TW200925217A - Dye composition for lens - Google Patents
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- TW200925217A TW200925217A TW96147985A TW96147985A TW200925217A TW 200925217 A TW200925217 A TW 200925217A TW 96147985 A TW96147985 A TW 96147985A TW 96147985 A TW96147985 A TW 96147985A TW 200925217 A TW200925217 A TW 200925217A
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200925217 九、發明說明: 【發明所屬之技術領域】 本發明關於一種染料組合物,特別關於一種鏡>{用的 ' 染料組合物。 【先前技術】 鏡片的生產除需考量光學技術外,還需具備多樣性的 設計。依據功能性的不同可區分為隱形鏡片、護目鏡片、 ® 造型鏡片以及光學鏡片,其可應用於眼鏡、儀器或裝置用 的鏡片,甚至望遠鏡、顯微鏡、投影機或照相機等光學 儀器都是常見的使用態樣。 為了有效薄化隱形鏡片的厚度,以一種習知隱形鏡片 為例說明,此隱形鏡片包含一親水性高分子基材以及一具 有色素(染料與顏料)的底色層。高分子基材為網狀結構 且具有吸收水分的性能,底色層藉由印刷或塗佈方式形成 Q 於高分子基材的表面,藉以改善使用者對透明的高分子基 材在無色保養液中的辨識度。但使用者在清潔隱形鏡片時 易有色素脫落而產生隱形鏡片褪色的情形,色素若與人眼 接觸亦會造成傷害。 - 雖然上述的隱形鏡片確實具有較薄的厚度,且在製作 流程上亦可較為簡化。然而,由於此種習知技術的隱形鏡 片是直接將色素混摻於高分子基材中而並未使色素與高 分子基材之間產生鍵結,仍容易在長期使用或特殊環境 下,造成色素析出或脫落等問題。 200925217 因此,如何提供一種鏡片甩的染料組合物,能夠提高 染料與鏡片基材的結合強度,避免因不當的清潔或保養而 造成褪色的問題,更能夠避免染料析出與人眼接觸所造成 ' 的傷害.,已成為重要課題$—。 【發明内容】 有鑑於上述課題,本發明之目的為提供一種鏡片用的 染料組合物,能夠提高染料與鏡片基材的結合強度,避免 〇 染料脫落而直接與人眼接觸所造成的傷害。 為達上述目的,依據本發明之一種鏡片用的染料組合 物包含一乙烯石黃驢基型色素母體(vinyl sulfonyl based pigment compound )、一親水性聚合母體(hydrophilic polymer matrix)以及一麟酸基型連結劑(phosphate based binder)。乙烯磺醯基型色素母體具有至少一乙烯磺醯基 (vinyl sulfonyl group )。親水性聚合母體具有至少一單體 〇 ( monomer ),單體具有至少一第一官能基。磷酸基型連結 劑具有一第二官能基及一第三官能基,磷酸基型連結劑與 . 乙烯磺醯基型色素母體藉由第二官能基與乙烯磺醯基 (-S02-CH=CH2)鍵結,且磷酸基型連結劑與親水性聚合 母體藉由第三官能基與第一官能基鍵結。 為達上述目的,依據本發明之另一種鏡片用的染料組 合物包含一乙烯磺醯基型色素母體、一親水性聚合母體以 及一叛酸基型連結劑(carboxyl based binder)。乙嫦石黃酿; 基型色素母體具有至少一乙烯磺醯基。親水性聚合母體具 200925217 有至少一單體,單體具有至少一第一官能基。竣酸基型連 結劑具有一第二官能基及一第三官能基,羧酸基型連結劑 與乙烯磺醯基型色素母體藉由第二官能基與乙婦 ' 鍵結,且羧酸基型連結劑與親水性聚合母體藉由第三官能 * 基與第一官能基鍵結。 為達上述目的,依據本發明之再一種鏡片用的染料組 合物包含一乙浠續s篮基型色素母體、一親水性聚合母體以 ^ 及一羥基型連結劑(hydroxyl based binder)。乙烯石黃醯基 型色素母體具有至少一乙烯磺醯基。親水性聚合母體具有 至少一單體’單體具有至少一第一官能基。羥基型連結劑 具有一第二官能基及一第三官能基,經基型連結劑與乙稀 磺醯基型色素母體藉由第二官能基與乙烯磺醯基鍵結,且 羥基型連結劑與親水性聚合母體藉由第三官能基與第一 官能基鍵結。 承上所述,依據本發明之鏡片用的染料組合物,藉由 ❹ 連結劑(磷酸基型、羧醆基型或羥基型)的應用,於照光 或加熱下與乙烯續醯基型色素母體及親水性聚合母體進 - 行聚合反應,藉由材料間的鍵結提高染料與鏡片基材的結 合強度。與習知技術相較’本發明能夠將染料藉由連結劑 與聚合母體進行例如但不限於共價鍵結(covalent bonding),提高染料分子結構及化學反應的穩定性,故能 夠避免染料滲透出鏡片而發生褪色的問題,更避免染料脫 落而直接與人眼接觸所造成的傷害。 200925217 【實施方式】 以下將說明依據本發明較佳實施例之鏡片用的染料 組合物,下述實施例之鏡片用的染料組合物以應用於隱形 鏡片為例5兒明’然非用以限制本發明’本發明亦可應用於 ' 護目鏡片、造型鏡片或光學鏡片的染色。 第一實施> 4歹ίί 本發明第一實施例之一種鏡片用的染料組合物包含 ❹一乙烯磺醯基型色素母體、一親水性聚合母體以及一磷酸 基型連結劑。其中’乙稀石黃酿基型色素母體具有至少一乙 烯磺醯基。本發明之染料組合物具有濃度介於50ppm/g至 4000ppm/g的乙抑^頁SS·基型色素母體,而較佳的比例介於 100ppm/g至2000ppm/g之間。乙烯磺醯基型色素母體可例 如但不限於5號黑色染料(black 5 : 2,7-naphthalenedisulfonic acid, 4-amino-5-hydroxy-3,6-bis((4-((2-(sulfooxy)ethyl)sulfonyl) 〇 phenyl)azo)-tetrasodium salt)、21 號藍色染料(blue 21 : copper, . (29H,31H-phthalocyaninato(2-)-N\29\,N\30\,N\31\,N\32\)-,s ulfo((4-((2-sulfooxy)ethyl)sulfonyl)phenyl)amino)sulfonyl derivs)、78 號橘色染料(orange 78 ·· 2-naphthalenesulfonic acid, 7-(acetylamino)-4-hydroxy-3-((4-((2-(sulfooxy)ethyl) sulfonyl)phenyl)azo)-)、15 號黃色染料(yellow 15 : benzensulfonic acid, 4-(4,5-dihydro-4-((2-methoxy-5-methyl-4-((2-(sulfooxy)eth 200925217 yl)sulfonyl)phenyl)azo)-3-methyl-5-oxo-lH-pyrazol-l-yl)-) 、19 號藍色染料(blue 19 : 2-anthracene-sulfonic acid, 1 -amino-9,10-dihydro-9,10-dioxo-4-((3-((2-(sulfooxy)ethyl) sulfo.nyl)phenyl)amino)-,disodium salt)、4 號藍色染料(blue 4 : 2-anthracenesulfonic acid, l-amino-4-(3-((4,6-dichloro-s-triazin-2-yl)amino)-4-sulfoan ilino)-9,10-dihydro-9,10-dioxo, disodium salt)、11 號紅色 染料(red 11 : ❹ 5-((4,6-dichloro-1,3,5-triazin-2-y l)amino)-4-hydroxy-3-((1-sulfo-2-naphthalenyl)azo)-2, 7-naphthalenedisulfonic acid, trisodium salt)、86 號黃色染料(yellow 86 : 1,3-benzenedisulfonic acid, 4- ((5-aminocarbonyl-l-ethyl-l,6-dihydro-2-hydroxy-4-meth yl-6-oxo-3-pyridinyl)azo)-6-(4,6-dichloro-l,3,5-triazin-2-yl )amino)-, disodium salt)、163 號藍色染料(blue 163 : 〇 triphenodioxazinedisulfonic acid, 6,13-dichloro-3, 10-bis((4-((4.6-dichloro-1,3,5-triazin-2-yl)amino)sulfophen . yl)amino)-,tetrasodium salt)、180 號紅色染料(red 180 : 5- (benzoylamino)-4-hydroxy-3-((l-sulfo-6-((2-(sulfooxy)eth yl)sulfonyl)-2-naphthalenyl)azo)-2,7-naphthalenedisulfonic acid, tetrasodium salt)、及其組合所構成的群組,藉以提供 一底色作用。 本發明之染料組合物具有重量百分比介於0.25%至 30%的磷酸基型連結劑,其中較佳的比例介於1%至10% 200925217 之間。鱗酸基型連結劑具有一第二官能基及一第三官能 基’第二官能基為鱗酸官能基(-〇=P(r)2,其中R為_〇H、 -OCH2、-OCH3或-OR ),第三官能基為乙烯基(_ch=CH2 )。 此外,磷酸基型連結劑的主結構為具有壓克力酸基、羧 基、乙烯氧基或氟化物。麟酸基型連結劑與乙烯續酿基型 色素母體藉由第二官能基與乙烯磺醯基鍵結。 如下所示,構酸基型連結劑可選自乙烯基鱗酸 (vinylphosphonic acid)、雙2-曱基丙烯氧基乙基填酸 (bis[2-(methacryloyloxy)ethyl] phosphate )、甲基丙稀酸經 乙酉旨鱗酸(ethylene glycol methacrylate phosphate)及其組 合所構成的群組。 乙烯基磷酸200925217 IX. INSTRUCTIONS OF THE INVENTION: TECHNICAL FIELD OF THE INVENTION The present invention relates to a dye composition, and more particularly to a mirror>{use' dye composition. [Prior Art] In addition to optical technology, the production of lenses requires a variety of designs. Depending on the functionality, it can be divided into contact lenses, eye protection lenses, ® styling lenses, and optical lenses, which can be applied to lenses for glasses, instruments, or devices. Even optical instruments such as telescopes, microscopes, projectors, or cameras are common. The use of the situation. In order to effectively thin the thickness of the contact lens, a conventional contact lens is exemplified. The contact lens comprises a hydrophilic polymer substrate and a base layer having pigments (dyes and pigments). The polymer substrate has a network structure and has the property of absorbing moisture, and the under color layer forms Q on the surface of the polymer substrate by printing or coating, thereby improving the user's transparent polymer substrate in a colorless maintenance liquid. The degree of recognition. However, when the user cleans the contact lens, the pigment is easily peeled off and the contact lens is discolored. If the pigment is in contact with the human eye, it may cause damage. - Although the above contact lenses do have a thinner thickness and can be simplified in the manufacturing process. However, since the contact lens of the prior art directly mixes the pigment into the polymer substrate without causing a bond between the pigment and the polymer substrate, it is still easy to be used in a long-term use or a special environment. Problems such as precipitation or shedding of pigments. 200925217 Therefore, how to provide a dye composition for lens enamel can improve the bonding strength between the dye and the lens substrate, avoid the problem of fading caused by improper cleaning or maintenance, and prevent the precipitation of the dye and the human eye. Damage. It has become an important issue $-. SUMMARY OF THE INVENTION In view of the above problems, an object of the present invention is to provide a dye composition for a lens which can improve the bonding strength between a dye and a lens substrate, and avoid damage caused by direct contact with the human eye. In order to achieve the above object, a dye composition for a lens according to the present invention comprises a vinyl sulfonyl based pigment compound, a hydrophilic polymer matrix, and a linonic acid-based type. A phosphate based binder. The vinylsulfonyl type pigment precursor has at least one vinyl sulfonyl group. The hydrophilic polymeric precursor has at least one monomer, the monomer having at least a first functional group. The phosphate-based linking agent has a second functional group and a third functional group, and the phosphate-based linking agent and the vinylsulfonyl-based dye precursor are bonded to the vinylsulfonyl group by a second functional group (-S02-CH=CH2). Bonding, and the phosphate-based linking agent and the hydrophilic polymeric precursor are bonded to the first functional group by a third functional group. To achieve the above object, a dye composition for another lens according to the present invention comprises a vinylsulfonyl-based dye precursor, a hydrophilic polymeric precursor, and a carboxylated binder. The acetaminophen has a at least one vinylsulfonyl group. The hydrophilic polymeric matrix member 200925217 has at least one monomer having at least one first functional group. The phthalic acid-based linking agent has a second functional group and a third functional group, and the carboxylic acid-based linking agent and the vinylsulfonyl-based coloring matter are bonded to the sulfonate by a second functional group, and the carboxylic acid group The type of linking agent and the hydrophilic polymeric precursor are bonded to the first functional group by a third functional group. In order to achieve the above object, a dye composition for a lens according to another aspect of the present invention comprises an ethyl sulfonium-based dye precursor, a hydrophilic polymeric precursor, and a hydroxyl based binder. The vinylglycoside-based pigment precursor has at least one vinylsulfonyl group. The hydrophilic polymeric precursor has at least one monomer' monomer having at least a first functional group. The hydroxyl type linking agent has a second functional group and a third functional group, and is bonded to the vinylsulfonyl group via the second functional group via the basic linking agent and the acesulfonyl type dye precursor, and the hydroxyl type linking agent The hydrophilic polymeric precursor is bonded to the first functional group via a third functional group. According to the above, the dye composition for a lens according to the present invention, with the use of a ruthenium coupling agent (phosphoric acid type, carboxy fluorenyl type or hydroxyl type), can be used with a fluorene-based coloring matter precursor under irradiation or heating. And the hydrophilic polymer matrix is subjected to polymerization to increase the bonding strength of the dye to the lens substrate by bonding between materials. Compared with the prior art, the present invention can prevent the dye from penetrating by the dye and the polymer matrix by, for example, but not limited to, covalent bonding, thereby improving the molecular structure of the dye and the stability of the chemical reaction. The problem of fading of the lens is to avoid the damage caused by the direct contact with the human eye. 200925217 [Embodiment] Hereinafter, a dye composition for a lens according to a preferred embodiment of the present invention will be described. The dye composition for a lens of the following embodiment is applied to a contact lens as an example. The invention 'is also applicable to the dyeing of a goggle, a styling lens or an optical lens. First Embodiment A dye composition for a lens according to a first embodiment of the present invention comprises a fluorene-vinyl sulfonyl-based dye precursor, a hydrophilic polymeric precursor, and a monophosphate-type linking agent. Wherein the 'Ethyl Phosphate-based pigment precursor has at least one vinylsulfonyl group. The dye composition of the present invention has a concentration of from 50 ppm/g to 4000 ppm/g of the ethyl iodide SS·based type pigment precursor, and a preferred ratio is from 100 ppm/g to 2000 ppm/g. The vinylsulfonyl type pigment precursor can be, for example but not limited to, black dye No. 5 (black 5 : 2,7-naphthalenedisulfonic acid, 4-amino-5-hydroxy-3,6-bis((4-((2-(sulfooxy)) )ethyl)sulfonyl) 〇phenyl)azo)-tetrasodium salt), No. 21 blue dye (blue 21 : copper, . (29H,31H-phthalocyaninato(2-)-N\29\,N\30\,N\ 31\,N\32\)-,s ulfo((4-((2-sulfooxy)ethyl)sulfonyl)phenyl)amino)sulfonyl derivs), 78# orange dye (orange 78 · 2-naphthalenesulfonic acid, 7 -(acetylamino)-4-hydroxy-3-((4-((2-(sulfooxy)ethyl)sulfonyl)phenyl)azo)-), yellow dye 15 (yellow 15 : benzensulfonic acid, 4-(4,5 -dihydro-4-((2-methoxy-5-methyl-4-((2-(sulfooxy)eth 200925217 yl)sulfonyl)phenyl)azo)-3-methyl-5-oxo-lH-pyrazol-l-yl )-) , No. 19 blue dye (blue 19 : 2-anthracene-sulfonic acid, 1 -amino-9, 10-dihydro-9, 10-dioxo-4-((3-((2-(sulfooxy)ethyl) ) sulfo.nyl)phenyl)amino)-,disodium salt), blue dye 4 (blue 4 : 2-anthracenesulfonic acid, l-amino-4-(3-((4,6-dichloro-s-triazin-) 2-yl)amino)-4-sulfoan ilino)-9,10-dihydro -9,10-dioxo, disodium salt), red dye No. 11 (red 11 : ❹ 5-((4,6-dichloro-1,3,5-triazin-2-yl)amino)-4-hydroxy-3 -((1-sulfo-2-naphthalenyl)azo)-2,7-naphthalenedisulfonic acid, trisodium salt), yellow dye No. 86 (yellow 86: 1,3-benzenedisulfonic acid, 4- ((5-aminocarbonyl-l- Ethyl-l,6-dihydro-2-hydroxy-4-meth yl-6-oxo-3-pyridinyl)azo)-6-(4,6-dichloro-l,3,5-triazin-2-yl )amino )-, disodium salt), blue dye 163 (blue 163 : 〇triphenodioxazinedisulfonic acid, 6,13-dichloro-3, 10-bis((4-((4.6-dichloro-1,3,5-triazin-2) -yl)amino)sulfophen. yl)amino)-,tetrasodium salt), red dye No. 180 (red 180 : 5-(benzoylamino)-4-hydroxy-3-((l-sulfo-6-((2- A group of sulfooxy)eth yl)sulfonyl)-2-naphthalenyl)azo,-2,7-naphthalenedisulfonic acid, tetrasodium salt), and combinations thereof, to provide a background effect. The dye composition of the present invention has a phosphate-based binder in an amount of from 0.25% to 30% by weight, with a preferred ratio of from 1% to 10% 200925217. The squary-based linking agent has a second functional group and a third functional group. The second functional group is a scaly acid functional group (-〇=P(r)2, wherein R is _〇H, -OCH2, -OCH3 Or -OR ), the third functional group is a vinyl group (_ch=CH2). Further, the main structure of the phosphate-based linking agent is an acrylic acid group, a carboxyl group, a vinyloxy group or a fluoride. The linonic acid type linking agent and the ethylene continuation type type pigment precursor are bonded to the vinylsulfonyl group by the second functional group. As shown below, the acid-based linking agent may be selected from the group consisting of vinylphosphonic acid, bis[2-(methacryloyloxy)ethyl]phosphate, methyl propyl A group of dilute acids made up of ethylene glycol methacrylate phosphate and combinations thereof. Vinyl phosphate
H2C =CH-P-〇H OH 雙2-甲基丙烯氧基乙基磷酸 CH, H2C = C - C - 0 ch2 ch2 o-p-oh h2c = c - c - 0 ch2 ch2o I 11 CH〇 〇 曱基丙烯酸羥乙酯磷酸 10 200925217 ο οH2C =CH-P-〇H OH bis 2-methylpropenyloxyethyl phosphate CH, H2C = C - C - 0 ch2 ch2 op-oh h2c = c - c - 0 ch2 ch2o I 11 CH 〇〇曱Hydroxyethyl acrylate phosphate 10 200925217 ο ο
II II H2C = C - C - ο ch2 ch2 o-p-oh I I ' ch3 oh 親水性聚合母體具有至少一單體,單體具有至少一第 • 一官能基。磷酸基型連結劑與親水性聚合母體藉由第三官 能基與第一官能基鍵錶。單體可選自2-羥乙基曱基丙烯酸 醋(2-hydroxyethyl methacrylate, HEMA)、乙二醇二曱基 雙丙烯酸酉旨(ethylene glycol dimethacrylate, EDGMA )、N- ❹ 乙烯基17各烧酮(N-vinyl pyrollidone,NVP)、丙烯甲基酸 (methacrylic acid,MAA )、冰甲基丙烯酸甲酯(GMMA )、 曱基丙烯酸甲酯(methyl methacrylate,MMA )等壓克力酸 或其衍生物、及其組合所構成的群組。 當然,親水性聚合母體亦可依實際需要與離子性 (ionic)或非離子性(non-ionic)等單體與上述親水性聚 合母體之單體進行共聚。親水性聚合母體可選自非離子性 〇 且低含水量的聚曱基丙烯酸羥乙酯(polymacon)、聚甲基 丙烯酸羥乙酯-N-乙烯-2吡咯烷酮-乙二醇二曱基丙烯酸 . (hefilcon )、離子性且低含水量的聚甲基丙稀酸羥乙酯- 甲基丙基酸··雙甲基丙烯酸乙二醇酯(ocufilcon),或可選 自離子性且高含水量的聚甲基丙稀酸輕乙S旨-曱基丙基酸 -N-乙烯-2吡咯烧酮-雙甲基丙烯酸乙二醇酯(vifilcon)等 單體及其組合之聚合物或預聚合物所構成的群組。 此外,乙稀橫酿基型色素母體、親水性聚合母體及破 酸基型連結劑所構成的染料組合物亦可混入壓克力系、氟 11 200925217 系、矽基系、其他有機與無機等材料、及其組合之聚合物 或預聚合物所構成的群組,並藉由加熱或照光以進行例如 但不限於大於50%的聚合反應。是以,此種具有鍵結結構 ' 的染料組合物的化學結構較為穩定,可有效地避免染料滲 ' 透出鏡片,以避免染料脫落而直接與人眼接觸所造成的傷 害,確實符合實際所需。 第二實施例 本發明第二實施例之另一種鏡片用的染料組合物包 Ο 含一乙烯磺醯基型色素母體、一親水性袭合母體以及一羧 酸基型連結劑。由於乙烯磺醯基型色素母體及親水性聚合 母體已於上述實施例詳述,於此不再贅述。 羧酸基型連結劑與上述磷酸基型連結劑不同之處在於:羧 酸基型連結劑具有一第二官能基及一第三官能基,第二官 能基為羧酸官能基(-COOH),第三官能基為乙烯基。本 實施例之染料組合物具有重量百分比介於0.25%至30%的 © 羧酸基型連結劑,其中較佳的比例介於1%至10%之間。 羧酸基型連結劑與乙烯磺醯基型色素母體藉由第二官能 . 基與乙烯績酸基鍵結,且叛酸基型連結劑與親水性聚合母 體藉由第三官能基與第一官能基鍵結。 ' 如下所示,羧酸基型連結劑以4-乙烯基安息香酸 (4-vinylbenzoic acid )、2-丙烯醯胺甘醇酸 (2-acrylamidoglycolic acid )、無水丙烯酸(acrylic acid anhydrous)、3-乙烯基丙酸(3-vinylpropionic acid)、2-經 乙基丙烯酸醋(2-hydroxy ethyl acrylate )、2-曱基丙烯酸經 12 200925217 乙酯(2-hydroxyethyl methacrylate)、單-2-甲基丙烯氧基 乙基丁 二酸(mono-2-(methacryloyloxy)ethyl succinate)為 例說明,然非用以限制本發明。 4乙細基安息香酸II II H2C = C - C - ο ch2 ch2 o-p-oh I I ' ch3 oh The hydrophilic polymeric precursor has at least one monomer having at least one first functional group. The phosphate-based linking agent and the hydrophilic polymeric precursor are represented by a third functional group and a first functional group. The monomer may be selected from 2-hydroxyethyl methacrylate (HEMA), ethylene glycol dimethacrylate (EDGacrylate), N- fluorene vinyl 17 ketone (N-vinyl pyrollidone, NVP), methacrylic acid (MAA), ice methyl methacrylate (GMMA), methyl methacrylate (MMA), etc. And a group of combinations thereof. Of course, the hydrophilic polymeric precursor may be copolymerized with a monomer such as an ionic or non-ionic monomer and a monomer of the above hydrophilic polymeric precursor as needed. The hydrophilic polymeric precursor may be selected from the group consisting of nonionic bismuth and low water content polymethylcon methacrylate, polyhydroxyethyl methacrylate-N-ethylene-2 pyrrolidone-ethylene glycol dimercaptoacrylic acid. (hefilcon), ionic and low water content of hydroxyethyl methacrylate - methyl propyl acid - ocufilcon, or may be selected from ionic and high water content Polymer or prepolymerization of monomers such as polymethyl methacrylate, lightly succinyl-mercapto-propionic acid-N-ethylene-2 pyrrolidone-ethylene dimethacrylate (vifilcon), and combinations thereof A group of objects. In addition, the dye composition composed of the ethylene cross-type pigment base, the hydrophilic polymer matrix and the acid-breaking type coupling agent may be mixed into an acrylic system, a fluorine 11 200925217 system, a fluorenyl group, other organic and inorganic substances, and the like. A group of materials, or combinations thereof, of polymers or prepolymers, and by heating or illuminating, for example, but not limited to, greater than 50% polymerization. Therefore, the chemical composition of the dye composition having the bonding structure 'is relatively stable, and can effectively prevent the dye from oozing out of the lens, thereby avoiding the damage caused by the direct contact with the human eye, and indeed conforms to the actual situation. need. SECOND EMBODIMENT Another dye composition for a lens according to a second embodiment of the present invention comprises a vinyl sulfonyl type dye precursor, a hydrophilic attack matrix and a carboxylic acid based linker. Since the vinylsulfonyl-based dye precursor and the hydrophilic polymeric precursor have been described in detail in the above embodiments, they will not be described again. The carboxylic acid type linking agent is different from the above phosphoric acid type linking agent in that the carboxylic acid type linking agent has a second functional group and a third functional group, and the second functional group is a carboxylic acid functional group (-COOH). The third functional group is a vinyl group. The dye composition of this embodiment has a carboxylic acid based linker in an amount of from 0.25% to 30% by weight, with a preferred ratio of from 1% to 10%. The carboxylic acid-based linking agent and the vinylsulfonyl-based dye precursor are bonded to the vinyl acid group by the second functional group, and the hydroxy acid-based linking agent and the hydrophilic polymeric precursor are bonded to the first functional group by the third functional group. Functional group bonding. 'As shown below, the carboxylic acid-based linking agent is 4-vinylbenzoic acid, 2-acrylamidoglycolic acid, acrylic acid anhydrous, 3- 3-vinylpropionic acid, 2-hydroxy ethyl acrylate, 2-mercaptoacrylic acid 12 200925217 ethyl 2-hydroxyethyl methacrylate, mono-2-methyl propylene The description of exemplified by mono-2-(methacryloyloxyethylethyl succinate) is not intended to limit the present invention. 4 ethyl benzoic acid
2-丙烯醯胺甘醇酸 0 0H 02-propenylamine glycolic acid 0 0H 0
II I III I I
H2C = CH- C -NH CH-C-0H 無水丙稀酸H2C = CH- C -NH CH-C-0H anhydrous acrylic acid
00
:3-乙烯基丙酸:3-vinylpropionic acid
ch2 = ch-ch2 -ch2 (C=0)-0H 2-羥乙基丙稀酸酉旨 13 0 200925217 2-甲基丙烯酸羥乙酯 0 . H3C、A〇 八 - ch2 單-2-甲基丙烯氧基乙基丁二酸 . μ 〇 〇Ch2 = ch-ch2 -ch2 (C=0)-0H 2-hydroxyethyl acrylate acid 13 0 200925217 2-hydroxyethyl methacrylate 0. H3C, A〇8-ch2 mono-2-methyl Propyleneoxyethyl succinic acid. μ 〇〇
HsC = c - c -〇 ch2 ch2 o-c-ch2 ch2-c-oh ch3 當然亦可依實際需要,以其他乙烯磺醯基型色素母體 例如但不限於20號藍色染料(blue 2〇)、14號黃色染料 (yellow 14)、17號更色染料(yeu〇w )、7號橘色染料 (〇range7)、16號橘色染料(orange 16)、72號橘色染料 (orange 72 )、23號紅色染料(re(j 23 )、49號紅色染料(red 49)取代或利用調配與藉由雙層至多層混搭設計,而得到 ©不同色彩及濃度,使鏡片用的染料組合物具有更多元化的 變化態樣。 - J三實施例 ' .本發明第二實施例之再一種鏡片用的染料組合物包 含一乙烯磺醯基型色素母體、一親水性聚合母體以及一羥 基型連結劑。由於乙烯磺醯基型色素母體及親水性聚合母 體已於上述實施例詳述,於此不再贅述。 羥基型連結劑與上述磷酸基型連結劑及綾酸基型連 結劑不同之處在於:羥基型連結劑具有一第二官能基及— 14 200925217 第三官能基,第二官能基為羥官能基(-〇H ),第三官能 基為乙烯基。本實施例之染料組合物具有重量百分比介於 0.25%至30%的羥基型連結劑’其中較佳的比例介於ρ/ο至 ’ 10%之間。羥基型連結劑與乙烯磺醯基型色素母體藉由第 - 二官能基與乙烯磺醯基鍵結,且羥基型連結劑與親水性聚 合母體藉由第三官能基與第一官能基鍵結。 如下所示,經基型連結劑以丙浠醇(allyl alcohol)、 丙氧化丙烯醇( allyl alcohol propoxylate)、烯丙基經乙基 醚(2-Allyloxyethanol)、3-稀丙氧基-1,2-丙二醇 (3-allyloxy-l,2-propanediol)、1,4-丁二醇乙烯趟 (1,4-butanediol vinyl ether)、雙盼A丙三醇苯驗(1丙三醇 /苯紛)二丙稀酸(bisphenolAglycerolate(l glycerol/phenol)diacrylate )、丙氧化雙紛A丙三醇苯驗二丙 烯酸(bisphenol A propoxylate glycerolate diacrylate)、異 戊四醇三丙稀酸(pentaerythritol triacrylate )、二丙二醇丙 〇 三醇笨齡二丙烯酸(propylene glycol glycerolate diacrylate )、3-(丙稀酿氧)-2-經丙基曱基丙烯酸 ( 3-(acryloyloxy)-2-hydroxypropyl methacrylate)、7-辛烯 -1,2-二醇(7-octene-l,2-diol)或2-稀丙氧基乙醇 (2-allyloxyethanol)為例說明,然非用以限制本發明。 丙烯醇HsC = c - c - 〇ch2 ch2 oc-ch2 ch2-c-oh ch3 Of course, other vinylsulfonyl-based pigment precursors such as, but not limited to, blue dye No. 20 (blue 2〇), 14 may be used as needed. Yellow dye (yellow 14), 17th color dye (yeu〇w), 7th orange dye (〇range7), 16th orange dye (orange 16), 72# orange dye (orange 72), 23 No. red dye (re(j 23 ), red dye 49 (red 49) is used instead of or with blending and double-layer to multi-layer design to obtain © different colors and concentrations, so that the dye composition for lenses has more A modified embodiment of the present invention. - A third embodiment of the present invention. A dye composition for a lens according to a second embodiment of the present invention comprises a vinylsulfonyl-based dye precursor, a hydrophilic polymeric precursor, and a hydroxyl-based linking agent. Since the vinylsulfonyl group-based pigment precursor and the hydrophilic polymer matrix are described in detail in the above examples, they will not be described again. The hydroxyl group-connecting agent is different from the above-mentioned phosphate-based binder and tannic acid-based linking agent in that : a hydroxyl type linking agent having a second functional group and - 14 200925217 a third functional group, the second functional group is a hydroxy functional group (-〇H), and the third functional group is a vinyl group. The dye composition of the present embodiment has a hydroxyl group-containing binder in a percentage by weight of 0.25% to 30%. The preferred ratio is between ρ/ο and '10%. The hydroxyl-type linking agent and the vinylsulfonyl-based dye precursor are bonded to the vinylsulfonyl group by a di-functional group, and the hydroxyl-type linking agent and The hydrophilic polymeric precursor is bonded to the first functional group by a third functional group. As shown below, the allyl alcohol, allyl alcohol propoxylate, allyl via the base type linking agent 2-Allyloxyethanol, 3-allyloxy-l, 2-propanediol, 1,4-butanediol vinyl ether Bisphenol Aglycerol (1 glycerol/phenol diacrylate), bisphenol A glycerol diacetate (bisphenol A propoxylate) Glycerate diacrylate), pentaerythritol triacrylate, dipropyl Propylene glycol glycerolate diacrylate, 3-(acryloyloxy)-2-hydroxypropyl methacrylate, 7-octene -1,2-diol or 2-allyloxyethanol is exemplified and is not intended to limit the invention. Acryl alcohol
H0 丙氧化丙浠醇 15 200925217 h9cH0 propoxylated propanol 15 200925217 h9c
OH n=l-2000OH n=l-2000
烯丙基羥乙基醚 H2C = CHCH20CH2CH20H 3-烯丙氧基-1,2-丙二醇Allyl hydroxyethyl ether H2C = CHCH20CH2CH20H 3-allyloxy-1,2-propanediol
H2C OHH2C OH
OH 1,4-丁二醇乙烯醚 π ch2 雙酚Α丙三醇苯酚(1丙三醇/苯酚)二丙烯酸酯 ❹ CH3OH 1,4-butanediol vinyl ether π ch2 bisphenol glycerol phenol (1 glycerol / phenol) diacrylate ❹ CH3
ch2 o o ch2 丙氧化雙酚Α丙三醇苯酚二丙烯酸 16 200925217 οCh2 o o ch2 propoxy bisphenol glycerol phenol diacrylate 16 200925217 ο
II och2 choch2chch2o-c-ch = ch;II och2 choch2chch2o-c-ch = ch;
I II I
CH 2CH 2
OH o I ii 0 CH2 CH 0 CH2 CHCH2 0 - C - CH = CH;OH o I ii 0 CH2 CH 0 CH2 CHCH2 0 - C - CH = CH;
I I ch3 oh 異戊四醇三丙烤酸I I ch3 oh isopentenol tripropylene acid
H,CH, C
❹❹
0 II 丙二醇丙三醇苯酚二丙烯酸0 II Propylene glycol glycerol phenol diacrylate
0 II0 II
H2C= CH-C -e〇CH2CHCH2>-〇Cn2CH〇-eCH2CHCH2O^C - CH cn2H2C=CH-C -e〇CH2CHCH2>-〇Cn2CH〇-eCH2CHCH2O^C - CH cn2
OHOH
CHCH
OH x+y〜2-3 3-(丙烯醯氧)-2-羥丙基甲基丙烯酸 17 200925217 u OH οOH x+y~2-3 3-(acryloxy)-2-hydroxypropyl methacrylic acid 17 200925217 u OH ο
ry II I 2C = C - C - o CH2CH ch2 0-c. -CH = CH2 I c ch3 7-辛烯_1,2_二醇Ry II I 2C = C - C - o CH2CH ch2 0-c. -CH = CH2 I c ch3 7-octene_1, 2_diol
OHOH
- I- I
H 2 c 0H 2-烯丙氧基乙醇H 2 c 0H 2-allyloxyethanol
H2C ~ CHCH20CH2CH20H 菖、、;' 亦了依貫際需要以其他連結劑取代,例如但不限 於2 ( 3-两烯基-2-羥基-5-甲基苯)-2H-苯並三唑 (2-(3-allyl-2-hydroxy-5-methylphenyl)-2H-benz〇triazole ) ❹ 而得到具抗紫外線(anti_UV)的功能,使鏡片用的染料組 合物因附加抗紫外線功能,可有效地避免環境中的紫外線 牙射鏡片,而具有防護使用者眼睛的功效,择實符合實際 所需。 2- (3-丙烯基-2-經基-5-甲基苯基)_2H-苯並三嗤H2C ~ CHCH20CH2CH20H 菖,,;' also need to be replaced by other linking agents, such as but not limited to 2 (3-dienyl-2-hydroxy-5-methylbenzene)-2H-benzotriazole ( 2-(3-allyl-2-hydroxy-5-methylphenyl)-2H-benz〇triazole ) 得到 provides anti-UV (anti-UV) function, which makes the dye composition for lenses effective for additional UV resistance. Avoid the ultraviolet tooth lens in the environment, and have the effect of protecting the eyes of the user, and the actual needs are met. 2-(3-propenyl-2-yl-5-methylphenyl)_2H-benzotriazine
CH3 18 200925217 綜上所述,依據本發明之鏡片用的染料組合物,藉由 連結劑(磷酸基型'、羧酸基型或羥基型)的應用,於照光 或加熱下與乙烯磺醯基型色素母體及親水性聚合母體進 ' 行聚合反應,藉由材料間的鍵結提高染料與鏡片基材的結 ' 合強度。與習知技術相較,本發明能夠將染料藉由連結劑 與聚合母體進行例如但不限於共價鍵結,提高染料分子結 構及化學反應的穩定性,故能夠避免染料滲透出鏡片而發 生褪色的問題,更避免染料脫落而直接與人眼接觸所造成 <〇ι 的傷害。 以上所述僅為舉例性,而非為限制性者。任何未脫離 本發明之精神與範疇,而對其進行之等效修改或變更,均 應包含於後附之申請專利範圍中。 【圖式簡單說明】 無 ❹ 【主要元件符號說明】 無 19CH3 18 200925217 In summary, the dye composition for a lens according to the present invention is fluorinated or heated with a sulfonyl group by the use of a linking agent (phosphoric acid type, carboxylic acid type or hydroxyl type). The type of pigment precursor and the hydrophilic polymer matrix undergo a polymerization reaction to increase the bond strength of the dye to the lens substrate by bonding between materials. Compared with the prior art, the present invention can improve the stability of the dye molecule structure and the chemical reaction by the bonding agent and the polymer matrix by, for example, but not limited to, covalent bonding, thereby preventing the dye from penetrating out of the lens and causing fading. The problem is to avoid the damage caused by the direct contact with the human eye caused by the dye falling off. The above is intended to be illustrative only and not limiting. Any equivalent modifications or alterations to the spirit and scope of the present invention are intended to be included in the scope of the appended claims. [Simple description of the diagram] None ❹ [Main component symbol description] None 19
Claims (1)
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TW96147985A TW200925217A (en) | 2007-12-14 | 2007-12-14 | Dye composition for lens |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
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TW96147985A TW200925217A (en) | 2007-12-14 | 2007-12-14 | Dye composition for lens |
Publications (1)
Publication Number | Publication Date |
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TW200925217A true TW200925217A (en) | 2009-06-16 |
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2007
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