JPH0519587B2 - - Google Patents
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- Publication number
- JPH0519587B2 JPH0519587B2 JP59151177A JP15117784A JPH0519587B2 JP H0519587 B2 JPH0519587 B2 JP H0519587B2 JP 59151177 A JP59151177 A JP 59151177A JP 15117784 A JP15117784 A JP 15117784A JP H0519587 B2 JPH0519587 B2 JP H0519587B2
- Authority
- JP
- Japan
- Prior art keywords
- parts
- formula
- added
- moles
- aqueous liquid
- 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.)
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- 239000007788 liquid Substances 0.000 claims description 19
- -1 polyoxyethylene Polymers 0.000 claims description 19
- 239000000203 mixture Substances 0.000 claims description 16
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 10
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 8
- 239000011734 sodium Substances 0.000 claims description 6
- 230000002087 whitening effect Effects 0.000 claims description 6
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 3
- 229910052708 sodium Inorganic materials 0.000 claims description 3
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 claims description 2
- TYMDEYSBAXREMJ-UHFFFAOYSA-N 5-[[4-(2-methylanilino)-6-morpholin-4-yl-1,3,5-triazin-2-yl]amino]-2-[2-[4-[[4-(2-methylanilino)-6-morpholin-4-yl-1,3,5-triazin-2-yl]amino]-2-sulfophenyl]ethenyl]benzenesulfonic acid Chemical compound CC1=CC=CC=C1NC1=NC(NC=2C=C(C(C=CC=3C(=CC(NC=4N=C(N=C(NC=5C(=CC=CC=5)C)N=4)N4CCOCC4)=CC=3)S(O)(=O)=O)=CC=2)S(O)(=O)=O)=NC(N2CCOCC2)=N1 TYMDEYSBAXREMJ-UHFFFAOYSA-N 0.000 claims 1
- 239000003599 detergent Substances 0.000 description 12
- 239000007850 fluorescent dye Substances 0.000 description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
- 239000000975 dye Substances 0.000 description 8
- RNMDNPCBIKJCQP-UHFFFAOYSA-N 5-nonyl-7-oxabicyclo[4.1.0]hepta-1,3,5-trien-2-ol Chemical compound C(CCCCCCCC)C1=C2C(=C(C=C1)O)O2 RNMDNPCBIKJCQP-UHFFFAOYSA-N 0.000 description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 239000013078 crystal Substances 0.000 description 4
- 239000000835 fiber Substances 0.000 description 4
- 238000001879 gelation Methods 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 230000000704 physical effect Effects 0.000 description 4
- 239000000428 dust Substances 0.000 description 3
- 230000007774 longterm Effects 0.000 description 3
- 229920000742 Cotton Polymers 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000010419 fine particle Substances 0.000 description 2
- 239000006081 fluorescent whitening agent Substances 0.000 description 2
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 2
- 239000010931 gold Substances 0.000 description 2
- 229910052737 gold Inorganic materials 0.000 description 2
- 230000001771 impaired effect Effects 0.000 description 2
- 238000010297 mechanical methods and process Methods 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 238000004062 sedimentation Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- BZOVBIIWPDQIHF-UHFFFAOYSA-N 3-hydroxy-2-methylbenzenesulfonic acid Chemical compound CC1=C(O)C=CC=C1S(O)(=O)=O BZOVBIIWPDQIHF-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical group [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- LRMHFDNWKCSEQU-UHFFFAOYSA-N ethoxyethane;phenol Chemical compound CCOCC.OC1=CC=CC=C1 LRMHFDNWKCSEQU-UHFFFAOYSA-N 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229910052700 potassium Chemical group 0.000 description 1
- 239000011591 potassium Chemical group 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- YWPOLRBWRRKLMW-UHFFFAOYSA-M sodium;naphthalene-2-sulfonate Chemical compound [Na+].C1=CC=CC2=CC(S(=O)(=O)[O-])=CC=C21 YWPOLRBWRRKLMW-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Description
【発明の詳細な説明】
「産業上の利用分野」
本発明は螢光増白染料の水性液状組成物に関す
る。DETAILED DESCRIPTION OF THE INVENTION Field of the Invention The present invention relates to aqueous liquid compositions of fluorescent whitening dyes.
「従来の技術」
式(1)
(式(1)においてMはナトリウム又はカリウムを
表わす)
で表わされる4,4′−ビス(2−o−トルイジノ
−4−モルホリノ−S−トリアジン−6−イルア
ミノ)スチルベン−2,2′−ジスルホン酸のナト
リウム塩又はカリウム塩は例えば特公昭53−
17616によつて公知である。このものは主として
洗剤中に添加して繊維類の洗濯時に繊維類を洗濯
すると同時に繊維類を光学的に増白する目的で使
用されるものである。又洗剤自身の白度を増す目
的でもこの螢光増白剤が使用される。そして洗剤
にこの螢光増白剤を配合する工程で粉塵がたたな
い、あるいは計量、移送を容易にする等の目的か
らこの螢光増白剤が液体化されていることが好ま
しい。"Conventional technology" Formula (1) (In formula (1), M represents sodium or potassium) 4,4'-bis(2-o-toluidino-4-morpholino-S-triazin-6-ylamino)stilbene-2,2'-disulfone For example, the sodium salt or potassium salt of an acid is
17616. This product is mainly added to detergents and used for the purpose of optically whitening the fibers at the same time as washing the fibers. Fluorescent brighteners are also used to increase the whiteness of detergents themselves. It is preferable that the fluorescent whitening agent is liquefied for the purpose of not creating dust during the process of blending the fluorescent whitening agent into the detergent, or to facilitate measurement and transportation.
式(1)の染料は、極めて水性液状化しがたい染料
である為、例えば特公昭52−6299では染料製品中
に含まれるNaCl分を0.03〜0.3%に減少せしめて
ポリカルボン酸型高分子活性剤を加えて機械的方
法で微粒子化する方法、あるいは特公昭52−8852
では該染料にクレゾール−スルホン酸とナフトー
ルスルホン酸のホルマリン共縮合物を加えて機械
的方法で微粒子化する方法等が行われている。そ
の他一般的に用いられている非イオン界面活性剤
例えば、ポリオキシエチレンアルキルエーテル、
ポリオキシエチレンアルキルフエノールエーテル
(エチレンオキサイド付加モル数50モル以下)等、
あるいはアニオン活性剤例えば、β−ナフタレン
スルホン酸ナトリウムのホルマリン縮合物、アル
キルベンゼンスルホン酸塩類を単に式(1)の螢光増
白染料に加えるだけでは流動性のある水性液状化
は、できず機械的処理が不可欠である。 Since the dye of formula (1) is extremely difficult to liquefy in water, for example, in Japanese Patent Publication No. 52-6299, the NaCl content contained in the dye product was reduced to 0.03 to 0.3% to increase the activity of polycarboxylic acid type polymers. A method of adding an agent and making it into fine particles by mechanical method, or Japanese Patent Publication No. 52-8852
In this method, a formalin cocondensate of cresol-sulfonic acid and naphtholsulfonic acid is added to the dye, and then the dye is made into fine particles by a mechanical method. Other commonly used nonionic surfactants such as polyoxyethylene alkyl ether,
Polyoxyethylene alkyl phenol ether (50 moles or less of added ethylene oxide), etc.
Alternatively, simply adding an anionic activator such as a formalin condensate of sodium β-naphthalenesulfonate or alkylbenzenesulfonate salts to the fluorescent whitening dye of formula (1) cannot produce a fluid aqueous liquefaction, and mechanical Processing is essential.
「発明が解決しようとする問題点」
洗剤に配合するに先だつて機械的処理を施すこ
となく十分安定して液状を維持するような式(1)の
螢光染料の液状組成物の開発が望まれている。"Problems to be Solved by the Invention" It is desirable to develop a liquid composition of the fluorescent dye of formula (1) that maintains a sufficiently stable liquid state without mechanical treatment prior to blending into a detergent. It is rare.
「問題点を解決する為の手段」
本発明者らは式(1)の螢光染料の安定で濃厚な低
粘度水性液状組成物を得るべく鋭意検討を重ねた
結果、本発明に至つたものである。即ち、本発明
は式(1)の螢光染料とエチレンオキサイド付加モル
数50以上のポリオキシエチレンアルキルフエノー
ルエーテルを混合して機械的処理を施すことなく
式(1)螢光染料の低粘度の水性液状物をえるという
ものでありこのものは洗剤に配合して用いられ洗
剤自身及び繊維を化学的増白する効果がすぐれて
いる。又液状化されている為粉塵が立たず計量、
移送が容易である。ポリオキシエチレンアルキル
プエノールエーテル類のうちそのエチレンオキサ
イド付加モル数が50以上の場合のときのみ機械的
処理を施すことなく、式(1)の液状組成物がえられ
るということは全く驚くべきことであり、前記し
たような公知の技術からは全く予想されなかつた
ことである。"Means for Solving the Problems" The present inventors have conducted extensive studies to obtain a stable, thick, low-viscosity aqueous liquid composition of the fluorescent dye of formula (1), and as a result, have arrived at the present invention. It is. That is, the present invention is capable of producing low-viscosity fluorescent dyes of formula (1) without mechanical treatment by mixing the fluorescent dye of formula (1) with polyoxyethylene alkyl phenol ether having an ethylene oxide addition mole number of 50 or more. It is an aqueous liquid that is mixed into detergents and has an excellent chemical whitening effect on the detergent itself and fibers. In addition, since it is liquefied, there is no dust and it is easy to measure.
Easy to transport. It is completely surprising that the liquid composition of formula (1) can be obtained without mechanical treatment only when the number of moles of ethylene oxide added is 50 or more among polyoxyethylene alkyl penol ethers. This was completely unexpected from the known techniques as described above.
本発明で使用するポリオキシエチレンアルキル
フエノールエーテルはそのアルキルが炭素数7乃
至10好ましくは炭素数8又は9のものであり、又
そのエチレンオキサイドの付加モル数は50モル以
上であり、70乃至100モルのものが好ましい。 In the polyoxyethylene alkyl phenol ether used in the present invention, the alkyl has 7 to 10 carbon atoms, preferably 8 or 9 carbon atoms, and the number of moles of ethylene oxide added is 50 moles or more, and 70 to 100 moles. Moles are preferred.
本発明の組成物は式(1)の螢光染料及び水に組成
物の0.1〜30%好ましくは1〜10%(重量%)に
なるようにポリオキシエチレンアルキルフエノー
ルエーテルを加えて単に均一になるように撹拌す
るというような簡単な操作でえられるものであ
る。 The composition of the present invention can be prepared by simply adding polyoxyethylene alkyl phenol ether to the fluorescent dye of formula (1) and water in an amount of 0.1 to 30%, preferably 1 to 10% (wt%) of the composition. It can be obtained by a simple operation such as stirring until the
上記において使用される式(1)の螢光染料は含水
のケーキでもよいし又乾燥品のどちらでもよいが
通常は含水ケーキが用いられる。又通常の方法で
製造されとり出された含水ケーキ中の塩類の存在
は本発明の組成物を調製する上で障害にならな
い。又式(1)の螢光染料とポリオキシエチレンアル
キルフエノールエーテルを混合したあと、液状化
するのを早めるためにホモミキサー等を用いるこ
とも出来る。 The fluorescent dye of formula (1) used above may be either a water-containing cake or a dry product, but a water-containing cake is usually used. Furthermore, the presence of salts in the water-containing cake produced by conventional methods does not pose an obstacle in preparing the composition of the present invention. Further, after mixing the fluorescent dye of formula (1) and polyoxyethylene alkyl phenol ether, a homomixer or the like may be used to accelerate liquefaction.
「発明の効果」
本発明の式(1)の螢光染料の水性液状組成物は機
械的処理による微粒子化の工程をへることなくこ
れを調製することが出来かつこの組成物は経時安
定性にすぐれ又このものを洗剤に配合したときの
洗剤、繊維類に対する化学的増白効果が大きい。
又液状化されているため洗剤に配合する際、粉塵
が立たず、計量、移送等の取扱いが容易である。"Effects of the Invention" The aqueous liquid composition of the fluorescent dye of formula (1) of the present invention can be prepared without skipping the step of micronization by mechanical treatment, and this composition is stable over time. It also has a great chemical whitening effect on detergents and fibers when added to detergents.
In addition, since it is liquefied, it does not generate dust when added to detergents, and is easy to handle, such as measuring and transporting.
「実施例」
本発明を以下実施例によつて具体的に説明す
る。"Examples" The present invention will be specifically described below with reference to Examples.
特に注釈のない限り部とあるのは重量部を表わ
す。 Unless otherwise noted, parts refer to parts by weight.
実施例 1
MがNaである式(1)の螢光染料、ウエツトケー
キ467部(乾燥品200部を含有)、エチレンオキサ
イド付加モル数50モルのポリオキシエチレンノニ
ルフエノールエーテル40部に水を加え、全量を
1000部とし、均一に撹拌して水性液状物を得た。
この水性液状物は粘度が低い、ゲル化しない、結
晶の沈降を起さない等の点ですぐれ、長期間保存
してもこれらの物性は損われなかつた。Example 1 Water was added to a fluorescent dye of formula (1) in which M is Na, 467 parts of wet cake (containing 200 parts of dry product), and 40 parts of polyoxyethylene nonyl phenol ether with an added mole of ethylene oxide of 50 moles. the whole amount
The mixture was adjusted to 1000 parts and stirred uniformly to obtain an aqueous liquid.
This aqueous liquid had excellent properties such as low viscosity, no gelation, and no precipitation of crystals, and these physical properties were not impaired even after long-term storage.
実施例 2
本染料の乾燥粉末230部を含むウエツトケーキ
587部およびエチレンオキサイド付加モル数100モ
ルのポリオキシエチレンノニルフエノールエーテ
ル40部に水を加え全量を1000部とし均一に撹拌し
て水性液状物を得た。この水性液状物は粘度、ゲ
ル化、結晶沈降等の点ですぐれこれらの良好な物
性は長期間保存しても損われなかつた。Example 2 Wet cake containing 230 parts of dry powder of this dye
Water was added to 587 parts and 40 parts of polyoxyethylene nonyl phenol ether containing 100 moles of added ethylene oxide to make the total amount 1000 parts, and the mixture was uniformly stirred to obtain an aqueous liquid. This aqueous liquid was excellent in terms of viscosity, gelation, crystal sedimentation, etc., and these good physical properties were not impaired even after long-term storage.
実施例 3
MがNaである式(1)の螢光染料を含む反応終了
液990部(乾燥品67部を含有)にエチレンオキサ
イド付加モル数85モルのポリオキシエチレンノニ
ルフエノールエーテル10部を加え均一に撹拌して
水性液状物を得た。この水性液状物は粘度、ゲル
化、結晶沈降等の物性にすぐれていた。Example 3 10 parts of polyoxyethylene nonyl phenol ether with an added mole of ethylene oxide of 85 moles was added to 990 parts of the reaction-completed liquid (containing 67 parts of dry product) containing the fluorescent dye of formula (1) in which M is Na. An aqueous liquid was obtained by uniform stirring. This aqueous liquid had excellent physical properties such as viscosity, gelation, and crystal precipitation.
実施例 4
MがKである式(1)の螢光染料ウエツトケーキ
470部(乾燥品200部を含有)、エチレンオキサイ
ド付加モル数60モルのポリオキシエチレンオクチ
ルフエノールエーテル50部に水を加えて全量1000
部とし均一に混合して水性液状物をえた。このも
のは粘度、ゲル化、結晶沈降等の物性にすぐれこ
れらの物性は長期間保存しても損われなかつた。Example 4 Fluorescent dye wetcake of formula (1) where M is K
470 parts (contains 200 parts of dry product), add water to 50 parts of polyoxyethylene octyl phenol ether with 60 moles of ethylene oxide added to make a total of 1000 parts.
1 part and mixed uniformly to obtain an aqueous liquid. This product had excellent physical properties such as viscosity, gelation, and crystal sedimentation, and these properties did not deteriorate even after long-term storage.
応用例 1
アルキルベンゼンスルホン酸ソーダを主剤とす
る洗剤100部に水80部を加え、加熱してスラリー
とし実施例1で得た水性液状組成物2部を加えて
よく混合し100℃〜120℃で乾燥することにより素
地白度の高い洗剤を得ることが出来た。Application example 1 Add 80 parts of water to 100 parts of a detergent based on sodium alkylbenzene sulfonate, heat to make a slurry, add 2 parts of the aqueous liquid composition obtained in Example 1, mix well, and heat at 100°C to 120°C. By drying, it was possible to obtain a detergent with high base whiteness.
応用例 2
実施例2で得た水性液状組成物1部を含むアル
キルベンゼンスルホン酸を主剤とする洗剤を用い
て濃度3%の水溶液を調製し、この水溶液中で木
綿金巾を浴比50:1で15分間処理し水洗後乾燥し
た。この様な処理をされた木綿金巾は著しく白度
がすぐれていた。Application Example 2 An aqueous solution with a concentration of 3% was prepared using an alkylbenzenesulfonic acid-based detergent containing 1 part of the aqueous liquid composition obtained in Example 2, and a cotton gold cloth was placed in this aqueous solution at a bath ratio of 50:1. It was treated for 15 minutes, washed with water, and then dried. The cotton gold band that had been treated in this way had extremely high whiteness.
比較例 1
MがNaである式(1)の染料のウエツトケーキ436
部(乾燥品174部を含有)、エチレンオキサイド付
加モル数35モルのポリオキシエチレンノニルフエ
ノールエーテル40部に水を加えて1000部とし撹拌
したが均一な液状とはならず、高粘度で流動性の
ない固状であつた。Comparative Example 1 Wetcake 436 of dye of formula (1) where M is Na
(Contains 174 parts of dry product), 40 parts of polyoxyethylene nonyl phenol ether with 35 moles of ethylene oxide added, water was added to make 1000 parts, and the mixture was stirred, but the liquid did not become homogeneous and had high viscosity and fluidity. It was solid with no grain.
Claims (1)
ルホリノ−S−トリアジン−6−イルアミノ)ス
チルベン−2,2′−ジスルホン酸のナトリウム塩
あるいはカリウム塩及びエチレンオキサイド付加
モル数50以上のポリオキシエチレンアルキルフエ
ノールエーテルを含有することを特徴とする水性
液状螢光増白染料組成物。1 Sodium or potassium salt of 4,4'-bis(2-o-toluidino-4-morpholino-S-triazin-6-ylamino)stilbene-2,2'-disulfonic acid and 50 or more moles of ethylene oxide added An aqueous liquid fluorescent whitening dye composition containing polyoxyethylene alkyl phenol ether.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP59151177A JPS6131468A (en) | 1984-07-23 | 1984-07-23 | Aqueous liquid fluorescent brightening dye composition |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP59151177A JPS6131468A (en) | 1984-07-23 | 1984-07-23 | Aqueous liquid fluorescent brightening dye composition |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS6131468A JPS6131468A (en) | 1986-02-13 |
JPH0519587B2 true JPH0519587B2 (en) | 1993-03-17 |
Family
ID=15512983
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP59151177A Granted JPS6131468A (en) | 1984-07-23 | 1984-07-23 | Aqueous liquid fluorescent brightening dye composition |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS6131468A (en) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
RU2418904C2 (en) * | 2004-10-27 | 2011-05-20 | Циба Спешиалти Кемикэлз Холдинг Инк. | Combination of optical bleaching agents |
-
1984
- 1984-07-23 JP JP59151177A patent/JPS6131468A/en active Granted
Also Published As
Publication number | Publication date |
---|---|
JPS6131468A (en) | 1986-02-13 |
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