TW513355B - Fluoroalcohol composition - Google Patents

Fluoroalcohol composition Download PDF

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Publication number
TW513355B
TW513355B TW89122170A TW89122170A TW513355B TW 513355 B TW513355 B TW 513355B TW 89122170 A TW89122170 A TW 89122170A TW 89122170 A TW89122170 A TW 89122170A TW 513355 B TW513355 B TW 513355B
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Taiwan
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pigments
solvent composition
scope
patent application
item
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TW89122170A
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Chinese (zh)
Inventor
Fumihiko Yamaguchi
Eiji Ogura
Toshiyuki Katsube
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Daikin Ind Ltd
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C31/00Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C31/34Halogenated alcohols
    • C07C31/38Halogenated alcohols containing only fluorine as halogen
    • GPHYSICS
    • G11INFORMATION STORAGE
    • G11BINFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
    • G11B7/00Recording or reproducing by optical means, e.g. recording using a thermal beam of optical radiation by modifying optical properties or the physical structure, reproducing using an optical beam at lower power by sensing optical properties; Record carriers therefor
    • G11B7/24Record carriers characterised by shape, structure or physical properties, or by the selection of the material
    • G11B7/26Apparatus or processes specially adapted for the manufacture of record carriers

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Thermal Transfer Or Thermal Recording In General (AREA)
  • Optical Record Carriers And Manufacture Thereof (AREA)
  • Inks, Pencil-Leads, Or Crayons (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Manufacturing Optical Record Carriers (AREA)

Abstract

A solvent composition comprises a fluoroalcohol represented by the following formula (1): H(CFR1CF2)nCH2OH (1), (in which n is 1 or 2; and R1 represents F or CF3 when n is 1, and represents F when n is 2) and an organic solvent having an S.P. (solubility parameter) of 4 to 20.

Description

513355 A7 B7 五、發明說明(1 ) 【技術領域】 (請先閱讀背面之注意事項再填寫本頁) 本發明係關於一種適合用於C D - R、D V D — R等 光碟資訊記錄媒體所用之較佳溶劑組成物° 【背景技術】 以往,關於C D - R等資訊記錄媒體之製造上,多要 求不侵鈾基板、可溶解於色素、具有適度之蒸發速度等, 而可滿足這些要求所使用之含氟醇類爲 H (CF2CF2) nCH2〇H (n=l-3)(特公平 7 — 96333號公報) 然而,因色素中含有對含氟醇類之溶解度微小的物質 ,又,色素之組合或色素與冷卻劑之組合含有會使含氟醇 類之溶解度降低的物質。此種狀況下,將不適於製造資訊 記錄媒體。 經濟部智慧財產局員工消費合作社印製 此外,常用溶媒的烴,以及醇、醚、酮、酯等溶媒之 中,雖含有可溶解對含氟醇類溶解度爲較小之色素、色素 組成物、或色素冷卻劑組成物之物質,但這些溶媒會溶解 資訊記錄媒體之樹脂基板或具有使其膨脹的性質,故難以 使用。 本發明之目的係以不對資訊記錄媒體基板造成不良影 響之前提下’以提供具有更高色素溶解性之溶劑。 【發明之內容】 本發明者’鑑於上述目的而經過重複硏究之結果得知 -4- 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公爱) 513355 經濟部智慧財產局員工消費合作社印製 A7 B7 五、發明說明(2 ) ,含氟醇類中添加具有特定S P之有機溶媒所得溶劑組成 物,於特定之添加比例下,以特定之比例與溶劑組成物調 合後,即可使對含氟醇類溶解度較小之色素、色素組成物 或色素冷卻劑組成物充分溶解,且對上記資訊記錄媒體基 板所產生之影響亦在容許之範圍。 本發明係提供下記第1項一第9項之溶劑組成物、資 訊記錄媒體及色素溶液。 第1項一種溶劑組成物,其係含有下記式(1 ) H (CFR1CF2) nCH2〇H ( 1 ) 〔n=l 或 2。n = l 時 R1 爲 F 或 CF3。n = 2 時 R1 爲F。〕所示之氟醇類以及S · P ·(溶解參數)爲4 一 2 0之有機溶媒。 第2項如第1項之組成物,其中’前記含氟醇類係含 有3〇m a s s %以上9 9 m a s s %以下。 第3項如第1項之溶劑組成物,其中,前記有機溶媒 之沸點係爲3〇一2 5〇°C。 第4項如第1項之溶劑組成物,其中,前記有機溶媒 系含有至少1種選自下列物質者:乙腈、 HCFC141b (1 ,1—二氯一 1—氟乙烷)、 CFC1 1 3 ( 1 ,1 ,2 —三氯一 1 ,2 ,2 —三氟乙 烷)、D A A (雙丙酮醇)、丙酮、異佛爾酮、甲醇、乙 醇、1 一丙醇、1 一丁醇、二乙醚、二異丙醚、T H F、 -5- 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公釐) ' (請先閱讀背面之注意事項再填寫本頁) · -線- 513355 Α7 Β7 經濟部智慧財產局員工消費合作社印製 五、發明說明(3) 乙二醇二甲醚、乙二醇二乙醚、乙二醇一甲醇、乙二醇一 乙醚、Μ E K、甲基異丁基酮、環己酮、D M F、正己院 、正庚院、正辛院、正癸院、正十二院、六氫化苯、甲苯 、醋酸乙酯、醋酸丁酯、碳酸二甲酯、二噁烷、二氯甲院 、三氯甲烷、四氯化碳、1 ,1 ,2,2 —四氯乙烷以及 D M S 〇。 第5項如第1項之溶劑組成物,其中,樹酯製資訊記 錄媒體基板於浸漬後立即取出風乾時,其溢料面寬度(凸 部)與浸漬前之溢料面寬度之變化率爲1 0 %以內。 第6項如第5項之溶劑組成物,其中,樹脂製資訊記 錄媒體之材質,係爲至少1種選自聚碳酸酯樹脂、丙烯酸 樹脂、乙烯基氯樹脂、環氧樹脂、非晶質聚烯烴以及聚酯 者。 第7項一種資訊記錄媒體,其係由如第1項之溶劑組 成物所製得,且,於基板上設置可以雷射寫入資訊及/或 可讀取之記錄層。 第8項一種色素溶液,其係爲第1項之溶劑組成物。 第9項如第8項之色素溶液,其中,色素爲至少1種 選自下列物質者:花青系色素、肽菁系色素、偶氮系色素 、吡喃鏺鹽系色素、硫吡喃鎩鹽系色素、斯卡瓦林系色素 、阿斯雷尼系色素、靛酚系色素、靛花青系色素、三苯甲 烷系色素、醌系色素、胺鑰鹽系色素、二茚鏺鹽系色素以 及金屬錯鹽系色素。 可添加於本發明溶劑組成物之有機溶媒,較佳爲碳數 -6- (請先閱讀背面之注咅?事項再填寫本頁) 丨祕 訂_ · '線. 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公釐) 513355 A7 B7 五、發明說明( 4 1 一 4脂肪族飽合醇類(例如,甲醇、乙醇、η —丙醇、 異丙醇、η —丁醇、異丁醇、s e c - 丁醇、t 一丁醇) 以外之有機溶媒爲宜。 可添加於本發明溶劑組成物之有機溶媒,以及該有機 溶媒之S . P .、沸點等,係如下所示。 溶劑513355 A7 B7 V. Description of the Invention (1) [Technical Field] (Please read the precautions on the back before filling out this page) The present invention relates to a comparative information suitable for CD-R, DVD-R and other disc information recording media. [Background technology] In the past, the manufacture of information recording media such as CD-R has often required non-aggressive uranium substrates, be soluble in pigments, and have a moderate evaporation rate, etc., and can be used to meet these requirements. The fluorine-containing alcohols are H (CF2CF2) nCH2〇H (n = 1-3) (Japanese Patent Publication No. 7-96333). However, the pigment contains a substance having a small solubility in the fluorine-containing alcohols, and the combination of the pigments Or the combination of a pigment and a coolant contains a substance which reduces the solubility of a fluorine-containing alcohol. In this case, it is not suitable for manufacturing an information recording medium. Printed by the Consumer Cooperative of the Intellectual Property Bureau of the Ministry of Economic Affairs. In addition, hydrocarbons commonly used as solvents, and solvents such as alcohols, ethers, ketones, and esters contain pigments, pigment compositions, which have a relatively low solubility in fluoroalcohols. Or pigment coolant composition. However, these solvents are difficult to use because they dissolve or expand the resin substrate of the information recording medium. The object of the present invention is to provide a solvent having higher pigment solubility without mentioning it 'before adversely affecting the substrate of the information recording medium. [Contents of the invention] The inventor's result of repeated research in light of the above-mentioned purpose is learned -4- This paper size applies the Chinese National Standard (CNS) A4 specification (210 X 297 public love) 513355 Employees of the Intellectual Property Bureau of the Ministry of Economic Affairs Printed by the consumer cooperative A7 B7 V. Description of the invention (2), the solvent composition obtained by adding an organic solvent with a specific SP to a fluoroalcohol is blended with the solvent composition at a specific ratio under a specific addition ratio, that is, It can sufficiently dissolve pigments, pigment compositions, or pigment coolant compositions having relatively low solubility in fluoroalcohols, and the effect on the substrate of the information recording medium described above is within an allowable range. The present invention provides a solvent composition, an information recording medium, and a pigment solution of items 1 to 9 below. Item 1 is a solvent composition containing the following formula (1) H (CFR1CF2) nCH2OH (1) [n = 1 or 2. When n = l, R1 is F or CF3. R1 is F when n = 2. The fluoroalcohols and organic solvents whose S · P · (dissolution parameter) are 4 to 20 are shown. The second item is the composition according to the first item, wherein the fluoroalcohol of the above-mentioned item contains 30 m a s s% or more and 9 9 m a s s% or less. The solvent composition of the third item as described in the first item, wherein the boiling point of the aforementioned organic solvent is 3025 ° C. Item 4: The solvent composition according to item 1, wherein the organic solvent system described above contains at least one selected from the group consisting of acetonitrile, HCFC141b (1,1-dichloro-1-fluoroethane), and CFC1 1 3 ( 1,2,3-trichloro-1,2,2-trifluoroethane), DAA (diacetone alcohol), acetone, isophorone, methanol, ethanol, 1-propanol, 1-butanol, 2 Diethyl ether, diisopropyl ether, THF, -5- This paper size applies to Chinese National Standard (CNS) A4 (210 X 297 mm) '(Please read the precautions on the back before filling this page) · -line-513355 Α7 Β7 Printed by the Consumer Cooperatives of the Intellectual Property Bureau of the Ministry of Economic Affairs 5. Description of the invention (3) Glycol dimethyl ether, ethylene glycol diethyl ether, ethylene glycol monomethanol, ethylene glycol monoethyl ether, M EK, methyl isopropyl Butyl ketone, cyclohexanone, DMF, Zhengjiyuan, Zhenggengyuan, Zhengxinyuan, Zhengguiyuan, Zhengyuanyuan, hexahydrobenzene, toluene, ethyl acetate, butyl acetate, dimethyl carbonate, Dioxane, methylene chloride, chloroform, carbon tetrachloride, 1,1,2,2-tetrachloroethane and DMS. Item 5: The solvent composition according to item 1, wherein when the resin information recording medium substrate is taken out immediately after immersion and air-dried, the rate of change of the flash surface width (convex portion) and the flash surface width before immersion is changed. Within 10%. Item 6: The solvent composition according to item 5, wherein the material of the resin information recording medium is at least one selected from the group consisting of polycarbonate resin, acrylic resin, vinyl chloride resin, epoxy resin, and amorphous polymer. Olefin and polyester. Item 7 is an information recording medium, which is made of the solvent composition as described in Item 1, and a recording layer that can write information and / or be readable by laser is provided on the substrate. Item 8 is a pigment solution, which is the solvent composition of Item 1. Item 9: The pigment solution according to item 8, wherein the pigment is at least one selected from the group consisting of cyanine pigments, peptide cyanine pigments, azo pigments, pyramidine salt pigments, and thiopyran Salt-based pigments, Scavalin-based pigments, Asleni-based pigments, Indophenol-based pigments, Indigo-cyanine-based pigments, Triphenylmethane-based pigments, Quinone-based pigments, Ammonium salt-based pigments, Diindene salt-based pigments And metal complex salt pigments. Organic solvent that can be added to the solvent composition of the present invention, preferably carbon number -6- (Please read the note on the back? Matters before filling out this page) 丨 Secret Order _ · 'Line. This paper size applies to Chinese national standards (CNS) A4 specification (210 X 297 mm) 513355 A7 B7 V. Description of the invention (4 1 to 4 aliphatic saturated alcohols (for example, methanol, ethanol, η-propanol, isopropanol, η-butanol Organic solvents other than isobutanol, sec-butanol, and t-butanol) are suitable. Organic solvents that can be added to the solvent composition of the present invention, and S.P. and boiling points of the organic solvents are as follows Solvent

S PS P

沸點(。C 乙腈 HCFC141b C F C 1 1 3 二甲基替甲醛(MDF) 乙醇 1 一丙醇 1 一丁醇 7 . 9 7 . 2 .2.1 .2.7 .1.9 .1.4 8 9.6 3 2 4 7.6 15 3 7 8.32 9 7.4 (請先閱讀背面之注意事項再填寫本頁) - . 經濟部智慧財產局員工消費合作社印製 丁酮(Μ E K ) 9 . ,3 7 甲基異丁基酮 8 . ,4 1 環己酮 9 . ,9 六氫化苯 8 , ,2 甲苯 8 . ,9 1 醋酸乙酯 9 . .1 7 醋酸丁酯 8 , ,5 正己烷 7 , .3 6 正庚烷 7 , ,4 16.7 15 5 8 1.4 10.6 8.74 ! 8 . 4 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公釐) 513355 A7 B7 五、發明說明( 正辛 正癸 正十 三氯 乙醚 四氫 雙丙 二甲 甲醇 丙酮 四氯 碳酸 烷 烷 二烷 烷 甲烷 甲烷 呋喃(T H F ) 酮醇(D A A ) 基亞硕(D M S〇) 7 . 6 6 . 6 7 . 9 .0 . 0 9 · 7 9 . 3 7 . 4 2 4 〇 化碳 甲酯 8 2 —四氯乙烷 7 二異丙醚 乙二醇二乙醚 經濟部智慧財產局員工消費合作社印製 乙 甲醚 8 8 乙二醇一乙醇 乙二醇一甲醇 異佛爾酮 4 〇 .25.67 .74.12 :16.27 10 1.4 3 9.8 6 1.2 3 4.48 6 6 16 7.9 18 9 6 4.65 5 6.3 7 6.74 9 0.2 14 7 6 9 12 4 8 4.7 13 5.1 12 4.5 2 14 (請先閱讀背面之注意事項再填寫本頁) · --線· 本發明之溶劑組成物中,有機溶媒之s . P ·(溶解 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公釐) -8- 513355 Α7 Β7 五、發明說明(6) 度參數)約爲4 一 2 0 ’較佳爲約6 -約1 5。 添加於本發明溶劑組成物之有機溶媒的沸點,較佳爲 約 3 〇一2 5 °C 。 對本發明溶劑組成物之色素的溶解度,在2 5 °C時較 佳約爲1 · 3 m a s s %以上,更佳爲3 · 5 m a s s % 以上。 本發明之溶劑組成物中,式(1 )之含氟醇類較佳爲 約3〇一約9 9 m a s s %,更佳爲約7 0 — 9 5 mass%。 本發明所得之溶劑組成物之蒸發殘留物’爲約5 0 mass p p m以下,較佳爲約2 5 m a s s ppm 以下,更佳爲約1 〇 m a s s ρ p m以下。 蒸發殘留物,可依以下方式求得。即’先測定本發明 之溶劑組成物於4 0 °C、6 · 7 X 1 0 2 P a下蒸發時之殘 留物重量,對於H C F 2 C F 2 C Η 2 Ο Η係以m a s s P P m表示。 本發明之溶劑組成物2 Ο 5 η m於甲醇中的吸光度約 爲〇.1 a b s以下,較佳爲約一Ο · 1 a b s以下,更 佳爲約一 0 · 2 a b s以下。甲醇中之吸光度測定方式, 係於本發明溶劑組成物1 ηι 1中加上3 m 1甲醇作爲測定 試料,並使用甲醇作爲參考來測定。 本發明之溶劑組成物中所稱「實質上不含不純物」意 味著,(1 )含氟醇類之蒸發殘留物爲約5 〇 ni a s s p p m以下,較佳爲約2 5 m a s s ρ ρ ni以下’更佳 -9- 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公釐) (請先閱讀背面之注意事項再填寫本頁) · --線· 經濟部智慧財產局員工消費合作社印製 經濟部智慧財產局員工消費合作社印製 513355 A7 B7 五、發明說明() 爲約1 0 m a S s ρ P m以下,及/或,(i i )甲醇 中之吸光度(2 Ο 5 n m )爲約〇 · 1 a b s以下,較佳 爲約一 Ο · 1 a b s以下’更佳爲約一 Ο · 2 a b s以下 ο 本發明之溶劑組成物’於聚碳酸酯製資訊記錄媒體基 板(例如c D - R基板)浸漬後立即取出風乾時之溢料面 寬度(凸部)約爲浸漬前之9 〇 - 1 1 0 %,較佳約爲 95 — 105%。溢料面寬度(凸部),可以由電子顯微 鏡照片確認。 基板上設置有可以雷射寫入資訊及/或讀取記錄層之 資訊記錄媒體,係可將色素溶解於含有本發明之式(1 ) 所示含氟醇類之溶劑,較佳爲含有該氟醇類之氟系溶劑中 ,再將所得到之溶液依常用方法塗佈於基板上、並使其乾 燥,以形成含有色素之記錄層的方式製得。該色素爲,花 青系色素、肽菁系色素、偶氮系色素、吡喃鑰鹽系色素、 硫吡喃鏺鹽系色素、斯卡瓦林系色素、阿斯雷尼系色素、 靛酚系色素、靛花青系色素、三苯甲烷系色素、醌系色素 、胺鏺鹽系色素、二茚鐵鹽系色素以及金屬錯鹽系色素。 較佳之色素爲花青系色素、肽菁系色素系色素偶氮系色素 。又,記錄層中,於製造及保存資訊記錄媒體時,或者資 訊之記錄及再生時,爲防止色素之劣化或分解,亦可使用 冷卻劑與色素之組合。基板例如可使用聚碳酸酯、聚甲醛 、環氧樹脂、非晶質聚烯烴、聚酯、聚氯化乙烯等塑膠、 玻璃、陶瓷等。再者,爲促使記錄層與基板間平面性之改 -10- ^本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公釐) (請先閱讀背面之注意事項再填寫本頁) 訂_ · 線!l· 513355 A7 _______B7 五、發明說明(8 ) 善、接著力之提升、防止記錄層變質等’亦可設置下塗層 ,或是在記錄層上設置保護層。 (請先閱讀背面之注意事項再填寫本頁) 依本發明之內容’係提供極適合製造基板上設置可以 雷射寫入資訊及/或可讀取之記錄層的資訊記錄媒體( CD — R、DVD - R等光碟等),且不會影響基板之溶 劑組成物。 【實施發明之最佳形態】 以下,由實施例及比較例具體地說明本發明,但本發 明並未受此些實施例所限制。 含氟醇類,係使用HCF2CF2CH2〇H (TFP )'HCF2CF2CF2CF2CH2OH (OFP) 、H CF (CF3) CF2CH2〇H (HFB)三種。 有機溶媒,係使用乙腈、H C F C 1 4 1 b、 CFC1 1 3、DAA、丙酮、異佛爾酮六種。 經濟部智慧財產局員工消費合作社印製 1 表 例依 施 配 周 二一曰 之。 媒媒 溶溶 驗驗 試試 : 得 〇 製 1—'_ 以 - 率 1 比 例與 較份 比成 及之 ο 示 1 所 適 度 尺 張 紙 本 釐 I公 97 2 X ο 21 /V 格 規 4 )A S) N (C 準 標 家 513355 A7 _B7_ 五、發明說明(9 ) 表1 含氟醇類 有機溶媒 經濟部智慧財產局員工消費合作社印製 種類 組成 種類 組成 (mass%) (mass%) 實施例1 TFP 90 乙腈 10 實施例2 TFP 80 HCFCHlb 20 實施例3 TFP 95 HCFCHlb 5 實施例4 TFP 80 CFC113 20 實施例5 TFP 50 DAA 50 實施例6 HFB 30 DAA 70 實施例7 TFP 90 丙酮 10 實施例8 TFP 70 異佛爾酮 30 實施例9 OEP 70 異佛爾酮 30 實施例1〇 TFP 85 丙酮 5 HCFCHlb 5 比較例1 TFP 100 — — 比較例2 OFP 100 — — 比較例3 HFB 100 — — 比較例4 TFP 25 乙腈 75 比較例5 — — 乙腈 100 比較例6 — — HCFCHlb 100 比較例7 — — CFC113 100 比較例8 — — DAA 100 比較例9 — — 丙酮 100 比較例10 — 一 異佛爾酮 100 (請先閱讀背面之注意事項再填寫本頁) I - --線· -12- 本紙張尺度適用中國國家標準(CNS)A4規格(210 χ 297公釐) 513355 A7 B7__ 五、發明說明(1〇) 〈試驗例與結果〉 使用表1所示之試驗溶媒進行以下之試驗例1,2。 其結果如表2所示。 監驗例1—:對聚碳酸酯製C D - R基板影響之試驗 於實施例1 一 1 〇及比較例1 一 1 〇之各試驗溶媒, 浸漬聚碳酸酯製之C D - R基板(溢料面寬度:1 2 // m )後立即取出’乾燥後以電子顯微鏡觀察,由溢料面寬度 之變化判定對C D - R基板之影響。其結果如表2所示。 對C D - R基板之影響,係依以下之基準評估。 「◎」:浸漬後之溢料面寬度變化率爲5 %以下 「〇」:浸漬後之溢料面寬度變化率爲1 〇 %以下 「△」:浸漬後之溢料面寬度變化率爲1 5 %以下 「X」:浸漬後之溢料面寬度變化率爲超過1 5 % 試驗例2 :色素溶解性試驗 以花青系色素〇Μ - 5 7 (富士照相軟片股份有限公 司製)5重量份與作爲冷卻劑用之色素ε S Τ — 3 (住友 精化股份有限公司)2重量份之色素混合物以製得。並求 得此色素混合物對實施例1 一 1 〇及比較例1 一 1 〇之各 試驗溶媒之飽和溶解度’並依以下之基準判斷色素溶解度 。其結果如表2所示。 「◎」· _包和彳谷解度爲3 · 5 m a s s %以上 「〇」:飽和溶解度爲1 · 3 m a s s %以上3 · 5 -13- 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公^ ~ ' (請先閱讀背面之注意事項再填寫本頁) 0. ·-線· 經濟部智慧財產局員工消費合作社印製 513355 A7 B7_ 五、發明說明(11) m a s s %以下 「△」:飽和溶解度爲Ο · 8 m a s s %以上1 · 3 m a s s %以下 「x」:飽和溶解度爲不到0 · 8 m a s s % (請先閱讀背面之注意事項再填寫本頁) I - ;線 經濟部智慧財產局員工消費合作社印製 -14- 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公釐) 513355 A7 _B7_ 五、發明說明(12) 表2 經濟部智慧財產局員工消費合作社印製 色素溶解度 對基板的影響 綜合評估 實施例1 〇 ◎ 〇 實施例2 ◎ ◎ ◎ 實施例3 〇 ◎ 〇 實施例4 ◎ ◎ ◎ 實施例5 〇 ◎ 〇 實施例6 〇 〇 〇 實施例7 〇 ◎ 〇 實施例8 〇 ◎ 〇 實施例9 〇 ◎ 〇 實施例1〇 〇 ◎ 〇 比較例1 Δ ◎ Δ 比較例2 Δ ◎ Δ 比較例3 Δ 〇 Δ 比較例4 X X X 比較例5 〇 X X 比較例6 ◎ X X 比較例7 ◎ X X 比較例8 〇 Δ Δ 比較例9 〇 X X 比較例1 0 〇 X X -15- (請先閱讀背面之注意事項再填寫本頁) 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公釐)Boiling point (.C acetonitrile HCFC141b CFC 1 1 3 dimethylformaldehyde (MDF) ethanol 1 monopropanol 1 monobutanol 7. 9 7. 2 .2.1 .2.7 .1.9 .1.4 8 9.6 3 2 4 7.6 15 3 7 8.32 9 7.4 (Please read the notes on the back before filling out this page)-. Methyl ketone (M EK) printed by the Consumer Cooperatives of the Intellectual Property Bureau of the Ministry of Economic Affairs 9. 3 7 Methyl isobutyl ketone 8. 4 1 Cyclohexanone 9. Hexahydrobenzene 8, 2, 2 Toluene 8, 9 1 Ethyl acetate 9.. 1 7 Butyl acetate 8, 5, 5 n-hexane 7, .3 6 n-heptane 7, 4 16.7 15 5 8 1.4 10.6 8.74! 8. 4 This paper size applies to Chinese National Standard (CNS) A4 (210 X 297 mm) 513355 A7 B7 V. Description of the invention Methanol Acetone Tetrachlorocarbonane Alkane Dialkane Methane Methane Furan (THF) Keto Alcohol (DAA) Aceno (DMS〇) 7.6.6.6.6.9.9.0.9.0. 2 4 〇Carbon methyl ester 8 2 —Tetrachloroethane 7 Diisopropyl ether glycol Diethyl ether Ethyl glycol printed by the employee's consumer cooperative of the Ministry of Economic Affairs Intellectual Property Bureau 8 8 Ethylene glycol monoethanol Glycol monomethanol isophorone 4 0.25.67 .74.12: 16.27 10 1.4 3 9.8 6 1.2 3 4.48 6 6 16 7.9 18 9 6 4.65 5 6.3 7 6.74 9 0.2 14 7 6 9 12 4 8 4.7 13 5.1 12 4.5 2 14 (Please read the precautions on the back before filling out this page) ·-· · The organic solvent in the solvent composition of the present invention is s. P · (The size of this paper applies the Chinese National Standard (CNS) A4 specification ( 210 X 297 mm) -8- 513355 Α7 B7 V. Description of the invention (6) Degree parameter) is about 4-20 ', preferably about 6-about 15. The organic solvent added to the solvent composition of the present invention The boiling point is preferably about 305 to 25 ° C. The solubility of the pigment in the solvent composition of the present invention is preferably about 1 · 3 mass% or more, and more preferably 3 · 5 mass% or more at 25 ° C. In the solvent composition of the present invention, the fluorine-containing alcohol of formula (1) is preferably about 301 to about 9 9 mass%, more preferably about 70 to 9 5 mass%. The evaporation residue 'of the solvent composition obtained by the present invention is about 50 mass p p m or less, preferably about 25 m a s s ppm or less, and more preferably about 10 m a s s p pm or less. The evaporation residue can be obtained as follows. That is, 'the residue weight of the solvent composition of the present invention when it is evaporated at 40 ° C, 6.7 X 1 0 2 P a is first measured, and it is expressed as m a s s P P m for H C F 2 C F 2 C Η 2 〇 Η. The solvent composition of the present invention has an absorbance of 2 05 m in methanol of about 0.1 a b s or less, preferably about 10 · 1 a b s or less, and more preferably about 0 · 2 a b s or less. The measurement method of the absorbance in methanol is based on the solvent composition 1 nm 1 of the present invention, and 3 m 1 of methanol is used as a measurement sample, and the measurement is performed using methanol as a reference. The term "substantially free of impurities" in the solvent composition of the present invention means that (1) the evaporation residue of fluorine-containing alcohols is less than about 50 ni assppm, preferably less than about 25 mass ρ ρ ni or less' Better -9- This paper size is in accordance with Chinese National Standard (CNS) A4 (210 X 297 mm) (Please read the precautions on the back before filling this page) Printed by the Consumer Cooperative of the Intellectual Property Bureau of the Ministry of Economic Affairs, printed 513355 A7 B7 5. The description of the invention () is below about 10 ma S s ρ P m, and / or, (ii) the absorbance in methanol (2 0 5 nm) It is less than about 0.1 abs, preferably less than about 10 · 1 abs', more preferably about 10 · 2 abs or less. The solvent composition of the present invention is used on a polycarbonate information recording medium substrate (for example, c D -R substrate) The width of the flash surface (convex) when air-drying is taken out immediately after immersion is about 90-110% before immersion, preferably about 95-105%. The flash surface width (convex) can be confirmed from the electron microscope photograph. An information recording medium capable of laser writing information and / or reading a recording layer is provided on the substrate, and the pigment can be dissolved in a solvent containing a fluorine-containing alcohol represented by formula (1) of the present invention, and preferably contains the The obtained solution is coated on a substrate by a common method in a fluorine-based fluorine-based solvent, and dried to form a recording layer containing a dye. The pigments are cyanine-based pigments, peptide-cyanine-based pigments, azo-based pigments, pyranyl salt-based pigments, thiopyranonium salt-based pigments, scarvaline-based pigments, asleni-based pigments, and indphenol Pigments, indigocyanine-based pigments, triphenylmethane-based pigments, quinone-based pigments, amine phosphonium salt-based pigments, diindene iron salt-based pigments, and metal complex salt-based pigments. Preferred pigments are cyanine pigments, peptide cyanine pigments, and azo pigments. In the recording layer, a combination of a coolant and a pigment may be used in order to prevent degradation or decomposition of the pigment when the information recording medium is manufactured and stored, or when information is recorded and reproduced. Examples of the substrate include plastics such as polycarbonate, polyacetal, epoxy resin, amorphous polyolefin, polyester, and polyvinyl chloride, glass, and ceramics. Furthermore, in order to promote the flatness between the recording layer and the substrate -10- ^ This paper size applies the Chinese National Standard (CNS) A4 specification (210 X 297 mm) (Please read the precautions on the back before filling this page) Order _ · Line! l · 513355 A7 _______B7 V. Description of the invention (8) Goodness, promotion of adhesion, prevention of deterioration of the recording layer, etc. can also be provided with an undercoat layer or a protective layer on the recording layer. (Please read the precautions on the back before filling this page) According to the content of the present invention, it is an information recording medium (CD — R) that is very suitable for manufacturing substrates with laser recording and / or readable recording layers. , DVD-R, etc.) without affecting the solvent composition of the substrate. [Best Mode for Carrying Out the Invention] Hereinafter, the present invention will be specifically described by examples and comparative examples, but the present invention is not limited by these examples. Fluorinated alcohols are three types: HCF2CF2CH2OH (TFP) 'HCF2CF2CF2CF2CH2OH (OFP), H CF (CF3) CF2CH2OH (HFB). Organic solvents are acetonitrile, H C F C 1 4 1 b, CFC1 1 3, DAA, acetone, and isophorone. The Ministry of Economic Affairs ’Intellectual Property Bureau's Employee Co-operative Cooperative printed 1 form to distribute it on Tuesday. Try to test the solvent dissolution test: get 0 to make 1 —'_ with a ratio of 1 to the ratio of the proportion and the ratio of ο is shown in 1. A moderate rule of paper on paper I cm 97 2 X ο 21 / V grid rule 4) AS) N (C quasi-standard bidder 513355 A7 _B7_ V. Description of invention (9) Table 1 Fluorine-containing organic solvent Ministry of Intellectual Property Bureau of the Ministry of Economic Affairs Employee Consumption Cooperative Printed Type Composition Type Composition (mass%) (mass%) Example 1 TFP 90 Acetonitrile 10 Example 2 TFP 80 HCFCHlb 20 Example 3 TFP 95 HCFCHlb 5 Example 4 TFP 80 CFC113 20 Example 5 TFP 50 DAA 50 Example 6 HFB 30 DAA 70 Example 7 TFP 90 Acetone 10 Example 8 TFP 70 Isophorone 30 Example 9 OEP 70 Isophorone 30 Example 10 TFP 85 Acetone 5 HCFCHlb 5 Comparative Example 1 TFP 100 — — Comparative Example 2 OFP 100 — — Comparative Example 3 HFB 100 — — Comparative Example 4 TFP 25 Acetonitrile 75 Comparative Example 5 — Acetonitrile 100 Comparative Example 6 — HCFCHlb 100 Comparative Example 7 — — CFC113 100 Comparative Example 8 — DAA 100 Comparative Example 9 — — Acetone 100 Comparative Example 10 — Isophorone 100 (Please read the note on the back first Please fill in this page again) I--Line · -12- This paper size is applicable to Chinese National Standard (CNS) A4 (210 χ 297 mm) 513355 A7 B7__ 5. Description of the invention (1〇) <Test examples and results 〉 The following test examples 1 and 2 were performed using the test solvents shown in Table 1. The results are shown in Table 2. Test Example 1-Test of the influence on the CD-R substrate made of polycarbonate. 〇 and Comparative Examples 1 to 10 each test solvent was impregnated with a CD-R substrate made of polycarbonate (width of flash surface: 1 2 // m) and immediately taken out after drying. The effect of the change in width on the CD-R substrate is determined. The results are shown in Table 2. The effect on the CD-R substrate is evaluated according to the following criteria. "◎": The rate of change in the width of the flash surface after dipping is 5 % Or less "〇": The rate of change of the width of the flash face after immersion is 10% or less "△": The rate of change of the width of the flash face after immersion is 15% or less "X": Change of the width of the flash face after immersion The rate is more than 15%. Test Example 2: Pigment solubility test with cyan-based pigments OM-5 7 (Fuji Photo It is made by mixing 5 parts by weight of a film stock with 2 parts by weight of a pigment ε S T-3 (Sumitomo Chemical Co., Ltd.) as a coolant. The saturated solubility of the pigment mixture to each of the test solvents of Example 1-10 and Comparative Example 1-10 was obtained, and the solubility of the pigment was determined according to the following criteria. The results are shown in Table 2. 「◎」 · _Baohe Kariya's solution is 3.5 mass% or more "〇": Saturated solubility is 1 · 3 mass% or more 3 · 5 -13- This paper size applies Chinese National Standard (CNS) A4 specifications ( 210 X 297 public ^ ~ '(Please read the notes on the back before filling out this page) 0. · -line · Printed by the Consumer Cooperatives of the Intellectual Property Bureau of the Ministry of Economic Affairs 513355 A7 B7_ V. Description of the invention (11) Mass% below " △ ": Saturated solubility is 0 · 8 mass% or more · 1 · 3 mass% or less" x ": Saturated solubility is less than 0 · 8 mass% (Please read the precautions on the back before filling this page) I-; Line economy Printed by the Employees ’Cooperatives of the Ministry of Intellectual Property Bureau -14- This paper size is applicable to the Chinese National Standard (CNS) A4 (210 X 297 mm) 513355 A7 _B7_ V. Description of the invention (12) Table 2 Employee Consumption of Intellectual Property Bureau of the Ministry of Economic Affairs Comprehensive evaluation of the influence of the solubility of the printed pigments on the substrate by the cooperative Example 1 ○ ◎ Example 2 ◎ ◎ ◎ Example 3 〇 ◎ Example 4 ◎ ◎ ◎ Example 5 〇 ◎ Example 6 〇 Example 〇 〇 ◎ 〇 Example 8 ○ ◎ Example 9 ○ ◎ 〇 Example 1 ○ ◎ 〇 Comparative Example 1 Δ ◎ Δ Comparative Example 2 Δ ◎ Δ Comparative Example 3 Δ 〇Δ Comparative Example 4 XXX Comparative Example 5 XX Comparative Example 6 ◎ XX Comparative Example 7 ◎ XX Comparative Example 8 〇Δ Δ Comparative Example 9 〇XX Comparative Example 1 0 〇XX -15- (Please read the precautions on the back before filling in this page) This paper size applies Chinese National Standard (CNS) A4 Specifications (210 X 297 mm)

Claims (1)

513355 Α8 Β8 C8 D8 六、申請專利範圍 1、 一種溶劑組成物,其係含有下記式(1 ) H (CFR'CFs) nCH2〇H (1) 〔n = l 或 2 ; η 二 1 時 R1 爲 F 或 CF3,n = 2 時 R1 爲F〕所示之氟醇類以及S · P ♦(溶解參數)爲4 一 2〇之有機溶媒。 2、 如申請專利範圍第L項之溶劑組成物,其中,前 記含氟醇類係含有3 0 m a s s %以上9 9 m a s s %以 下者。 3、 如申請專利範圍第、丄項之溶劑組成物,其中,前 記有機溶媒之沸點係爲3 0 — 2 5 0 °C。 4、 如申請專利範圍第丄項之溶劑組成物,其中,前 記有機溶媒系含有至少1種選自下列物質者:乙腈、 HCFC141b (1 ,1—二氯—1—氟乙烷)、 CFC113 (1 ,1 ,2 —三氯—1 ,2 ,2 —三氟乙 院)、D A A (雙丙酮醇)、丙酮、異佛爾酮、甲醇、乙 醇、1 一丙醇、1— 丁醇、二乙醚、二異丙醚、THF、 乙二醇二甲醚、,乙二醇二乙醚、乙二醇一甲醇、乙二醇一 乙醚、Μ E K、甲基異丁基酮、環己酮、D M F、正己烷 、正庚烷、正辛烷、正癸烷、正十二烷、六氫化苯、甲苯 、醋酸乙酯、醋酸丁酯、碳酸二甲酯、二噁烷、二氯甲烷 、三氯甲烷、四氯化碳、1 ,1 ,2,2 —四氯乙烷以及 D M S 〇。 本紙張尺度適用中國國家標準(CNS ) Α4規格(210X 297公釐) ^-I- 翁丨 (請先閲讀背面之注意事項再填寫本頁) 訂 經濟部智慧財是/^7¾工消費合作社印製 513355 經濟部智慧財4AM工消費合作社印製 A8 B8 C8 D8六、申請專利範圍 5、 如申請專利範圍第1項之溶劑組成物,其中,樹 醋製資訊記錄媒體基板於浸漬後立即取出風乾時,其溢料 面寬度(凸部)與浸漬前之溢料面寬度之變化率爲1 0 % 以內。 6、 如申請專利範圍第5項之溶劑組成物,其中,樹 脂製資訊記錄媒體之材質,係爲至少1種選自聚碳酸酯樹 脂、丙烯酸樹脂、乙烯基氯樹脂、環氧樹脂、非晶質聚烯 烴以及聚酯者。 7、 一種資訊記錄媒體,其係使用如申請專利範圍第 1項之溶劑組成物所製得,且,於基板上設置可以雷射寫 入資訊及/或可讀取之記錄層。 8、 一種色素溶液,其係爲如申請專利範圍第1項之 溶劑組成物。 9、 如申請專利範圍第8項之色素溶液,其中,色素 爲至少1種選自下列物質者:花青系色素、肽菁系色素、 偶氮系色素、吡喃鏺鹽系色素、硫吡喃鏺鹽系色素、斯卡 瓦林系色素、阿斯雷尼系色素、靛酚系色素、靛花青系色 素、三苯甲烷系色素、醌系色素、胺鑰鹽系色素、二茚鐵 鹽系色素以及金屬錯鹽系色素。 »4二 m i tteM— Inf am ml ϋ (請先閱讀背面之注意事項再填寫本頁) 、1Τ’ 本紙張尺度適用中國國家標準(CNS ) Α4規格(210X 297公釐)513355 Α8 Β8 C8 D8 VI. Application for Patent Scope 1. A solvent composition containing the following formula (1) H (CFR'CFs) nCH2〇H (1) [n = l or 2; η 2 when R1 is F or CF3, R1 is F when n = 2] and organic solvents with S · P ♦ (dissolution parameter) of 4-20. 2. For example, the solvent composition of item L of the scope of patent application, in which the above-mentioned fluorine-containing alcohols contain more than 30 m a s s% and less than 9 9 m a s s%. 3. For the solvent composition in the scope of the patent application, the boiling point of the organic solvent is 30-2 50 ° C. 4. For example, the solvent composition in the scope of the patent application item (1), wherein the foregoing organic solvent system contains at least one selected from the group consisting of acetonitrile, HCFC141b (1,1-dichloro-1-fluoroethane), CFC113 ( 1,2,3-trichloro-1,2,2-trifluoroethane), DAA (diacetone alcohol), acetone, isophorone, methanol, ethanol, 1-propanol, 1-butanol, 2 Diethyl ether, diisopropyl ether, THF, ethylene glycol dimethyl ether, ethylene glycol diethyl ether, ethylene glycol monomethanol, ethylene glycol monoethyl ether, M EK, methyl isobutyl ketone, cyclohexanone, DMF , N-hexane, n-heptane, n-octane, n-decane, n-dodecane, hexahydrobenzene, toluene, ethyl acetate, butyl acetate, dimethyl carbonate, dioxane, dichloromethane, trichloro Methane, carbon tetrachloride, 1,1,2,2-tetrachloroethane and DMS. This paper size applies the Chinese National Standard (CNS) A4 specification (210X 297 mm) ^ -I- Weng 丨 (Please read the precautions on the back before filling this page) Order by the Ministry of Economic Affairs / ^ 7¾Printed by Industrial Consumer Cooperative 513355 Printed by the Ministry of Economic Affairs 4AM Industrial and Consumer Cooperative A8 B8 C8 D8 VI. Patent application scope 5, such as the solvent composition of the first patent application scope, in which the substrate of the tree vinegar information recording media is immediately taken out and air-dried In this case, the rate of change of the flash face width (convex) and the flash face width before immersion is within 10%. 6. The solvent composition of item 5 in the scope of patent application, wherein the material of the resin information recording medium is at least one selected from polycarbonate resin, acrylic resin, vinyl chloride resin, epoxy resin, and amorphous. Quality polyolefin and polyester. 7. An information recording medium, which is prepared by using a solvent composition such as the item 1 in the scope of patent application, and a laser recording and / or readable recording layer is provided on the substrate. 8. A pigment solution, which is a solvent composition as in item 1 of the scope of patent application. 9. The pigment solution according to item 8 of the scope of patent application, wherein the pigment is at least one selected from the group consisting of cyanine pigments, peptide cyanine pigments, azo pigments, pyramidine salt pigments, and thiopyridine Fructus pigments, Scavalin pigments, Asleni pigments, Indophenol pigments, Indigocyanine pigments, Triphenylmethane pigments, Quinone pigments, Ammonium salt pigments, Diindene iron salts Based pigments and metal salt complex pigments. »4 二 m i tteM— Inf am ml ϋ (Please read the precautions on the back before filling this page), 1T’ This paper size is applicable to China National Standard (CNS) Α4 specification (210X 297 mm)
TW89122170A 1999-10-22 2000-10-21 Fluoroalcohol composition TW513355B (en)

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