JPH01287189A - Ultraviolet light absorber for aqueous dyeing - Google Patents
Ultraviolet light absorber for aqueous dyeingInfo
- Publication number
- JPH01287189A JPH01287189A JP63114794A JP11479488A JPH01287189A JP H01287189 A JPH01287189 A JP H01287189A JP 63114794 A JP63114794 A JP 63114794A JP 11479488 A JP11479488 A JP 11479488A JP H01287189 A JPH01287189 A JP H01287189A
- Authority
- JP
- Japan
- Prior art keywords
- ultraviolet light
- light absorber
- ultraviolet absorber
- lignin
- dyeable
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000006097 ultraviolet radiation absorber Substances 0.000 title claims abstract description 20
- 229940124543 ultraviolet light absorber Drugs 0.000 title abstract 4
- 238000004043 dyeing Methods 0.000 title description 5
- 239000002270 dispersing agent Substances 0.000 claims abstract description 6
- 150000001875 compounds Chemical class 0.000 claims abstract description 5
- 229920005610 lignin Polymers 0.000 claims abstract description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- 239000000975 dye Substances 0.000 abstract description 3
- 229920005989 resin Polymers 0.000 abstract description 3
- 239000011347 resin Substances 0.000 abstract description 3
- 125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 abstract description 2
- 239000002245 particle Substances 0.000 abstract description 2
- 238000010298 pulverizing process Methods 0.000 abstract description 2
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 abstract 1
- 239000012965 benzophenone Substances 0.000 abstract 1
- -1 methoxy, ethoxy, propoxy Chemical group 0.000 abstract 1
- 239000004576 sand Substances 0.000 abstract 1
- 229920003002 synthetic resin Polymers 0.000 description 8
- 239000000057 synthetic resin Substances 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 7
- 239000011521 glass Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000000986 disperse dye Substances 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000012263 liquid product Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- VZSRBBMJRBPUNF-UHFFFAOYSA-N 2-(2,3-dihydro-1H-inden-2-ylamino)-N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]pyrimidine-5-carboxamide Chemical group C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C(=O)NCCC(N1CC2=C(CC1)NN=N2)=O VZSRBBMJRBPUNF-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 238000007605 air drying Methods 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 238000000889 atomisation Methods 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- MOTZDAYCYVMXPC-UHFFFAOYSA-N dodecyl hydrogen sulfate Chemical compound CCCCCCCCCCCCOS(O)(=O)=O MOTZDAYCYVMXPC-UHFFFAOYSA-N 0.000 description 1
- 229940043264 dodecyl sulfate Drugs 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000004570 mortar (masonry) Substances 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Landscapes
- Surface Treatment Of Optical Elements (AREA)
Abstract
Description
【発明の詳細な説明】
［産業上の利用分野〕
本発明は、メガネレンズ用樹脂の染色物の耐光堅牢度の
向上に有用な紫外線吸収剤に関する。DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to an ultraviolet absorber useful for improving the light fastness of dyed resins for eyeglass lenses.
さらに詳しくは、水系染色可能な紫外線吸収剤に関する
。More specifically, the present invention relates to a water-based dyeable ultraviolet absorber.
近年、眼鏡分野に関して、お洒落あるいはファツショナ
ブルな風潮に乗って、メガネのカラー化が進み、又軽量
化や取り扱いの容易さ（割れにくい）などの面から素材
がガラスから合成樹脂へと移りつつある。この合成樹脂
レンズのカラー化に伴い、その着色された色が自然光に
含まれる紫外線により退色或いは変色を起こす問題が指
摘され、この解決のため、また人間の目を紫外線から守
る意味からも紫外線吸収剤をレンズにイ」着する試みが
行われている。In recent years, in the field of eyeglasses, colored glasses have become more popular due to fashionable trends, and the material has been shifting from glass to synthetic resin due to lighter weight and ease of handling (hard to break). be. With the development of colored synthetic resin lenses, it has been pointed out that the colored lenses fade or discolor due to the ultraviolet rays contained in natural light. Attempts are being made to deposit the agent onto the lens.
例えば、レンズ用合成樹脂に耐熱タイプの紫外線吸収剤
を練り込み、レンズに成形する方法等がある。しかし、
この方法では最近の少量多品種生産時代には対応が困難
であり、かつ在庫を多く抱えなければならず、不経済で
あるというる問題もあった。For example, there is a method in which a heat-resistant ultraviolet absorber is kneaded into a synthetic resin for lenses and then molded into lenses. but,
This method has problems in that it is difficult to cope with the recent era of low-volume, high-mix production, and requires a large amount of inventory, which is uneconomical.
本発明者らは、前記課題を解決するために鋭意検討した
結果、本発明を完成するに至ったものである。The present inventors have completed the present invention as a result of intensive studies to solve the above problems.
すなわち本発明は、水系染色用紫外線吸収化合物をリグ
ニン系分散剤の存在下において微粒化した紫外線吸収組
成物に関する。That is, the present invention relates to an ultraviolet absorbing composition in which an ultraviolet absorbing compound for water-based dyeing is atomized in the presence of a lignin dispersant.
本発明に用いる紫外線吸収化合物は、下記一般式（１）
で表されるヘンシフエノン系紫外線吸収剤である。The ultraviolet absorbing compound used in the present invention has the following general formula (1):
It is a hensifenone ultraviolet absorber represented by
（式中、１ン１、Ｒ２は水酸基、Ｒａ、、Ｒｎはメト−
１−シ基、エトキシ基、プロポキシ基、ブトキシ基を示
す。）
本発明の紫外線吸収剤は、上記紫外線吸収化合物をリグ
ニン系の分散剤を使用し、ザントグラインダー等で微粒
化し、乾燥、粉砕することにより製造できる。尚、微粒
化は平均粒子径が１〜４０／／程度が好ましい。(In the formula, 1 and R2 are hydroxyl groups, Ra, and Rn are metho-
Indicates a 1-cy group, an ethoxy group, a propoxy group, and a butoxy group. ) The ultraviolet absorber of the present invention can be produced by atomizing the ultraviolet absorbing compound described above using a lignin-based dispersant using a Zandt grinder, followed by drying and pulverizing. In addition, it is preferable that the average particle diameter is about 1 to 40// in the atomization.
（発明の効果〕
本発明の紫外線吸収剤を用い゛ζ成形後の樹脂レンズに
水系染色するごとにより、練り込めタイプのレンズと同
様に耐光堅牢度良好なレンズを得ることができる。また
、従来、水分散タイプの紫外線吸収剤としては、例えば
チパテックス１１７ ｎａｗ（ＣＫＣ社製）（液状品）
（以下、比較試料１とずろ〕のような液状品しかなく
、パウダータイプの分散染料との配合は困難であったが
、本発明の紫外線吸収剤はパウダータイプの分散染料と
の配合が容易である。(Effects of the Invention) By using the ultraviolet absorber of the present invention and water-based dyeing a resin lens after ζ-molding, it is possible to obtain a lens with good light fastness similar to that of a kneaded-in type lens. As a water-dispersible type ultraviolet absorber, for example, Chipatex 117 naw (manufactured by CKC) (liquid product)
(hereinafter referred to as Comparative Sample 1 and Zuro), there are only liquid products, and it was difficult to blend with powder-type disperse dyes, but the ultraviolet absorber of the present invention can be easily blended with powder-type disperse dyes. be.
〔実施例］
以下、実施例により、本発明の方法を具体的に説明する
。[Example] Hereinafter, the method of the present invention will be specifically explained with reference to Examples.
実施例中の部は重量部を表す。Parts in the examples represent parts by weight.
なお、使用例１．２及び比較例１の耐光性は、フェトメ
ータ（カーボンアーク灯）６３°Ｃにて、６０時間照射
後、ブルースケールにて判定を行った。The light resistance of Usage Example 1.2 and Comparative Example 1 was determined using a blue scale after 60 hours of irradiation using a fetometer (carbon arc lamp) at 63°C.
実施例１
２．２゛−ジヒドロキジー４，４゛−ジメトキシ−ベン
ゾフェノン１５部に、バールレックスＤＰ（出隅国策パ
ルプ製リグニン系分散剤）１５部を添加し、更に水７０
部を加えてよく攪拌する。次いでガラスメジャー（φ２
ｍｍ）３０部を添加し、卓上ザントミル（ハツチ式、カ
ンペ家庭塗料ＫＫ製）を用いて４時間機粒化を行う。得
られた微粒化液をギヤーオーブン（田葉井型）にて６０
°Ｃ１２４時間乾燥を行い、次いで乳鉢粉砕し、水系染
色可能な茶褐色パウダーの紫外線吸収剤を得た。Example 1 To 15 parts of 2.2'-dihydroxydi-4,4'-dimethoxy-benzophenone, 15 parts of Varlex DP (lignin-based dispersant manufactured by Dezumi Kokusaku Pulp) was added, and further 70 parts of water was added.
and stir well. Next, use a glass measure (φ2
mm) and granulated for 4 hours using a tabletop Zantmill (Hutch type, manufactured by Kanpe Home Paints KK). The obtained atomized liquid was heated in a gear oven (Tabai type) for 60 minutes.
The mixture was dried at °C for 124 hours, and then crushed in a mortar to obtain a brown powder ultraviolet absorber that can be dyed in water.
３ 一
実施例２
実施例１において用いた２、２゛−ジヒドロ−１−シー
４．４゛−ジメトキシ−ヘンシフエノンの代わりに、２
．２′−ジヒドロキジー４．４’−シェドこ１−シー６
７７７１２７１５部を用いた以外は実施例１と同様にＵ
７て、水系染色可能な茶褐色パウダーの紫外線吸収剤を
得た。3 Example 2 Instead of 2,2'-dihydro-1-cy-4,4'-dimethoxy-hensiphenone used in Example 1, 2
．． 2'-dihydroxydi4.4'-shedko1-cy6
Same as Example 1 except that 77712715 parts were used.
7, an ultraviolet absorber in the form of a brown powder capable of water-based dyeing was obtained.
使用例１
実施例１の紫外線吸収剤１部、Ｍ／Ｐ Ｂｌｕｅ ＦＢ
Ｉ、（Ｃ，１，Ｄｉｓｐｅｒｓｅ Ｂｌｕｅ ５６）
２．５部、特殊陰イオン界面活性剤（ラウリル硫酸すト
リウム）２．５部に水を加えて１，０００部とし、染料
分散液を調整する。Usage example 1 1 part of the ultraviolet absorber of Example 1, M/P Blue FB
I, (C, 1, Disperse Blue 56)
A dye dispersion liquid is prepared by adding water to 2.5 parts of a special anionic surfactant (sthorium lauryl sulfate) to make 1,000 parts.
この染料分散液を用いて、メガネ用合成樹脂レンズ（Ｍ
Ｒ−３（三井東圧化学製）〕を通通常用する高温染色機
を用いて９０°Ｃ１５分間染色を行い、次いで水洗後、
自然乾燥し染色物を得た。得られた染色物は、実施例１
の紫外線吸収剤を用いずに同様に染色されたレンズに比
較して、その耐光性は１級良好であった。Using this dye dispersion, synthetic resin lenses for glasses (M
R-3 (manufactured by Mitsui Toatsu Chemicals)] was dyed at 90°C for 15 minutes using a commonly used high-temperature dyeing machine, and then washed with water.
A dyed product was obtained by air drying. The obtained dyed product was prepared in Example 1.
Compared to a lens similarly dyed without using an ultraviolet absorber, its light resistance was grade 1 good.
使用例２
使用例１において、実施例１の紫外線吸収剤の代わりに
実施例２の紫外線吸収剤を用いた他は同様にメガネ用合
成樹脂レンズを染色した。得られたレンズは、実施例２
の紫外線吸収剤を使用せずに染色されたメガネ用合成樹
脂レンズに比較して耐光性は１級良好であった。Use Example 2 A synthetic resin lens for eyeglasses was dyed in the same manner as in Use Example 1, except that the ultraviolet absorber of Example 2 was used instead of the ultraviolet absorber of Example 1. The obtained lens is Example 2
Compared to synthetic resin lenses for eyeglasses dyed without the use of ultraviolet absorbers, the light resistance was better than grade 1.
比較例１
使用例１において、実施例１の紫外線吸収剤の代わりに
比較試料１を用いた他は同様にメガネ用合成樹脂レンズ
を染色した。得られたレンズは、比較試料１を使用せず
に染色されたメガネ用合成樹脂レンズに比較して耐光性
は同等であり、比較試料１による耐光性向上は見られな
かった。Comparative Example 1 A synthetic resin lens for eyeglasses was dyed in the same manner as in Use Example 1, except that Comparative Sample 1 was used instead of the ultraviolet absorber of Example 1. The light resistance of the obtained lens was equivalent to that of a synthetic resin lens for eyeglasses dyed without using Comparative Sample 1, and no improvement in light resistance due to Comparative Sample 1 was observed.
使用例１．２及び比較例１における耐光性を表１に示す
。Table 1 shows the light resistance in Use Example 1.2 and Comparative Example 1.
表１ −７一Table 1 -71
Claims (1)
剤の存在下において微粒化した紫外線吸収剤。1) An ultraviolet absorber made by atomizing a water-based ultraviolet absorbing compound in the presence of a lignin dispersant.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP63114794A JP2806939B2 (en) | 1988-05-13 | 1988-05-13 | Dyeing method for plastic lens and plastic lens |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP63114794A JP2806939B2 (en) | 1988-05-13 | 1988-05-13 | Dyeing method for plastic lens and plastic lens |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH01287189A true JPH01287189A (en) | 1989-11-17 |
| JP2806939B2 JP2806939B2 (en) | 1998-09-30 |
Family
ID=14646854
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP63114794A Expired - Fee Related JP2806939B2 (en) | 1988-05-13 | 1988-05-13 | Dyeing method for plastic lens and plastic lens |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2806939B2 (en) |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS58157881A (en) * | 1982-03-15 | 1983-09-20 | Showa Kagaku Kogyo Kk | Ultraviolet light absorber composition in form of aqueous dispersion |
| JPS62111230A (en) * | 1985-08-08 | 1987-05-22 | ボ−シユ アンド ロ−ム インコ−ポレイテイド | Ultraviolet rays shielding agent for contact lens |
| JPS63145387A (en) * | 1986-12-08 | 1988-06-17 | Dai Ichi Kogyo Seiyaku Co Ltd | Aqueous dispersion of ultraviolet absorber |
-
1988
- 1988-05-13 JP JP63114794A patent/JP2806939B2/en not_active Expired - Fee Related
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS58157881A (en) * | 1982-03-15 | 1983-09-20 | Showa Kagaku Kogyo Kk | Ultraviolet light absorber composition in form of aqueous dispersion |
| JPS62111230A (en) * | 1985-08-08 | 1987-05-22 | ボ−シユ アンド ロ−ム インコ−ポレイテイド | Ultraviolet rays shielding agent for contact lens |
| JPS63145387A (en) * | 1986-12-08 | 1988-06-17 | Dai Ichi Kogyo Seiyaku Co Ltd | Aqueous dispersion of ultraviolet absorber |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2806939B2 (en) | 1998-09-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| LAPS | Cancellation because of no payment of annual fees |