JPH049188B2 - - Google Patents
Info
- Publication number
- JPH049188B2 JPH049188B2 JP58043693A JP4369383A JPH049188B2 JP H049188 B2 JPH049188 B2 JP H049188B2 JP 58043693 A JP58043693 A JP 58043693A JP 4369383 A JP4369383 A JP 4369383A JP H049188 B2 JPH049188 B2 JP H049188B2
- Authority
- JP
- Japan
- Prior art keywords
- dye
- dyeing
- polyester fiber
- present
- alkyl group
- 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.)
- Expired - Lifetime
Links
- 229920000728 polyester Polymers 0.000 claims description 7
- 239000002657 fibrous material Substances 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 239000000975 dye Substances 0.000 description 18
- 238000004043 dyeing Methods 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 239000004744 fabric Substances 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 2
- 125000004421 aryl sulphonamide group Chemical group 0.000 description 2
- LLEMOWNGBBNAJR-UHFFFAOYSA-N biphenyl-2-ol Chemical compound OC1=CC=CC=C1C1=CC=CC=C1 LLEMOWNGBBNAJR-UHFFFAOYSA-N 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 239000006260 foam Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- RELMFMZEBKVZJC-UHFFFAOYSA-N 1,2,3-trichlorobenzene Chemical compound ClC1=CC=CC(Cl)=C1Cl RELMFMZEBKVZJC-UHFFFAOYSA-N 0.000 description 1
- QZZSAWGVHXXMID-UHFFFAOYSA-N 1-amino-4-bromo-9,10-dioxoanthracene-2-sulfonic acid Chemical compound C1=CC=C2C(=O)C3=C(Br)C=C(S(O)(=O)=O)C(N)=C3C(=O)C2=C1 QZZSAWGVHXXMID-UHFFFAOYSA-N 0.000 description 1
- KWIUHFFTVRNATP-UHFFFAOYSA-N Betaine Natural products C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- KWIUHFFTVRNATP-UHFFFAOYSA-O N,N,N-trimethylglycinium Chemical compound C[N+](C)(C)CC(O)=O KWIUHFFTVRNATP-UHFFFAOYSA-O 0.000 description 1
- CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 229960003237 betaine Drugs 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 239000000986 disperse dye Substances 0.000 description 1
- GRWZHXKQBITJKP-UHFFFAOYSA-L dithionite(2-) Chemical compound [O-]S(=O)S([O-])=O GRWZHXKQBITJKP-UHFFFAOYSA-L 0.000 description 1
- 238000005562 fading Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 238000005338 heat storage Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 235000010292 orthophenyl phenol Nutrition 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000010025 steaming Methods 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
Landscapes
- Coloring (AREA)
Description
本発明は自動車用内装材としてのカーシート用
染料に関する。さらに詳しくは、本発明は、ポリ
エステル繊維材料を素材とするカーシートを耐光
性良好なピンク色に染色する染料に関するもので
ある。
近年、ポリエステル繊維材料はその優れた耐熱
性及び耐光性から、自動車用内装素材としての用
途が増加してきている。それにつれて、その着色
材である分散染料に対しても優れた耐光堅牢度特
に高温度における優れた耐光堅牢度が求められる
ようになつた。耐光堅牢度は従来JIS−L0842に
規定する温度63±３℃で露光を行なつているが、
自動車内装用途では83±３℃の高温下でしかも
400時間乃至600時間の露光に耐える堅牢度が要求
されている。特に自動車シートの用途では、蓄熱
性を有するウレタンフオーム上にポリエステル繊
維素材を張つて使用しており、実際は83±３℃以
上の高温になり、更に苛酷な条件に耐える染料が
必要とされている。
通常のJIS−L0842の条件での耐光堅牢度が良
好であつても、上記のような苛酷な条件では、著
しく耐光性が低下する場合が多く、JIS法の結果
からは一概には予想し難い。
本発明者らは、上述のような苛酷な条件に堪え
得る、ポリエステル繊維材料をピンク色に染色す
る染料を鋭意検討した結果、本発明に到達した。
すなわち、本発明は、一般式（）
（式中、Ｘは水素原子、低級アルキル基、低級ア
ルコキシ基またはハロゲン原子、Ｒはヒドロキシ
基、低級アルコキシ基、フエニルオキシ基、ハロ
ゲン原子、フルフリル基、低級アルキルカルボニ
ルオキシ基もしくはフエニル基で置換されていて
もよい炭素数１−８のアルキル基を表わす）
で示される、約83℃で600時間の露光に耐えるピ
ンク色染料からなるポリエステル繊維材料を素材
とするカーシート用染料である。
本発明の染料は、高温下でも極めてすぐれた耐
光堅牢性を有する。
本発明の化合物は１−アミノ−４−ブロムアン
トラキノン−２−スルホン酸とアリールスルホン
アミドを反応させた後、アルカリの存在下、Ｒ−
OHと反応させるか、あるいは、１−アミノ−
２，４−ジハロゲノアントラキノンとアリールス
ルホンアミドを反応させた後、アルカリの存在
下、フエノール類の存在下又は不存在下Ｒ−OH
と反応させることにより、得ることができる。
本発明の染料による染色はそれ自体公知の方法
により分散化した染料を水性媒体中に分散させて
染浴を調製し、疎水性繊維を浸漬して、加圧下
105℃以上、好ましくは110〜140℃で染色するか、
Ｏ−フエニルフエノールやトリクロルベンゼン等
のキヤリヤーの存在下で比較的高温、たとえば水
の沸騰状態で染色するか、染料分散液を布にパデ
イングし、150〜230℃で30〜60秒間の乾熱処理を
するいわゆるサーモゾル染色で染色するか、捺染
の場合は、染料分散液を適当な湖剤と共に練り合
わせ、これを布にパデイングし、スチーミングま
たはサーモゾル処理をして染色を行うことができ
る。また、トリクロロエチレンやパークロロエチ
レン等の有機溶剤を染色媒体とした溶剤染色法も
可能である。
以下に実施例によつて本発明を具体的に説明す
る。実施例に示す耐光堅牢度(1)，(2)は下記条件で
評価したものである。
(1) 高温フエードメーター使用（スガ試験機）
83±３℃×600時間
ウレタンフオーム（10mm厚）裏打ち
JIS変退色グレースケールにて判定
(2) JIS−L0842
実施例 １
下式（）
で示される化合物１部を、通常の方法で微粒化分
散し、これと高級アルコール硫酸エステル３部を
水3000部に均一に分散させて染浴を調製する。こ
の染浴にポリエステル編物（起毛品）100部を浸
漬し、130℃で60分間染色した後、染色物をカセ
イソーダ３部、ハイドロサルフアイト３部ベタイ
ン型両性活性剤３部と水3000部からなる処理液
で、85℃、10分間還元洗浄処理を行なつた。その
後、水洗、乾燥して鮮明なピンク色の染色物を得
た。この染色物は以下に示すように高温、長時間
でも良好な耐光性を有している。
なお、比較のため、近似する染料についても同
様に染色を行い、耐光堅牢度を調べた結果をあわ
せて示す。
The present invention relates to a dye for car seats as an interior material for automobiles. More specifically, the present invention relates to a dye that dyes car seats made of polyester fiber material pink with good light resistance. In recent years, polyester fiber materials have been increasingly used as interior materials for automobiles due to their excellent heat resistance and light resistance. As a result, excellent light fastness, particularly at high temperatures, has come to be required for the disperse dyes used as colorants. Light fastness is conventionally exposed at a temperature of 63±3℃ specified in JIS-L0842.
For automotive interior applications, it can be used at high temperatures of 83±3℃.
Fastness that can withstand 400 to 600 hours of exposure is required. Particularly in automotive seat applications, where polyester fiber material is stretched over urethane foam that has heat storage properties, the actual temperature can exceed 83 ± 3 degrees Celsius, and dyes that can withstand even harsher conditions are required. . Even if the light fastness is good under the normal JIS-L0842 conditions, the light fastness often deteriorates markedly under the harsh conditions mentioned above, which is difficult to predict based on the results of the JIS method. . The present inventors have arrived at the present invention as a result of extensive research into dyes that can withstand the above-mentioned harsh conditions and dye polyester fiber materials pink.
That is, the present invention provides the general formula () (In the formula, This is a dye for car seats made from a polyester fiber material made of a pink dye represented by the formula (representing an alkyl group having 1 to 8 carbon atoms which may be optional) and which can withstand exposure to light for 600 hours at about 83°C. The dyes of the present invention have excellent light fastness even at high temperatures. The compound of the present invention is prepared by reacting 1-amino-4-bromanthraquinone-2-sulfonic acid with an arylsulfonamide, and then reacting R-
or react with 1-amino-
After reacting 2,4-dihalogenoanthraquinone with arylsulfonamide, R-OH in the presence of alkali, in the presence or absence of phenols
It can be obtained by reacting with Dyeing with the dye of the present invention involves dispersing the dispersed dye in an aqueous medium by a method known per se to prepare a dye bath, immersing the hydrophobic fibers in the dye bath, and then applying the dye under pressure.
Dyeing at 105℃ or higher, preferably 110-140℃, or
Dyeing in the presence of a carrier such as O-phenylphenol or trichlorobenzene at relatively high temperatures, such as boiling water, or padding the fabric with a dye dispersion and dry heat treatment at 150-230°C for 30-60 seconds. Dyeing can be done by so-called thermosol dyeing, or in the case of textile printing, the dye dispersion can be kneaded with a suitable lake agent, padded onto cloth, and dyed by steaming or thermosol treatment. Further, a solvent dyeing method using an organic solvent such as trichlorethylene or perchloroethylene as a dyeing medium is also possible. The present invention will be specifically explained below using Examples. Light fastness (1) and (2) shown in Examples were evaluated under the following conditions. (1) Using a high temperature fade meter (Suga Test Machine) 83±3℃ x 600 hours Urethane foam (10mm thickness) lining Judging by JIS discoloration/fading gray scale (2) JIS-L0842 Example 1 Below formula () A dyebath is prepared by atomizing and dispersing 1 part of the compound represented by the formula in a conventional manner, and uniformly dispersing this and 3 parts of higher alcohol sulfate in 3,000 parts of water. After immersing 100 parts of a polyester knitted fabric (raised product) in this dye bath and dyeing it at 130°C for 60 minutes, the dyed product was prepared using a mixture of 3 parts of caustic soda, 3 parts of hydrosulfite, 3 parts of a betaine type amphoteric activator, and 3000 parts of water. Reduction cleaning treatment was performed using a treatment solution at 85°C for 10 minutes. Thereafter, it was washed with water and dried to obtain a bright pink dyed product. As shown below, this dyed product has good light resistance even at high temperatures and for long periods of time. For comparison, similar dyes were also dyed in the same manner, and the results of examining the light fastness are also shown.
【表】
実施例 ２〜９
以下の化合物についても実施例１と同様に行つ
て、耐光堅牢度の良好な染色物を得た。[Table] Examples 2 to 9 The following compounds were treated in the same manner as in Example 1 to obtain dyed products with good light fastness.
【表】【table】
Claims (1)
ルコキシ基またはハロゲン原子、Ｒは、ヒドロキ
シ基、低級アルコキシ基、フエニルオキシ基、ハ
ロゲン原子、フルフリル基、低級アルキルカルボ
ニルオキシ基もしくはフエニル基で置換されてい
てもよい炭素数１〜８のアルキル基を表わす。〕 で示される、約83℃で600時間の露光に耐えるピ
ンク色染料からなるポリエステル繊維材料を素材
とするカーシート用染料。[Claims] 1. The following general formula () [Wherein, X is a hydrogen atom, a lower alkyl group, a lower alkoxy group, or a halogen atom; represents an optionally carbon alkyl group having 1 to 8 carbon atoms. ] A dye for car seats made from a polyester fiber material made from a pink dye that can withstand exposure to light for 600 hours at approximately 83°C.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP58043693A JPS59168063A (en) | 1983-03-15 | 1983-03-15 | Dye for car seat |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP58043693A JPS59168063A (en) | 1983-03-15 | 1983-03-15 | Dye for car seat |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS59168063A JPS59168063A (en) | 1984-09-21 |
| JPH049188B2 true JPH049188B2 (en) | 1992-02-19 |
Family
ID=12670907
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP58043693A Granted JPS59168063A (en) | 1983-03-15 | 1983-03-15 | Dye for car seat |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS59168063A (en) |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2148849A1 (en) * | 1971-09-30 | 1973-04-05 | Bayer Ag | ANTHRACHINONE COMPOUNDS |
| US4110072A (en) * | 1977-05-31 | 1978-08-29 | Toms River Chemical Corporation | Composition of mixed benzensulfonamido anthraquinone dyes and linear polyester material dyed therewith |
| DE2846168A1 (en) * | 1978-10-24 | 1980-05-08 | Bayer Ag | Dyeing and printing swollen cellulose fibres - swollen with water-miscible swelling agents, using known red anthraquinone dyes |
| JPS55127466A (en) * | 1979-03-23 | 1980-10-02 | Mitsubishi Chem Ind Ltd | Anthraquinone dye for cellulose-containing fiber and the like |
-
1983
- 1983-03-15 JP JP58043693A patent/JPS59168063A/en active Granted
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2148849A1 (en) * | 1971-09-30 | 1973-04-05 | Bayer Ag | ANTHRACHINONE COMPOUNDS |
| US4110072A (en) * | 1977-05-31 | 1978-08-29 | Toms River Chemical Corporation | Composition of mixed benzensulfonamido anthraquinone dyes and linear polyester material dyed therewith |
| DE2846168A1 (en) * | 1978-10-24 | 1980-05-08 | Bayer Ag | Dyeing and printing swollen cellulose fibres - swollen with water-miscible swelling agents, using known red anthraquinone dyes |
| JPS55127466A (en) * | 1979-03-23 | 1980-10-02 | Mitsubishi Chem Ind Ltd | Anthraquinone dye for cellulose-containing fiber and the like |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS59168063A (en) | 1984-09-21 |
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