JPS62223383A - Ultraviolet absorbing composition - Google Patents
Ultraviolet absorbing compositionInfo
- Publication number
- JPS62223383A JPS62223383A JP62056984A JP5698487A JPS62223383A JP S62223383 A JPS62223383 A JP S62223383A JP 62056984 A JP62056984 A JP 62056984A JP 5698487 A JP5698487 A JP 5698487A JP S62223383 A JPS62223383 A JP S62223383A
- Authority
- JP
- Japan
- Prior art keywords
- composition
- particle size
- formaldehyde
- water
- absorbers
- 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.)
- Pending
Links
- 239000000203 mixture Substances 0.000 title claims description 23
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 15
- 239000006096 absorbing agent Substances 0.000 claims description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 12
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 10
- 239000000047 product Substances 0.000 claims description 10
- -1 polyoxypropylene moieties Polymers 0.000 claims description 9
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 8
- 239000002245 particle Substances 0.000 claims description 8
- 239000000758 substrate Substances 0.000 claims description 8
- 238000004043 dyeing Methods 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 7
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 6
- 239000007859 condensation product Substances 0.000 claims description 5
- 229920001451 polypropylene glycol Polymers 0.000 claims description 5
- FJGQBLRYBUAASW-UHFFFAOYSA-N 2-(benzotriazol-2-yl)phenol Chemical class OC1=CC=CC=C1N1N=C2C=CC=CC2=N1 FJGQBLRYBUAASW-UHFFFAOYSA-N 0.000 claims description 4
- 239000008367 deionised water Substances 0.000 claims description 4
- 229910021641 deionized water Inorganic materials 0.000 claims description 4
- 239000002270 dispersing agent Substances 0.000 claims description 4
- 239000002904 solvent Substances 0.000 claims description 4
- FDLFMPKQBNPIER-UHFFFAOYSA-N 1-methyl-3-(3-methylphenoxy)benzene Chemical compound CC1=CC=CC(OC=2C=C(C)C=CC=2)=C1 FDLFMPKQBNPIER-UHFFFAOYSA-N 0.000 claims description 3
- 125000002947 alkylene group Chemical group 0.000 claims description 3
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 3
- 238000005260 corrosion Methods 0.000 claims description 3
- 230000007797 corrosion Effects 0.000 claims description 3
- 239000003112 inhibitor Substances 0.000 claims description 3
- 239000002736 nonionic surfactant Substances 0.000 claims description 3
- 229920000642 polymer Polymers 0.000 claims description 3
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 claims description 2
- 239000006097 ultraviolet radiation absorber Substances 0.000 claims description 2
- 239000000463 material Substances 0.000 claims 1
- 239000006185 dispersion Substances 0.000 description 9
- 239000011324 bead Substances 0.000 description 5
- 235000011007 phosphoric acid Nutrition 0.000 description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- 239000004743 Polypropylene Substances 0.000 description 2
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 2
- OCWYEMOEOGEQAN-UHFFFAOYSA-N bumetrizole Chemical compound CC(C)(C)C1=CC(C)=CC(N2N=C3C=C(Cl)C=CC3=N2)=C1O OCWYEMOEOGEQAN-UHFFFAOYSA-N 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 239000000986 disperse dye Substances 0.000 description 2
- MCPKSFINULVDNX-UHFFFAOYSA-N drometrizole Chemical compound CC1=CC=C(O)C(N2N=C3C=CC=CC3=N2)=C1 MCPKSFINULVDNX-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 239000000417 fungicide Substances 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical class CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 239000010453 quartz Substances 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical group C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 230000000855 fungicidal effect Effects 0.000 description 1
- 238000003801 milling Methods 0.000 description 1
- 229920001983 poloxamer Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K15/00—Anti-oxidant compositions; Compositions inhibiting chemical change
- C09K15/04—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds
- C09K15/16—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing nitrogen
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/64—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds without sulfate or sulfonate groups
- D06P1/642—Compounds containing nitrogen
- D06P1/6426—Heterocyclic compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/20—Compounding polymers with additives, e.g. colouring
- C08J3/22—Compounding polymers with additives, e.g. colouring using masterbatch techniques
- C08J3/226—Compounding polymers with additives, e.g. colouring using masterbatch techniques using a polymer as a carrier
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3467—Heterocyclic compounds having nitrogen in the ring having more than two nitrogen atoms in the ring
- C08K5/3472—Five-membered rings
- C08K5/3475—Five-membered rings condensed with carbocyclic rings
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2461/00—Characterised by the use of condensation polymers of aldehydes or ketones; Derivatives of such polymers
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Textile Engineering (AREA)
- Materials Engineering (AREA)
- Coloring (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Paints Or Removers (AREA)
Abstract
(57)【要約】本公報は電子出願前の出願データであるた
め要約のデータは記録されません。(57) [Summary] This bulletin contains application data before electronic filing, so abstract data is not recorded.
Description
【発明の詳細な説明】
本発明は、貯蔵安定性の水不溶性もしくは水難溶性の紫
外線吸収剤の組成物に関する。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to storage-stable water-insoluble or sparingly water-soluble ultraviolet absorber compositions.
水不溶性もくしは難溶性の紫外線吸収剤、特に２−（２
’−ヒドロキシフェニル）ベンズトリアゾール列の紫外
線吸収剤に関する問題は、水に分散しに（いということ
である。今日まで、そのような紫外線吸収剤の、所定時
間の間安定な濃厚物をつくることは不可能であった。例
えば、９０時間またはそれ以上の微粉砕後においてその
ような紫外線吸収剤の水性分散液を形成することは可能
である。しかしながら、短時間で、分散が壊れ、紫外線
吸収剤を実際土倉まない透明な水の相とゼラチン状の沈
澱を形成し、この沈澱は数日後には攪拌もしくは振盪し
ても分散液を再生しない程に硬いものとなる。Water-insoluble UV absorbers are poorly soluble ultraviolet absorbers, especially 2-(2
A problem with UV absorbers of the '-hydroxyphenyl)benztriazole series is that they are difficult to disperse in water. To date, it has not been possible to create concentrates of such UV absorbers that are stable for a given period of time. For example, it is possible to form an aqueous dispersion of such a UV absorber after milling for 90 hours or more. However, in a short time the dispersion breaks down and the UV absorber The agent actually forms a gelatinous precipitate with the clear water phase, which after a few days becomes so hard that stirring or shaking does not regenerate the dispersion.
この問題を解決するため、本発明によれば、合計組成物
重量に対して、
２０〜４５％の、５μｍより小さい平均粒度を有する、
２−（２’−ヒドロキシフェニル）ベンズトリアゾール
列の不溶性のもしくは難溶性の紫外線吸収剤、
７〜１５％の、実質的に塩を含まない、スルボン化トリ
ルエーテルとホルムアルデヒドとの縮合生成物からなる
分散剤、および
４０〜７３％の水、
を含む組成物が提供される。To solve this problem, according to the invention, from 20 to 45%, based on the total composition weight, have an average particle size of less than 5 μm.
Insoluble or sparingly soluble UV absorbers of the 2-(2'-hydroxyphenyl)benztriazole series, consisting of 7-15% substantially salt-free condensation product of sulfonated tolylether and formaldehyde A composition is provided comprising: a dispersant; and 40-73% water.
本発明に係る組成物は、下記、 ａ）０．５〜１．５％の可溶化剤、 ｂ）０．１〜０．２％の緩衝剤、 ｃ）０．８〜２％のノニオン型界面活性剤、および ｄ）０．１−０．３％の腐食防止剤、 の１種またはそれ以上を含んでいてもよい。The composition according to the present invention includes the following: a) 0.5-1.5% solubilizer, b) 0.1-0.2% buffer; c) 0.8-2% nonionic surfactant, and d) 0.1-0.3% corrosion inhibitor; It may contain one or more of the following.
好ましい分散剤は、米国特許４３８６０３７、特に例１
５に記載されている如き市販のもの（例えば、Ｂａｙｋ
ａｎｏｌ ＳＬ）がある。スルホン化トリルエーテル１
モル当たりのホルムアルデヒドの使用量は０．２〜３モ
ルであるのが好ましい。Preferred dispersants are described in U.S. Pat. No. 4,386,037, especially Example 1.
5 (e.g. Bayk
anol SL). Sulfonated tolyl ether 1
The amount of formaldehyde used per mole is preferably 0.2 to 3 moles.
２−（２’−ヒドロキシフェニル）ベンズトリアゾール
列の好ましい紫外線吸収剤は、特許出願公開５６〜３１
０８４およびスイス特許４９４０６０に記載されている
ものである。Preferred ultraviolet absorbers of the 2-(2'-hydroxyphenyl)benztriazole series are disclosed in Patent Application Publication No. 56-31.
084 and Swiss Patent No. 494060.
好ましくは、本発明にかかる組成物中に用いられる紫外
線吸収剤の平均粒度は１μｍより小さい。Preferably, the average particle size of the UV absorber used in the composition according to the invention is less than 1 μm.
好ましいノニオン型界面活性剤は、０１〜，２アルキル
フエノール（好ましくはノニルフェノール）とエチレン
オキシドおよび／またはプロピレンオキシドとの付加生
成物である。好ましくは、フェノールのアルキレンオキ
シドに対する比はｌ：１〜１：１０である。Preferred nonionic surfactants are addition products of 01-,2 alkylphenols (preferably nonylphenols) and ethylene oxide and/or propylene oxide. Preferably, the ratio of phenol to alkylene oxide is from 1:1 to 1:10.
好ましい可溶化剤は、ポリ−ｃｌ”４−アルキレングリ
コール（好ましくは、ポリプロピレンもしくはポリエチ
レングリコール）とプロピレンオキシドおよび／または
エチレンオキシドとの付加生成物である。さらに好まし
くは、可溶化剤はポリプロピレングリコールとプロピレ
ンオキシドおよびエチレンオキシドとの付加生成物であ
り、最も好ましくは１５００〜２５００のポリオキシプ
ロピレン部分の分子量を有し、４０〜６０％のポリオキ
シエチレン単位を有するものであり、“Ｐｌｕｒｏｎｉ
ｃ”タイプの製品が特に好ましい。Preferred solubilizers are addition products of poly-cl''4-alkylene glycol (preferably polypropylene or polyethylene glycol) and propylene oxide and/or ethylene oxide.More preferably, the solubilizer is an addition product of poly-cl''4-alkylene glycol (preferably polypropylene or polyethylene glycol) and propylene oxide and/or ethylene oxide. oxide and ethylene oxide, most preferably having a molecular weight of 1500 to 2500 polyoxypropylene moieties and having 40 to 60% polyoxyethylene units;
Particularly preferred are products of the c" type.
好ましい腐食防止剤は、殺菌剤、例えば、市販のＧｉｖ
Ｇａｒｄである。Preferred corrosion inhibitors are fungicides, such as the commercially available Giv
Gard.
好ましくは、緩衝剤は燐酸（例えば、オルト燐酸）であ
る。Preferably, the buffer is phosphoric acid (eg, orthophosphoric acid).
本発明に係る好ましい組成物は、合計組成物重量に対し
て、
２５〜４０％の２−（２’−ヒドロキシ−３′−ｔｅｒ
ｔ−ブチル−５′−メチルフェニル）−５−クロロベン
ズトリアゾール、
８〜１２％の塩を含まないジトリルエーテルスルホネー
トとホルムアルデヒドとの縮合生成物、０、８〜１．２
％の、１７００〜２３００のポリオキシプロピレン部分
の分子量を有し、ポリマー中に４０〜６０％のポリオキ
シエチレン単位を有する、ポリプロピレングリコール、
プロピレンオキシドおよびエチレンオキシドの付加生成
物、０．１２〜０．１８％の燐酸、
１、０〜１．５％の０１〜ＩｔアルキルフエノールとＣ
２ａ３アルキレンオキシドとの付加生成物、および
４５〜６５％の脱イオン水、
を含む。Preferred compositions according to the invention contain from 25 to 40% of 2-(2'-hydroxy-3'-ter
t-Butyl-5'-methylphenyl)-5-chlorobenztriazole, condensation product of 8-12% salt-free ditolyl ether sulfonate with formaldehyde, 0,8-1.2
%, polypropylene glycol, having a molecular weight of 1700 to 2300 polyoxypropylene moieties and having 40 to 60% polyoxyethylene units in the polymer;
Addition product of propylene oxide and ethylene oxide, 0.12-0.18% phosphoric acid, 1, 0-1.5% 01-It alkylphenol and C
2a3 alkylene oxide, and 45-65% deionized water.
好ましくは、本発明に係る組成物のｐ）ｌは４．５〜５
．８、さらに好ましくは５．０〜５．５である。Preferably, the p)l of the composition according to the invention is between 4.5 and 5.
．． 8, more preferably 5.0 to 5.5.
本発明に係る組成物は、好ましくは処理されるべき基材
の重量に対して０．５〜２．０％の濃度で、染色、バジ
ングまたは捺染プロセスに用いるのにを用である。The compositions according to the invention are suitable for use in dyeing, badging or printing processes, preferably in concentrations of 0.5 to 2.0%, based on the weight of the substrate to be treated.
本発明に係る組成物は優れた貯蔵安定性を有する。The composition according to the invention has excellent storage stability.
本発明に係る組成物は、また、水中０．５〜２．０％の
分散液としてバジング、捺染または吸尽技法によって通
用される後処理組成物としても適する。The compositions according to the invention are also suitable as post-treatment compositions applied by badging, printing or exhaustion techniques as 0.5-2.0% dispersions in water.
さらに、本発明によれば、好ましくは水性媒体中ｌＯ：
１〜６０：１の浴比において、０．１〜５％の染料（好
ましくは分散染料）および０．１〜５％の本発明に係る
組成物（％は染色される基材の重量に対してである）を
通用することを含む基材の染色方法が提供される。Furthermore, according to the invention preferably in the aqueous medium lO:
In a bath ratio of 1 to 60:1, 0.1 to 5% of dye (preferably disperse dye) and 0.1 to 5% of the composition according to the invention (% relative to the weight of the substrate to be dyed) A method of dyeing a substrate is provided, which method includes applying a method of dyeing a substrate.
分散染料および本発明に係る紫外線吸収剤を用いて染色
された基材は優れた日光堅牢性を示す。Substrates dyed with disperse dyes and UV absorbers according to the invention exhibit excellent light fastness properties.
平均粒度は、目盛りが重ねられている顕微鏡上にサンプ
ルを置くことにより測定することができる。Average particle size can be measured by placing the sample on a microscope with superimposed graduations.
下記の例によって本発明をさらに説明する。部および％
は重量で示し、温度は°Ｃである。The invention is further illustrated by the following examples. parts and %
is expressed in weight and temperature is in °C.
例１ 下記を容器中で一緒に混合する。Example 1 Mix the following together in a container.
４０部の２−（２’−ヒドロキシ−３’−ｔｅｒｔ−ブ
チル−５′−メチルフェニル）−５−クロロベンズトリ
アゾール、
１０部の市販のジトリルエーテルスルホネートとホルム
アルデヒドとの（塩を含まない）縮合生成物（Ｂａｙｋ
ａｎｏｌ ＳＬ）、
０．２５部の殺菌剤（Ｇｉｖ Ｇａｒｄ）、１部の市販
の、９モルのエチレンオキシドと１モルのノニルフェノ
ールの付加物、および１部の市販のＰｌｕｒｏｎｉｃ
Ｐ ７５（ＢＡＳＦ／ＷｙａｎｄｏｔｔｅＣｏｒｐ、
） （プロピレングリコールとプロピレンオキシドとの
付加および次いでさらにエチレンオキシドと反応させた
付加生成物、この生成物は（約）２０５０のポリオキシ
プロピレン部分に対する分子量を有し、ポリマー中に約
５０％のポリオキシエチレン単位を存する）、
４０部の脱イオン水中。Condensation (salt-free) of 40 parts of 2-(2'-hydroxy-3'-tert-butyl-5'-methylphenyl)-5-chlorobenztriazole, 10 parts of commercially available ditolyl ether sulfonate with formaldehyde Product (Bayk
anol SL), 0.25 parts of a fungicide (Giv Gard), 1 part of a commercially available adduct of 9 moles of ethylene oxide and 1 mole of nonylphenol, and 1 part of a commercially available Pluronic.
P 75 (BASF/WyandotteCorp,
) (Addition product of propylene glycol and propylene oxide and then further reacted with ethylene oxide, this product has a molecular weight relative to the polyoxypropylene moiety of (approximately) 2050 and contains about 50% polyoxypropylene in the polymer. (containing ethylene units) in 40 parts deionized water.
この混合物に、次いで、約０．１５部のオルト燐酸を添
加してｐ Ｈを５〜５．５にする。次に、混合物を、石
英ビーズを用いるビーズミル中で、紫外線吸収剤の平均
粒度が１μｍよりも小さくなるまで微粉砕する。この粒
度は約３０分後に得られる。To this mixture is then added about 0.15 parts of orthophosphoric acid to bring the pH to 5-5.5. The mixture is then milled in a bead mill using quartz beads until the average particle size of the UV absorber is less than 1 μm. This particle size is obtained after about 30 minutes.
得られた分散液を石英ビーズから濾過して分離し、ビー
ズを７．６部の水で洗浄し、濾液とビーズを洗浄した水
とを一緒にする。The resulting dispersion is filtered off from the quartz beads, the beads are washed with 7.6 parts of water, and the filtrate is combined with the water in which the beads were washed.
得られた濃厚物は分散液として５０’Ｃより高い温度に
おいても数カ月間安定である。The resulting concentrate is stable as a dispersion for several months at temperatures above 50'C.
例２および３
４０部の２−（２’−ヒドロキシ−３’−ｔｅｒｔ−ブ
チル−５′−メチルフェニル）−５−クロロベンズトリ
アゾールの代わりに、４０部の２−（２′−ヒドロキシ
−５′−メチルフェニル）ベンズトリアゾール（例２）
および４０部の２−（２′−ヒドロキシ−３’、５’−
ジーｔｅｒｔ−ブチル）ベンズトリアゾールを用いて、
例１を繰り返す。Examples 2 and 3 Instead of 40 parts of 2-(2'-hydroxy-3'-tert-butyl-5'-methylphenyl)-5-chlorobenztriazole, 40 parts of 2-(2'-hydroxy-5 '-Methylphenyl)benztriazole (Example 2)
and 40 parts of 2-(2'-hydroxy-3',5'-
using di-tert-butyl)benztriazole,
Repeat Example 1.
通用例 下記からなる染浴を調製する。Common example Prepare a dyebath consisting of:
１．５部のＣ，１，ディスパースレッド７４．１、５部
の例１の分散液、および
１９７部の脱イオン水。1.5 parts of C,1, Dispersed Red 74.1, 5 parts of the dispersion of Example 1, and 197 parts of deionized water.
１０：１の比の硫酸アンモニウム／＠酸を添加してｐＨ
を５にする。Adjust the pH by adding ammonium sulfate/acid at a ratio of 10:1.
set to 5.
この浴を、染色機中で６０°に加温し、１００部のポリ
エステル布帛（自動車用内装として十分な品質を有する
）を入れ、染色機を閉じ、循環浴を１３５“に加熱する
。１３５°で２０分間染色を行い、次いで浴を８０°に
冷却し、染色された基材を浴から取り出す。次いで、こ
れを洗浄し、還元洗浄し、再び洗浄し、乾燥する。染色
された布帛の日光堅牢度はベンズトリアゾールを存在さ
せずに染色した布帛に比べて実質的に良好である。The bath is heated to 60° in a dyeing machine, 100 parts of polyester fabric (of sufficient quality for car interiors) are added, the dyeing machine is closed and the circulating bath is heated to 135°. Dyeing is carried out for 20 minutes at , then the bath is cooled to 80 ° and the dyed substrate is removed from the bath. It is then washed, reduced washed, washed again and dried. The fastness properties are substantially better compared to fabrics dyed without the presence of benztriazole.
１．５部の例１の分散液の代わりに、１．５部の例２ま
たは３の分散液を用いて通用例Ａを繰り返すことができ
る。General Example A can be repeated using 1.5 parts of the dispersion of Example 2 or 3 instead of 1.5 parts of the dispersion of Example 1.
以１・ぶ臼Part 1: Mill
Claims (1)
２−（２′−ヒドロキシフェニル）ベンズトリアゾール
列の不溶性のもしくは難溶性の紫外線吸収剤、 ７〜１５％の、実質的に塩を含まない、スルホン化トリ
ルエーテルとホルムアルデヒドとの縮合生成物からなる
分散剤、および ４０〜７３％の水、 を含む組成物。 ２、さらに下記、 ａ）０．５〜１．５％の可溶化剤、 ｂ）０．１〜０．２％の緩衝剤、 ｃ）０．８〜２％のノニオン型界面活性剤、および ｄ）０．１〜０．３％の腐食防止剤、 の１種またはそれ以上を含む、特許請求の範囲第１項記
載の組成物。 ３、紫外線吸収剤の粒度が１μｍより小さい、特許請求
の範囲第１または２項記載の組成物。 ４、合計組成物重量に対して、 ２５〜４０％の２−（２′−ヒドロキシ−３′−ｔｅｒ
ｔ−ブチル−５′−メチルフェニル）−５−クロロベン
ズトリアゾール、 ８〜１２％の塩を含まないジトリルエーテルスルホネー
トとホルムアルデヒドとの縮合生成物、０．８〜１．２
％の、１７００〜２３００のポリオキシプロピレン部分
の分子量を有し、ポリマー中に４０〜６０％のポリオキ
シエチレン単位を有する、ポリプロピレングリコール、
プロピレンオキシドおよびエチレンオキシドの付加生成
物、０．１２〜０．１８％の燐酸、 １．０〜１．５％のＣ＿１〜＿１＿２アルキルフェノー
ルとＣ＿２ａ＿３′アルキレンオキシドとの付加生成物
、および ４５〜６５％の脱イオン水、 を含む、特許請求の範囲第１項記載の組成物。 ５、基材に対して、０．１〜５％の染料および０．１〜
５％の、合計組成物重量に対して、 ２０〜４５％の、５μｍより小さい平均粒度を有する、
２−（２′−ヒドロキシフェニル）ベンズトリアゾール
列の不溶性のもしくは難溶性の紫外線吸収剤、 ７〜１５％の、実質的に塩を含まない、スルホン化トリ
ルエーテルとホルムアルデヒドとの縮合生成物からなる
分散剤、および ４０〜７３％の水、 を含む組成物を、基材に通用することを含む、基材の染
色方法。Claims: 1. 20-45%, based on the total composition weight, of an average particle size of less than 5 μm;
Insoluble or sparingly soluble UV absorbers of the 2-(2'-hydroxyphenyl)benztriazole series, consisting of 7 to 15% substantially salt-free condensation product of sulfonated tolylether and formaldehyde A composition comprising: a dispersant; and 40-73% water. 2. Further below: a) 0.5-1.5% solubilizer, b) 0.1-0.2% buffer, c) 0.8-2% nonionic surfactant, and d) 0.1 to 0.3% of a corrosion inhibitor. 3. The composition according to claim 1 or 2, wherein the particle size of the ultraviolet absorber is smaller than 1 μm. 4. 2-(2'-hydroxy-3'-ter) in an amount of 25 to 40% based on the total composition weight.
t-Butyl-5'-methylphenyl)-5-chlorobenztriazole, condensation product of 8-12% salt-free ditolyl ether sulfonate with formaldehyde, 0.8-1.2
%, polypropylene glycol, having a molecular weight of 1700 to 2300 polyoxypropylene moieties and having 40 to 60% polyoxyethylene units in the polymer;
Addition product of propylene oxide and ethylene oxide, 0.12-0.18% phosphoric acid, 1.0-1.5% addition product of C_1-_1_2 alkylphenol and C_2a_3' alkylene oxide, and 45-65% The composition of claim 1, comprising: deionized water. 5. 0.1 to 5% dye and 0.1 to 5% of the base material
5%, based on the total composition weight, 20-45% having an average particle size of less than 5 μm;
Insoluble or sparingly soluble UV absorbers of the 2-(2'-hydroxyphenyl)benztriazole series, consisting of 7 to 15% substantially salt-free condensation product of sulfonated tolylether and formaldehyde A method for dyeing a substrate, the method comprising applying to the substrate a composition comprising: a dispersant; and 40 to 73% water.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3608687 | 1986-03-15 | ||
| DE3608687.8 | 1986-03-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS62223383A true JPS62223383A (en) | 1987-10-01 |
Family
ID=6296432
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP62056984A Pending JPS62223383A (en) | 1986-03-15 | 1987-03-13 | Ultraviolet absorbing composition |
Country Status (10)
| Country | Link |
|---|---|
| JP (1) | JPS62223383A (en) |
| KR (1) | KR870008992A (en) |
| BR (1) | BR8701161A (en) |
| CH (1) | CH672137A5 (en) |
| ES (1) | ES2007602A6 (en) |
| FR (1) | FR2595730B1 (en) |
| GB (1) | GB2187746B (en) |
| HK (1) | HK79592A (en) |
| IT (1) | IT1216797B (en) |
| ZA (1) | ZA871858B (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH02175783A (en) * | 1988-05-31 | 1990-07-09 | Ciba Geigy Ag | Aqueous dispersion of 2-(2'-hydroxyphenyl) benzotriazole |
| JP2006249410A (en) * | 2005-02-14 | 2006-09-21 | Adeka Corp | Light stabilizer emulsion composition |
| JP2006523252A (en) * | 2003-04-07 | 2006-10-12 | クラリアント・インターナシヨナル・リミテツド | High concentration storage stable aqueous dispersion for stabilizing coatings and glazes |
| JP2007519769A (en) * | 2003-12-11 | 2007-07-19 | チバ スペシャルティ ケミカルズ ホールディング インコーポレーテッド | Mixture of dispersants |
| JP2009007397A (en) * | 2007-06-26 | 2009-01-15 | Nippon Nyukazai Kk | Emulsion for yellowing prevention |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0354174A1 (en) * | 1988-07-01 | 1990-02-07 | Ciba-Geigy Ag | Stable aqueous composition for modifying light fastness |
| US5360559A (en) * | 1990-03-02 | 1994-11-01 | Ciba-Geigy Corporation | Modified ligninsulfonates as dispersing agents for benzoltriazole ultra-violet absorbing agents |
| DE4241088A1 (en) * | 1991-12-14 | 1993-06-17 | Sandoz Ag | |
| JPH11508935A (en) * | 1995-07-12 | 1999-08-03 | クラリアント ファイナンス（ビーブイアイ）リミティド | UV absorber composition |
| US5772920A (en) * | 1995-07-12 | 1998-06-30 | Clariant Finance (Bvi) Limited | U.V. absorber compositions |
| GB2308847A (en) * | 1995-12-21 | 1997-07-09 | Clariant Finance Bvi Ltd | Compositions comprising UV absorbers |
| US6391065B1 (en) | 1995-11-03 | 2002-05-21 | Boehme Filatex, Inc. | UV light absorber composition and method of improving the lightfastness of dyed textiles |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5631084A (en) * | 1979-08-21 | 1981-03-28 | Toyo Boseki | Dispersing composition |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2453146A1 (en) * | 1974-11-08 | 1976-05-13 | Sandoz Ag | Improving light fastness of colour on polypropylene - using known u.v. -absorbing cpds |
| JPS5682830A (en) * | 1979-12-10 | 1981-07-06 | Toyobo Co Ltd | Dispersion composition |
| CH660828GA3 (en) * | 1980-03-28 | 1987-05-29 | ||
| JPS599287A (en) * | 1982-07-08 | 1984-01-18 | 住友化学工業株式会社 | Dyeing of hydrophobic fiber |
| JPS59216979A (en) * | 1983-05-18 | 1984-12-07 | 三洋化成工業株式会社 | Treating agent for fiber |
| CH677167B5 (en) * | 1985-05-08 | 1991-10-31 | Sandoz Ag |
-
1987
- 1987-03-04 FR FR878703020A patent/FR2595730B1/en not_active Expired
- 1987-03-10 CH CH889/87A patent/CH672137A5/de not_active IP Right Cessation
- 1987-03-10 IT IT8747701A patent/IT1216797B/en active
- 1987-03-12 GB GB8705901A patent/GB2187746B/en not_active Expired
- 1987-03-13 KR KR870002326A patent/KR870008992A/en not_active Application Discontinuation
- 1987-03-13 JP JP62056984A patent/JPS62223383A/en active Pending
- 1987-03-13 ZA ZA871858A patent/ZA871858B/en unknown
- 1987-03-13 ES ES8700705A patent/ES2007602A6/en not_active Expired
- 1987-03-13 BR BR8701161A patent/BR8701161A/en active Search and Examination
-
1992
- 1992-10-15 HK HK795/92A patent/HK79592A/en unknown
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5631084A (en) * | 1979-08-21 | 1981-03-28 | Toyo Boseki | Dispersing composition |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH02175783A (en) * | 1988-05-31 | 1990-07-09 | Ciba Geigy Ag | Aqueous dispersion of 2-(2'-hydroxyphenyl) benzotriazole |
| JP2006523252A (en) * | 2003-04-07 | 2006-10-12 | クラリアント・インターナシヨナル・リミテツド | High concentration storage stable aqueous dispersion for stabilizing coatings and glazes |
| KR101099871B1 (en) * | 2003-04-07 | 2011-12-28 | 클라리언트 파이넌스 (비브이아이)리미티드 | Highly concentrated, storage stable aqueous dispersions for stabilising coatings and glazes |
| JP2007519769A (en) * | 2003-12-11 | 2007-07-19 | チバ スペシャルティ ケミカルズ ホールディング インコーポレーテッド | Mixture of dispersants |
| JP4764827B2 (en) * | 2003-12-11 | 2011-09-07 | チバ ホールディング インコーポレーテッド | Mixture of dispersants |
| JP2006249410A (en) * | 2005-02-14 | 2006-09-21 | Adeka Corp | Light stabilizer emulsion composition |
| JP2009007397A (en) * | 2007-06-26 | 2009-01-15 | Nippon Nyukazai Kk | Emulsion for yellowing prevention |
Also Published As
| Publication number | Publication date |
|---|---|
| ZA871858B (en) | 1988-10-26 |
| GB8705901D0 (en) | 1987-04-15 |
| FR2595730B1 (en) | 1989-12-01 |
| HK79592A (en) | 1992-10-23 |
| BR8701161A (en) | 1988-01-12 |
| IT1216797B (en) | 1990-03-14 |
| GB2187746B (en) | 1989-11-15 |
| IT8747701A0 (en) | 1987-03-10 |
| GB2187746A (en) | 1987-09-16 |
| FR2595730A1 (en) | 1987-09-18 |
| ES2007602A6 (en) | 1989-07-01 |
| KR870008992A (en) | 1987-10-22 |
| CH672137A5 (en) | 1989-10-31 |
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