lens by coating, a method can be adopted in which a fluorine-containing silane compound containing at least compound (A) is dissolved in an organic solvent and coated on the surface of the spectacle lens. The coating method is not particularly limited, and examples thereof include dipping, spin coating, spraying, flow coating, doctor blade coating, roll coating, gravure coating, curtain flow coating, etc. These may be used alone or in combination of two or more.

[0052] After the formation of the water-repellent layer, a heating step may be performed. In the heating step, a reaction between the water-repellent layer composition and the spectacle lens surface is promoted. By carrying out this heat treatment, it is possible to suppress a decrease in water repellency due to physical and chemical stresses in daily use, such as wiping the spectacle lens surface or the adhesion of detergent, and thereby improve durability.

[0053] The temperature for the heat treatment is not particularly limited, but is preferably 40 to 90° C., more preferably 50 to 80° C., and particularly preferably 55 to 70° C. The time for the heat treatment is not particularly limited, but is preferably 0.5 to 10 hours.

[0054] The thickness t of the water-repellent layer is not particularly limited, but is preferably 0.1 to 100 nm, more preferably 0.1 to 50 nm, and particularly preferably 0.1 to 20 nm.

[0055] Next, each configuration of the eyeglass lens of the embodiment will be described.

[0056] <Lens substrate> The lens substrate may be either a finished lens or a semi-finished lens. The surface shape of the lens substrate is not particularly limited and may be any of a flat, convex, concave, etc. The lens substrate may be used for any of a single-vision lens, a multifocal lens, a progressive-power lens, etc. For example, in a progressive-power lens, the near-vision region (near vision region) and the progressive-power region (intermediate region) are usually included in the lower region, and the distance-vision region (distance vision region) is included in the upper region. A colorless lens substrate is usually used, but a colored lens substrate can also be used as long as it does not impair transparency.

[0057] The lens substrate is preferably a meniscus type. By incorporating a specific compound into the meniscus type lens substrate, astigmatism can be suppressed.

[0058] The optical center thickness of the lens substrate is not particularly limited, but is preferably 0.5 to 5.0 mm, more preferably 0.5 to 3.0 mm, and particularly preferably 0.5 to 2.0 mm. The diameter of the lens substrate is not particularly limited, but is usually about 50 to 100 mm.

[0059] The refractive index ne of the lens substrate is not particularly limited, but is preferably 1.49 or more. There is no particular upper limit to the refractive index ne of the lens substrate, and it may be, for example, 1.80 or less.

[0060] The resin for the lens substrate is not particularly limited, and examples thereof include urethane-based resins (e.g., polythiourethane resins, polyurethane resins), polysulfide resins, episulfide resins, polycarbonate resins, and acrylic resins. These may be used alone or in combination of two or more. Among these, polythiourethane resins, polysulfide resins, and polyurethane resins are preferred, and polythiourethane resins and polysulfide resins are more preferred.

[0061] (Method for producing lens substrate) The lens substrate is not particularly limited, but can be obtained, for example, by a production method including a step of polymerizing and curing a polymerizable composition capable of preparing the above-mentioned resin, and a step of annealing the cured resin.

[0062] The polymerization is preferably a cast polymerization method, and the lens substrate can be obtained, for example, by injecting a polymerizable composition into a mold formed by combining a glass or metal mold with a tape or a gasket, and then polymerizing the composition.

[0063] The polymerization conditions can be appropriately set depending on the polymerizable composition. The polymerization initiation temperature is not particularly limited, but is preferably 0 to 50°C, more preferably 10 to 40°C. It is preferable to raise the temperature from the polymerization initiation temperature and then heat to harden the composition. The maximum temperature is, for example, usually 110°C or higher and 130°C or lower.

[0064] After the polymerization is complete, the lens substrate may be released from the mold and then subjected to an annealing treatment. The annealing temperature is not particularly limited, but is preferably 100 to 150°C.

[0065] <Hard Coat Layer> The hard coat layer is, for example, a cured film made of a curable composition containing an inorganic oxide and a silicon compound. The curable composition preferably further contains a polyfunctional epoxy compound.

[0066] The inorganic oxide is not particularly limited, and examples thereof include silicon oxide, aluminum oxide, titanium oxide, zirconium oxide, tungsten oxide, zinc oxide, tin oxide, beryllium oxide, and antimony oxide. These may be used alone or in combination of two or more. Among these, silicon oxide is preferred. Colloidal silica may also be used as the inorganic oxide.

[0067] The content of the inorganic oxide is not particularly limited, but is preferably 20 to 80 mass %, more preferably 25 to 70 mass %, and particularly preferably 25 to 50 mass %, of the solid content of the curable composition.

[0068] The silicon compound is, for example, a silicon compound having a hydrolyzable group such as an alkoxy group.The silicon compound is preferably a silane coupling agent having an organic group bonded to a silicon atom and a hydrolyzable group.The organic group bonded to a silicon atom is preferably an organic group having a functional group such as an epoxy group such as a glycidoxy group, a vinyl group, a methacryloxy group, an acryloxy group, a mercapto group, an amino group, or a phenyl group, and more preferably an organic group having an epoxy group.In addition, the silicon compound may have an alkyl group bonded to silicon.

[0069] The commercially available silane coupling agent is not particularly limited, and examples thereof include the trade names KBM-303, KBM-402, KBM-403, KBE402, KBE403, KBM-1403, KBM-502, KBM-503, KBE-502, KBE-503, KBM-5103, KBM-602, KBM-603, KBM-903, KBE-903, KBE-9103, KBM-573, KBM-575, KBM-9659, KBE-585, KBM-802, KBM-803, KBE-846, KBE-9007, etc., manufactured by Shin-Etsu Chemical Co., Ltd. These may be used alone or in combination of two or more.

[0070] The content of the silicon compound is not particularly limited, but is preferably 20 to 90 mass %, more preferably 30 to 75 mass %, and particularly preferably 50 to 75 mass %, of the solid content of the curable composition.

[0071] The polyfunctional epoxy compound is a polyfunctional epoxy compound containing two or more epoxy groups in one molecule, preferably a polyfunctional epoxy compound containing two or three epoxy groups in one molecule. There are no particular limitations on commercially available polyfunctional epoxy compounds, and examples thereof include EX-201, EX-211, EX-212, EX-252, EX-313, EX-314, EX-321, EX-411, EX-421, EX-512, EX-521, EX-611, EX-612, EX-614, EX-614B, etc., of the trade name "Denacol" series manufactured by Nagase ChemteX Corporation. These may be used alone or in combination of two or more.

[0072] The content of the polyfunctional epoxy compound is not particularly limited, but is preferably 0 to 50 mass %, more preferably 10 to 40 mass %, and particularly preferably 15 to 30 mass %, of the solid content of the curable composition.

[0073] The curable composition described above can be prepared by mixing optional components such as an organic solvent, a leveling agent, and a curing catalyst, as needed, in addition to the components described above. The hard coat layer described above can be formed by applying the curable composition to a substrate and then subjecting it to a curing treatment (thermal curing, photocuring, etc.). The method for applying the curable composition is not particularly limited, and commonly used methods such as dipping, spin coating, and spraying can be used. For curable compositions containing a polyfunctional epoxy compound, the curing treatment is usually performed by heating. The heat curing treatment can be performed, for example, by placing a lens coated with the curable composition described above in an environment with an ambient temperature of 50 to 150°C for approximately 30 minutes to 3 hours.

[0074] <Undercoat Layer> The undercoat layer can be formed from, for example, an aqueous resin composition containing at least one type of resin particles selected from the group consisting of polyurethane resin, acrylic resin, epoxy resin, and the like.

[0075] As the aqueous resin composition, commercially available aqueous polyurethanes can be used as they are, or diluted with an aqueous solvent as needed. Commercially available aqueous polyurethanes are not particularly limited, and examples thereof include the "Evaphanol" series (trade name) manufactured by Nicca Chemical Co., Ltd., the "Superflex" series (trade name) manufactured by Daiichi Kogyo Seiyaku Co., Ltd., the "Adeka Bontiter" series (trade name) manufactured by ADEKA Corporation, the "Olestar" series (trade name) manufactured by Mitsui Chemicals, Inc., the "Bondic" series and the "Hydran" series (trade name) manufactured by Dainippon Ink and Chemicals, Inc., the "Impranil" series (trade name) manufactured by Bayer, the "Sofranate" series (trade name) manufactured by Nippon Soflan Co., Ltd., the "Poise" series (trade name) manufactured by Kao Corporation, the "Sunprene" series (trade name) manufactured by Sanyo Chemical Industries, Ltd., the "Eizelax" series (trade name) manufactured by Hodogaya Chemical Co., Ltd., and the "Neoletz" series (trade name) manufactured by Zeneka Corporation. These may be used alone or in combination of two or more.

[0076] The underlayer can be formed, for example, by applying the above-mentioned aqueous resin composition to the surface of the substrate and drying it.

[0077] <Functional Layer> Examples of the functional layer include an antireflection layer, an ultraviolet absorbing layer, an infrared absorbing layer, a photochromic layer, an antistatic layer, and an antifogging layer. These may be used alone or in combination of two or more. For these functional layers, known techniques related to spectacle lenses can be applied. Among these, it is preferable to have an antireflection layer.

[0078] (Antireflection Layer) The antireflection layer has, for example, low refractive index layers and high refractive index layers arranged alternately. The number of layers in the antireflection layer is not particularly limited, but is preferably 4 to 11 layers, more preferably 5 to 8 layers.

[0079] The refractive index of the low refractive index layer is not particularly limited, but is preferably 1.35 to 1.80, more preferably 1.45 to 1.50 at a wavelength of 500 to 550 nm. The low refractive index layer is made of an inorganic oxide, and preferably silicon oxide (also called silica).

[0080] The refractive index of the high refractive index layer is not particularly limited, but is preferably 1.90 to 2.60, more preferably 2.00 to 2.40, at a wavelength of 500 to 550 nm. The high refractive index layer is made of, for example, an inorganic oxide. The inorganic oxide used in the high refractive index layer is preferably at least one selected from the group consisting of zirconium oxide (also called zirconia), tantalum oxide, yttrium oxide, titanium oxide, niobium oxide, and aluminum oxide, and more preferably at least one selected from the group consisting of zirconium oxide and tantalum oxide.

[0081] The antireflection layer can be formed by alternately laminating low refractive index layers and high refractive index layers by vacuum deposition.

[0082] As described above, the present disclosure provides a spectacle lens having sufficiently excellent water-repellent durability, a method for manufacturing the same, and a water-repellent layer composition used in the method for manufacturing the spectacle lens.

[0083] The present embodiment will be described in more detail below using examples and comparative examples, but the present disclosure is not limited to the following examples.

[0084] [Gel Permeation Chromatography (Mn, Mw, Mz)] 4 mL of the measurement solvent described below (5 mL of Compound B) was added to 4 mg of the residue sample (Compound A) (3 mg of Compound B), and the mixture was gently stirred at room temperature. Dissolution of the sample in the measurement solvent was visually confirmed. The mixture was then filtered using a 0.45 μm filter to prepare a measurement sample. The measurement sample was subjected to gel permeation chromatography under the following conditions. <Conditions> Apparatus: Gel permeation chromatography (GPC) Detector: Differential refractive index detector RI (RI-504, sensitivity 32, manufactured by Showa Denko K.K. (now Resonac Corporation)) Column: Shodex HFIP-G (1 column, 6.0 mm x 5 cm, manufactured by Showa Denko K.K. (now Resonac Corporation)) Shodex HFIP-606M (2 columns, 6.0 mm x 15 cm, manufactured by Showa Denko K.K. (now Resonac Corporation)) Solvent: Hexafluoroisopropanol with 5 mM sodium trifluoroacetate added Flow rate: 0.2 mL / min Column temperature: 40°C Injection volume: 0.020 mL Standard sample: Monodisperse polymethyl methacrylate (PMMA) manufactured by Showa Denko K.K. (now Resonac Corporation)

[0085] [Water repellency (water contact angle)] The water contact angle was measured using "DMo-702" manufactured by Kyowa Interface Science Co., Ltd. The water contact angle was measured on the surface of the water-repellent layer formed on the eyeglass lens. Water was used as the liquid for contact angle measurement, and 2 μL of water was dropped on the eyeglass lens surface to measure the water contact angle (0-times water contact angle).

[0086] [Water Repellency Durability (Water Contact Angle After Wiping with a 2 kg Load)] A spectacle lens was placed in a friction and abrasion tester designed to perform a sliding test on the substrate under evaluation at a constant load, speed, and stroke. The media (sliding terminal) used in the test was an eraser wrapped with Silbon paper. The media was attached to the friction and abrasion tester and pressed against the convex surface of the spectacle lens with a 2 kg load. The stroke was set to 30 mm, and the lens was wiped by 500 reciprocating strokes. After 500 reciprocating strokes, the contact angle was measured using the method described above. The lens was then reciprocated 500 times (1,000 times in total) under the same conditions, and the contact angle was measured using the method described above. The lens was then reciprocated 1,000 times (2,000 times in total) under the same conditions, and the contact angle was measured using the method described above. After 500, 1,000, and 2,000 wipes, the contact angle was measured using the method described above. The results are shown in Table 2. Furthermore, Table 2 also shows the "maximum water contact angle - 2000 times water contact angle."

[0087] [Dynamic friction coefficient] A friction test was conducted once using HM-3 manufactured by Toyo Seiki Seisakusho Co., Ltd. under the following conditions. The obtained results (dynamic friction coefficient) are shown in Table 2. <Conditions> Test method: The convex surface of an eyeglass lens was placed on lens cleaning paper (Dasper K-3 (trade name), manufactured by Ozu Sangyo Co., Ltd., sometimes called "Silbon paper") and the test was conducted. The eyeglass lens and wire were fixed with Kapton tape. Thread mass: No thread (set to 1 g on the operation screen display) Measurement speed: 1500 mm / min Measurement distance: 100 mm

[0088] [Oil repellency (1)] The following pen test was conducted using a bold PX-30 paint marker (manufactured by Mitsubishi Pencil Co., Ltd., thickness 8.5 mm) to evaluate oil repellency (1). The results are shown in Table 2. <Pen test> (1) The eyeglass lens was wiped with acetone to remove any dirt. (2) A line was drawn on the eyeglass lens using a bold PX-30 paint marker (manufactured by Mitsubishi Pencil Co., Ltd., thickness 8.5 mm). (3) The state of repellency was confirmed visually and evaluated according to the following evaluation criteria. <Evaluation criteria> 5: Repelled (leaving dot-like marks). 4: The line was broken in parts (line + dot). 3: The repelled line was less than half its thickness. 2: Slight repellency (the line became slightly thinner). 1: No repellency.

[0089] [Oil repellency (2)] The same pen test as in the above-mentioned "Oil repellency (1)" was carried out using a Hi-Maki bold pen (manufactured by Zebra Corporation, thickness 6.0 mm) to evaluate oil repellency (2). The results are shown in Table 2.

[0090] [Oil Repellency (3) (Artificial Sebum Liquid Contact Angle)] The artificial sebum liquid contact angle was measured using a "DMo-702" manufactured by Kyowa Interface Science Co., Ltd. The artificial sebum liquid contact angle on the surface of a water-repellent layer formed on an eyeglass lens was measured. The following artificial sebum liquid was used as the liquid for contact angle measurement, and 2 μL of the artificial sebum liquid was dropped onto the eyeglass lens surface, and the artificial sebum liquid contact angle was measured. The results are shown in Table 2. Furthermore, Table 2 also shows the "maximum water contact angle + artificial sebum liquid contact angle" and "(maximum water contact angle + artificial sebum liquid contact angle) / (maximum water contact angle - 2000 times water contact angle)." <Artificial Sebum Liquid> A solution (concentration 20% by mass) prepared by diluting a mixture of 20% by mass of squalene, 20% by mass of cholesterol, 20% by mass of palmitic acid, and 40% by mass of triolein with isopropanol (IPA) was used as the "artificial sebum liquid."

[0091] [Number of repeating units of perfluoroalkyleneoxy moiety] The number of repeating units of perfluoroalkyleneoxy moiety was determined from the mass / z measured by matrix-assisted laser desorption / ionization mass spectrometry (MALDI-MS). From the structure identified by NMR, the molecular weight of the components other than the perfluoroalkyleneoxy moiety was calculated, and the number of repeating units of the perfluoroalkyleneoxy moiety was calculated. ２ O), (CF ２ CF ２ O), (CF ２ CF ２ CF ２ O), and (CF ２ CF ２ CF ２ CF ２ The number of repeating units of the formula (I) was calculated.

[0092] [Preparation of Water-Repellent Layer Composition and Preparation of Water-Repellent Pellets] [Production Examples 1 to 4, Comparative Production Example 1] A 20% by weight solution was prepared by mixing the compounds shown in Table 1, and the solution was impregnated into a metal pellet containing steel wool in a copper container so that the solid content after solvent evaporation was 15 mg. After impregnation with the 20% by weight solution, the pellet was heated in an oven set to 80°C for 20 minutes to evaporate the solvent and obtain a solid content of 15 mg. The molecular weights of Compound A were measured using the method described above: number-average molecular weight: Mn = 500, weight-average molecular weight: Mw = 920, z-average molecular weight: Mz = 2940, molecular weight distributions: Mw / Mn = 1.8, Mz / Mw = 3.2; and number-average molecular weight: Mn = 1080, weight-average molecular weight: Mw = 1190, z-average molecular weight: Mz = 1330, molecular weight distributions: Mw / Mn = 1.1, Mz / Mw = 1.1 for Compound B.

[0093]

[0094] The meanings of the various abbreviations in Table 1 are as follows: Compound A: A mixture of a compound (A-1) having the structure of formula (1-1) and a compound (A-2) having the structure of formula (1-2).

[0095] (CH ３ O) ３ SiCH ２ CH ２ CH ２ NHC(=O)OCH ２ CF ２ O(CF ２ O)q(CF ２ CF ２ O)r(CF ２ CF ２ CF ２ O)s(CF ２ CF ２ CF ２ CF ２ O)tCF3 Formula (1-1) [In formula (1-1), q is 48, r is 50, s is 1, and t is 1.] (CH ３ O) ３ SiCH ２ CH ２ CH ２ NHC(=O)OCH ２ CF ２ O(CF ２ O)w(CF２ CF ２ O)x(CF ２ CF ２ CF ２ O)y(CF ２ CF ２ CF ２ CF ２ O)zCF ２ CH ２ OC(=O)NHCH ２ CH ２ CH ２ Si(OCH ３ ) ３ ...Formula (1-2) [In formula (1-2), w is 48, x is 50, y is 1, and z is 1.]

[0096] Compound B: A compound having the structure of formula (2-1) Formula (2-1): (CH ３ O) ３ SiCH ２ CH ２ CH ２ Si(CH ３ ) ２ —O—Si(CH ３ ) ２ CH ２ CH ２ OCH ２ CF ２ -O-(CF ２ O) ｄ -(CF ２ CF ２ O) ｅ -(CF ２ CF ２ CF ２ O) ｆ -CF ２ CH ２ OCH ２ CH ２ Si(CH ３ ) ２ —O—Si(CH ３ ) ２ -CH ２ CH ２ CH ２ Si(OCH ３ ) ３ ...Formula (2-1) [In formula (2-1), d=24, e=26, and f=1, and the arrangement of repeating units, the numbers of which are represented by d, e, and f, is random.]

[0097] Examples 1 to 4, Comparative Example 1 (Vapor Deposition of Water-Repellent Layer Composition on Spectacle Lenses) A ​​glass container was charged with 90 parts by weight of colloidal silica (Snowtex-40, Nissan Chemical Industries, Ltd.), 81.6 parts by weight of the organosilicon compound methyltrimethoxysilane, 176 parts by weight of γ-glycidoxypropyltrimethoxysilane, 2.0 parts by weight of 0.5N hydrochloric acid, 20 parts by weight of acetic acid, and 90 parts by weight of water. The resulting solution was stirred at room temperature for 8 hours and then allowed to stand at room temperature for 16 hours to obtain a hydrolyzed solution. To this solution, 120 parts by weight of isopropyl alcohol, 120 parts by weight of n-butyl alcohol, 16 parts by weight of aluminum acetylacetone, 0.2 parts by weight of a silicone surfactant, and 0.1 parts by weight of an ultraviolet absorber were added, stirred at room temperature for 8 hours, and then aged at room temperature for 24 hours to obtain a coating solution. A plastic lens substrate (manufactured by HOYA Corporation, product name EYAS, formulation S0.00, C0.00) pretreated with an alkaline aqueous solution was immersed in the above-mentioned coating solution. After immersion, the lens substrate was pulled up at a pull-up rate of 20 cm / min and heated at 120°C for 2 hours to form a cured film and a hard coat layer. Next, an antireflection layer consisting of nine alternating layers of silica and zirconia was formed on the hard coat layer by vacuum deposition. After deposition of the antireflection layer, ion gun treatment was performed to activate the surface. The ion gun treatment conditions were as follows: acceleration voltage: 500 V, acceleration current: 230 mA, introduced gas: oxygen (20 sccm), ion irradiation time: 30 seconds. The dome containing the lens substrate was then moved to a chamber where the water-repellent layer composition was deposited. A pellet impregnated with the water-repellent layer composition (see Table 2) prepared in the above-mentioned manufacturing example was placed on a halogen heater heating table in the chamber. The pellet was heated with a halogen heater, and the water-repellent layer composition in the pellet was deposited by vapor deposition. The temperature reached during heating was about 600°C.

[0098] The obtained eyeglass lenses were subjected to the above-mentioned evaluations by the following methods. The results are shown in Table 2.

[0099]

[0100] From the results of the Examples and Comparative Examples described above, it can be seen that the present embodiment provides a spectacle lens having sufficiently excellent water-repellent durability, a method for producing the same, and a water-repellent layer composition.

[0101] REFERENCE SIGNS LIST 1 eyeglass lens 11 eyeglass lens substrate 11a, 21fa, 31fa object side surface 11b, 21bb, 31bb eyeball side surface 21f, 21b hard coat layer 31f, 31b functional layer 41f, 41b water-repellent layer

Claims

1. A spectacle lens comprising a water-repellent layer which is a condensate of a water-repellent layer composition containing compound (A), said compound (A) having a structure represented by -C(=O)NH- and having a silyl group at at least one end of the molecular chain.

2. The eyeglass lens according to claim 1, wherein the compound (A) has a number average molecular weight of 100 to 10,000, and the number average molecular weight is the number average molecular weight in terms of polymethyl methacrylate, measured by gel permeation chromatography.

3. The spectacle lens according to claim 1 or 2, wherein the compound (A) has a poly(fluorinated alkyleneoxy) fluorinated alkyl ether group.

4. The spectacle lens according to claim 3, wherein the poly(fluorinated alkyleneoxy) fluorinated alkyl ether group is represented by the following formula (1a): -(CF ２ O) ａ (C ２ F ４ O) ｂ (C ３ F ６ O) ｃ (C ４ F ８ O) ｄ - (1a) (In formula (1a), a is 0 to 100, b is 0 to 100, c is 0 to 40, d is 0 to 30, and a+b+c+d is 10 to 200.) 5. The spectacle lens according to claim 1 or 2, wherein the compound (A) comprises a compound (A-1) having a silyl group at one end of the molecular chain, and a compound (A-2) having silyl groups at both ends of the molecular chain.

6. The spectacle lens according to claim 5, wherein the molar ratio (A-1:A-2) of the content of said compound (A-1) in said compound (A) to the content of said compound (A-2) in said compound (A) is 50:50 to 95:

5.

7. The spectacle lens according to claim 1 or 2, wherein the water-repellent layer composition further contains a compound (B) that does not have a structure represented by -C(=O)NH- and has a silyl group at at least one end of the molecular chain.

8. The eyeglass lens according to claim 7, wherein the compound (B) has a fluorinated alkylene skeleton.

9. The eyeglass lens according to claim 8, wherein the fluorinated alkylene skeleton is represented by the following formula (2a): -(CF ２ O) ｅ (C ２ F ４ O) ｆ (C ３ F ６ O) ｇ (C ４ F ８ O) ｈ - (2a) (In formula (2a), e is 0 to 100, f is 0 to 100, g is 0 to 100, h is 0 to 30, and e+f+g+h is 10 to 200.) 10. The spectacle lens according to claim 1 or 2, wherein the content of said compound (A) is 5 to 100 mass % relative to the solid content of said water-repellent layer composition.

11. The spectacle lens according to claim 7, wherein the content of the compound (B) is 5 to 95% by mass relative to the solid content of the water-repellent layer composition.

12. The spectacle lens according to claim 1 or 2, wherein the water-repellent layer satisfies the following formula (1): (maximum water contact angle + artificial sebum liquid contact angle) ÷ (maximum water contact angle - 2000 times water contact angle) ≧ 40 ... formula (1) [In formula (1), the maximum water contact angle is the maximum value among the 0 times water contact angle, the 500 times water contact angle, and the 1000 times water contact angle.] 13. A water-repellent layer composition containing a compound (A) having a structure represented by —C(═O)NH— and having a silyl group at at least one end of the molecular chain.

14. A method for manufacturing a spectacle lens, comprising a step of forming a water-repellent layer on a spectacle lens using a water-repellent layer composition containing a compound (A) having a structure represented by —C(═O)NH— and having a silyl group at at least one end of the molecular chain.

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