KR20090044715A - Dyestuffs for dyeing polypropylene fiber - Google Patents

Dyestuffs for dyeing polypropylene fiber Download PDF

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KR20090044715A
KR20090044715A KR1020070110938A KR20070110938A KR20090044715A KR 20090044715 A KR20090044715 A KR 20090044715A KR 1020070110938 A KR1020070110938 A KR 1020070110938A KR 20070110938 A KR20070110938 A KR 20070110938A KR 20090044715 A KR20090044715 A KR 20090044715A
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dye
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dyeing
polypropylene fiber
polypropylene
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KR100910170B1 (en
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김태경
정종석
윤석한
김미경
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경북대학교 산학협력단
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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B29/00—Monoazo dyes prepared by diazotising and coupling
    • C09B29/06—Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
    • C09B29/08—Amino benzenes
    • 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
    • D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/34—Material containing ester groups
    • D06P3/52—Polyesters

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Abstract

본 발명에서는 염색이 극히 어려운 것으로 알려진 개질되지 않은 순수한 폴리프로필렌 섬유를 우수한 견뢰도를 갖도록 염색할 수 있는 염료를 제공한다.The present invention provides dyes capable of dyeing unmodified, pure polypropylene fibers known to be extremely difficult to dye with good fastnesses.

본 발명에 따른 순수 폴리프로필렌 섬유용 염료는, 하기 일반식 (Ⅰ)로 표시되는 모노아조계의 염료로서, 화학식 중, A, B, C, D 및 E는 각각 독립적으로 수소, 메틸, 에틸, 니트로, 시아노, 할로겐, 메톡시, 에톡시, 아미노, 시아노에틸, 아세톡시에틸, 아릴, 벤조일옥시에틸, 또는 아세트아미드기를 나타내고, R은 탄소수 3~10의 알킬기를 나타낸다.The dye for pure polypropylene fibers according to the present invention is a monoazo dye represented by the following general formula (I), in which A, B, C, D and E are each independently hydrogen, methyl, ethyl, Nitro, cyano, halogen, methoxy, ethoxy, amino, cyanoethyl, acetoxyethyl, aryl, benzoyloxyethyl, or acetamide group, and R represents an alkyl group having 3 to 10 carbon atoms.

Figure 112007078669568-PAT00001
Figure 112007078669568-PAT00001

폴리프로필렌, 염료, 염색, 모노아조, 탄소수, 소수성 Polypropylene, dye, dyeing, monoazo, carbon number, hydrophobic

Description

폴리프로필렌 섬유용 염료{Dyestuffs for dyeing polypropylene fiber}Dyestuffs for dyeing polypropylene fiber

본 발명은 폴리프로필렌 섬유를 염색하기 위한 염료에 관한 것이며, 보다 상세하게는 염색이 극히 어려운 것으로 알려진 개질되지 않은 순수한 폴리프로필렌 섬유를 우수한 견뢰도를 갖도록 염색할 수 있는 염료에 관한 것이다.FIELD OF THE INVENTION The present invention relates to dyes for dyeing polypropylene fibers, and more particularly to dyes capable of dyeing unmodified pure polypropylene fibers with good fastness, which is known to be extremely difficult to dye.

폴리프로필렌 섬유는 4.5~9.0g/d 정도의 강도와 25~60% 정도의 신도를 가지는 섬유로서 현재 가장 보편적으로 사용되고 있는 폴리에스테르 섬유와 유사한 정도의 기계적 특성을 가질 뿐 아니라, 내약품성도 뛰어난 우수한 섬유소재이다. 또한 섬유의 비중이 0.90~0.92 정도로서 모든 섬유 중에서 가장 비중이 낮아 물에 뜨는 섬유소재로도 알려져 있으며, 최근 경량소재를 이용한 스포츠 의류용으로의 전개도 기대되고 있다. Polypropylene fiber has strength of about 4.5 ~ 9.0g / d and elongation of about 25 ~ 60%, and not only has the same mechanical properties as polyester fiber which is most commonly used today, but also has excellent chemical resistance. It is a fiber material. In addition, the specific gravity of the fiber is about 0.90 ~ 0.92, the lowest specific gravity among all the fibers are known as a floating fiber material, and is also expected to develop for sports clothing using lightweight materials recently.

또한, 폴리프로필렌섬유는 수분율도 0.05% 이하의 낮은 값을 보이고 있으므로 용도 전개에 따라서는 속건 소재로서의 응용도 가능하며, 이외에도 0.12W/mK의 낮은 열전도율로 인해 보온성 소재로의 전개도 가능하다. In addition, the polypropylene fiber has a low moisture content of 0.05% or less, so that it can be applied as a quick-drying material depending on the development of the use. In addition, the low thermal conductivity of 0.12 W / mK allows the development of a heat insulating material.

그러나 폴리프로필렌 섬유는 그 특유의 극단적인 소수성으로 말미암아 물을 매체로 하는 염색시스템에서 어떠한 염료를 사용하더라도 염색이 거의 불가능하여 난염성 섬유로 알려져 있다.However, polypropylene fiber is known as flame retardant fiber because its unique hydrophobicity makes it almost impossible to dye any dye in a water-based dyeing system.

이러한 폴리프로필렌 섬유를 염색하기 위해서는 현재 두 가지 정도의 착색법이 알려져 있는데, 그중 하나는 방사시에 유색안료를 첨가하여 방사하는 원착법이고, 다른 하나는 폴리프로필렌에 염색이 가능한 다른 고분자를 혼합하는 고분자 블렌드 기법이나 폴리프로필렌을 여러 가지 방법에 의하여 화학적으로 개질하는 방법이다. To dye these polypropylene fibers, two kinds of coloring methods are currently known, one of which is an original method of spinning by adding a colored pigment during spinning, and the other is a method of mixing other polymers that can be dyed with polypropylene. It is a method of chemically modifying polymer blend technique or polypropylene by various methods.

상술한 전자의 원착법은 섬유의 방사시에 안료를 첨가함으로써 폴리프로필렌의 물성변화 없이 착색시키는 것이 가능하기는 하지만, 섬유 필라멘트의 색상이 방사시에 정해져 버리므로 후염색법에 비해 색상의 응용면에서 상당히 제한적이다. 한편, 두 번째 방법은 후염색법에 의해 색상발현이 가능하기는 하나 폴리프로필렌 소재를 화학적으로 변형시키므로 폴리프로필렌 고유의 특성을 필연적으로 변화시킬 수밖에 없는 근본적인 단점이 있다.Although the above-mentioned primary electrodeposition method can be colored without changing the physical properties of polypropylene by adding a pigment at the time of spinning of the fiber, the color of the fiber filament is determined at the time of spinning, in terms of application of color compared to the post-dyeing method. It is quite limited. On the other hand, although the second method is possible to express the color by the post-dyeing method, since the polypropylene material is chemically modified, there is a fundamental disadvantage inevitably changing the characteristics of the polypropylene.

따라서, 후염색법에 의해 개질되지 않은 폴리프로필렌 섬유를 효과적으로 염색할 수 있는 방법이나 비개질의 순수한 폴리프로필렌 섬유를 원하는 색상으로 고견뢰도로 염색할 수 있는 염료는 현재까지 알려지지 않은 실정이다. Therefore, dyes capable of effectively dyeing polypropylene fibers that have not been modified by the post-dyeing method or dyes capable of dyeing unmodified pure polypropylene fibers with a high color with a desired color are not known to date.

본 발명은 상술한 폴리프로필렌 섬유 염색에 있어서의 제반 문제점을 해결하기 위해 이루어진 것으로서, 개질되지 않은 순수한 폴리프로필렌 섬유를 후염색법에 의해 만족스런 품질로 염색할 수 있는 폴리프로필렌 섬유 염색용의 새로운 염료를 제공하는 것을 목적으로 한다.The present invention has been made to solve the above-mentioned problems in the dyeing of polypropylene fibers, and a new dye for dyeing polypropylene fibers, which can dye unsaturated pure polypropylene fibers with satisfactory quality by a post-dyeing method. It aims to provide.

상기 목적은, 하기 일반식 (Ⅰ)로 표시되는 것을 특징으로 하는 모노아조계의 폴리프로필렌 섬유용 염료에 의해 달성된다: The above object is achieved by a dye for monoazo polypropylene fibers, characterized by the following general formula (I):

Figure 112007078669568-PAT00002
Figure 112007078669568-PAT00002

상기 식에서, A, B, C, D 및 E는 각각 독립적으로 수소, 메틸, 에틸, 니트로, 시아노, 할로겐, 메톡시, 에톡시, 아미노, 시아노에틸, 아세톡시에틸, 아릴, 벤조일옥시에틸, 또는 아세트아미드기이며, R은 탄소수 3~10의 알킬기이다.Wherein A, B, C, D and E are each independently hydrogen, methyl, ethyl, nitro, cyano, halogen, methoxy, ethoxy, amino, cyanoethyl, acetoxyethyl, aryl, benzoyloxyethyl Or an acetamide group, and R is an alkyl group having 3 to 10 carbon atoms.

상기 구성의 본 발명에 따른 순수 폴리프로필렌 섬유용 염료는 말단아미노기의 2개의 수소 원자 대신에 탄소수 3~10의 긴 알킬기인 R을 포함하고 있기 때문에 극도의 소수성을 띠게 된다. 따라서, 마찬가지로 극도의 소수성을 띤 순수 폴리프 로필렌 섬유에 대해 높은 친화력을 가지게 되어 고농도와 높은 견뢰도를 갖도록 염색할 수 있다.The dye for pure polypropylene fibers according to the present invention having the above constitution has extremely hydrophobic because it contains R, which is a long alkyl group having 3 to 10 carbon atoms, instead of two hydrogen atoms of the terminal amino group. Thus, likewise, it has a high affinity for purely polypropylene fibers with extremely hydrophobic properties and can be dyed to have high concentration and high fastness.

이때, R에 있어서의 탄소수는 많을수록 폴리프로필렌섬유에 대한 염착성이 증가하고 각종 견뢰도도 증가하게 되지만, 상기 범위를 초과하여 탄소수가 많아지면 분산 등의 염색작업에 어려움이 있으며, 상기 범위보다 탄소수가 적으면 폴리프로필렌섬유에 대한 친화력이 현저하게 저하하여 농색으로 염색하는 것이 어렵게 된다. At this time, as the number of carbon in R increases, the dyeing property to polypropylene fiber increases and also various fastnesses increase. However, when the number of carbons exceeds the above range, the dyeing operation such as dispersion is difficult, and the carbon number is less than the above range. If it is, the affinity for the polypropylene fiber is significantly lowered, making it difficult to dye in dark colors.

한편, 상기 A, B, C, D, 및 E에는 다양한 치환기들이 치환될 수 있으며, 이들 각 치환기들의 종류에 따라서 고유한 색상을 띠게 된다. 다만, 폴리프로필렌 섬유에 대해 높은 친화성을 갖게 하기 위해서는 극성 치환기를 많이 포함하는 것은 바람직하지 않다.Meanwhile, various substituents may be substituted for A, B, C, D, and E, and each of the substituents has a unique color. However, in order to have high affinity with respect to polypropylene fiber, it is not preferable to include many polar substituents.

상기 본 발명에 따른 염료는 일반적인 디아조화-커플링반응을 이용하여 합성이 가능하다.  The dye according to the present invention can be synthesized using a general diazotization-coupling reaction.

이에 대해 간략하게 설명하면, 먼저 디아조 성분으로 하기 일반식 (Ⅱ)로 표시되는 아닐린 화합물을 물과 아세톤의 혼합용매 내에서 아질산나트륨(NaNO2) 및 염산(HCl)으로 처리하여 화학식 (Ⅲ)과 같은 형태로 디아조화한다.Briefly, the aniline compound represented by the following general formula (II) as a diazo component is first treated with sodium nitrite (NaNO 2 ) and hydrochloric acid (HCl) in a mixed solvent of water and acetone to give a general formula (III). The diazotization looks like this.

Figure 112007078669568-PAT00003
Figure 112007078669568-PAT00003

Figure 112007078669568-PAT00004
Figure 112007078669568-PAT00004

그 후, 하기 일반식 (Ⅳ)로 표시되는 커플러 화합물을 첨가하여 0~5℃의 온도를 유지하면서 커플링반응을 시켜 상기 일반식 (Ⅰ)의 염료를 합성한 후, 여과 분리를 통해 원하는 염료를 얻게 된다.Thereafter, a coupler compound represented by the following general formula (IV) is added to carry out a coupling reaction while maintaining a temperature of 0 to 5 ° C to synthesize the dye of the general formula (I), and then the desired dye through filtration separation. You get

Figure 112007078669568-PAT00005
Figure 112007078669568-PAT00005

본 발명에 따른 폴리프로필렌 섬유용 모노아조계 염료를 사용하면, 개질되지 않은 순수한 폴리프로필렌 섬유를 후염색법에 의해 높은 견뢰도와 농색으로 염색할 수 있다. 특히, 본 발명에 따른 염료는 간단한 공정에 의해 제조가 가능할 뿐만 아니라, 삼원색 염료로 사용될 수 있는 밝고 선명한 노랑(Yellow)과 빨강(Red)색 계통의 염료를 포함하기 때문에 산업적 측면에서 이용가치가 매우 높다.By using the monoazo dye for polypropylene fibers according to the present invention, pure polypropylene fibers, which are not modified, can be dyed with high fastness and deep color by post dyeing. In particular, the dye according to the present invention is not only not only can be manufactured by a simple process, but also has a very useful value in terms of industrial value because it includes bright and bright yellow and red dyes that can be used as three primary dyes. high.

이하, 실시예를 통해 본 발명을 좀 더 상세하게 설명한다.Hereinafter, the present invention will be described in more detail with reference to Examples.

[[ 실시예Example 1~3] 1 ~ 3]

물과 아세톤의 혼합용매 내에서 하기 표 1에 기재된 각 아민 화합물 1몰에 아질산나트륨(NaNO2) 1몰과 염산(HCl) 2.1몰을 가하여 0~5℃의 온도를 유지하면서 디아조화반응을 실시하였다.1 mole of sodium nitrite (NaNO 2 ) and 2.1 mole of hydrochloric acid (HCl) were added to 1 mole of each amine compound shown in Table 1 in a mixed solvent of water and acetone, and the diazotization reaction was carried out while maintaining a temperature of 0 to 5 ° C. It was.

얻어진 디아조화된 용액에 표 1의 각 커플러 화합물을 1몰씩 첨가하여 0~5℃의 온도를 유지하면서 1시간 동안 반응을 진행시켜 각각 본 발명에 따른 염료를 합성하고, 합성된 염료를 여과 및 세척 건조하여 각각 표 1에 나타낸 것과 같은 염료를 얻었다.1 mole of each coupler compound of Table 1 was added to the obtained diazotized solution to carry out the reaction for 1 hour while maintaining the temperature of 0 to 5 ° C. to synthesize the dye according to the present invention, and the synthesized dye was filtered and washed. It dried and obtained dyes as shown in Table 1, respectively.

구분division 디아조 화합물Diazo Compound 커플러Coupler 합성 염료Synthetic dyes 최대 흡수파장Absorption wavelength 색상color 실시예 1Example 1

Figure 112007078669568-PAT00006
Figure 112007078669568-PAT00006
Figure 112007078669568-PAT00007
Figure 112007078669568-PAT00007
Figure 112007078669568-PAT00008
Figure 112007078669568-PAT00008
 430㎚430 nm YellowYellow 실시예 2Example 2
Figure 112007078669568-PAT00009
Figure 112007078669568-PAT00009
Figure 112007078669568-PAT00010
Figure 112007078669568-PAT00010
Figure 112007078669568-PAT00011
Figure 112007078669568-PAT00011
 475㎚475 nm RedRed 실시예 3Example 3
Figure 112007078669568-PAT00012
Figure 112007078669568-PAT00012
Figure 112007078669568-PAT00013
Figure 112007078669568-PAT00013
Figure 112007078669568-PAT00014
Figure 112007078669568-PAT00014
 465㎚465 nm Reddish OrangeReddish orange

상기 각 실시예에서 디아조 화합물과 커플러에 있어서의 벤젠환의 치환기의 종류에 따라 다양한 색상의 염료로 전개가 가능함을 확인할 수 있었다. 특히, 실시예 1과 2에서 합성한 염료는 밝고 선명한 Yellow와 Red 색상으로서 삼원색 염료로 사용 가능하다.In each of the above examples, it was confirmed that the development was possible with dyes of various colors depending on the type of substituents of the benzene ring in the diazo compound and the coupler. In particular, the dyes synthesized in Examples 1 and 2 can be used as three primary dyes as bright and vivid yellow and red colors.

시험 1Test 1

상기 각 실시예에서 합성한 염료들을 사용하여 하기와 같은 조건으로 염색하고, 견뢰도 시험을 실시한 결과, 표 2에서와 같은 결과를 나타내어 양호한 견뢰도를 나타냄을 확인할 수 있었다.Using the dyes synthesized in each of the above examples, the dye was subjected to the following conditions, and a fastness test was performed. As a result, it was confirmed that the fastness was shown by the results shown in Table 2.

염색방법은 순수한 폴리프로필렌 섬유 1g에 대해 각 실시예에서 합성된 염료 0.05g(5% o.w.f)을 분산제 0.1g을 사용하여 50㎖의 물에 분산시키고, 폴리프로필렌 섬유를 투입한 후, 130℃의 온도에서 1시간 동안 가열하여 염착시킨 후, 소핑 및 수세하고 건조하여 사용하였다.In the dyeing method, 0.05 g (5% owf) of the dye synthesized in each example was dispersed in 50 ml of water using 0.1 g of a dispersant for 1 g of pure polypropylene fiber. The mixture was heated and dyed for 1 hour at a temperature, and then used by soaping, washing and drying.

구분division 실시예 1Example 1 실시예 2Example 2 실시예 3Example 3 세탁견뢰도 (KS K 0430 A-1)Color fastness to washing (KS K 0430 A-1) 변퇴색Fading 4~5급4 ~ 5 level 4~5급4 ~ 5 level 4~5급4 ~ 5 level 오염 (모든 섬유)Pollution (all fibers) 4~5급4 ~ 5 level 4~5급4 ~ 5 level 4급Grade 4 마찰견뢰도(KS K 0650)Friction fastness (KS K 0650) 4~5급4 ~ 5 level 4~5급4 ~ 5 level 4급Grade 4 일광견뢰도(ISO 015 B02)Daylight Fastness (ISO 015 B02) 3~4급3 ~ 4 level 3~4급3 ~ 4 level 3~4급3 ~ 4 level

[[ 비교예Comparative example 1~3 및  1-3 and 실시예Example 4~11] 4-11]

실시예 2에서 합성한 Red 색상의 염료의 합성에서와 동일하게 실시하되, 커플러에 있어서의 알킬기 R의 길이를 하기 표 3에서와 같이 변화시켜 실험하였다.The experiment was carried out in the same manner as in the synthesis of the dye of red color synthesized in Example 2, but changing the length of the alkyl group R in the coupler as shown in Table 3 below.

구분division 비교예 1Comparative Example 1 비교예 2Comparative Example 2 비교예 3Comparative Example 3 실시예 4Example 4 실시예 5Example 5 실시예 6Example 6 실시예 7Example 7 실시예 8Example 8 실시예 9Example 9 실시예 10Example 10 실시예 11Example 11 알킬기의 길이 (탄소수)Length of alkyl group (carbon number) 00 1One 22 33 44 55 66 77 88 99 1010

상기 각 비교예 및 실시예에서 얻어진 염료를 사용하여 1g의 순수한 폴리프로필렌 섬유에 5% o.w.f의 농도로 130℃의 온도에서 1시간 동안 염색하고, 염색물의 색상강도를 측정하여 상대적인 색상강도를 도 1의 그래프로 나타내었다. 1 g of pure polypropylene fiber was dyed for 1 hour at a temperature of 130 ° C. at a concentration of 5% owf using the dyes obtained in each of Comparative Examples and Examples, and the color intensity of the dye was measured. Shown as a graph of.

도 1에서 보는 것과 같이 치환기의 탄소수가 증가함에 따라 염색물의 상대적 색상강도는 증가하며, 특히 탄소수가 0~3까지는 증가폭이 매우 크고, 3 이상에서는 변화가 미미하였다.As shown in Figure 1, as the carbon number of the substituents increases, the relative color intensity of the dyeing is increased, especially the increase in carbon number from 0 to 3 is very large, the change is less than three.

시험 2Test 2

상기 실시예 4~11에서 얻어진 염색물을 사용하여 시험 1에서와 같이 견뢰도 시험을 실시하여 그 결과를 하기 표 4에 나타내었다.The fastness test was performed as in Test 1 using the dyes obtained in Examples 4 to 11, and the results are shown in Table 4 below.

구분division 실시예 4Example 4 실시예 5Example 5 실시예 6Example 6 실시예 7Example 7 실시예 8 Example 8 실시예 9Example 9 실시예 10Example 10 실시예 11Example 11 세탁견뢰도 (KS K 0430 A-1)Color fastness to washing (KS K 0430 A-1) 변퇴색Fading 4급Grade 4 4~5급4 ~ 5 level 4~5급4 ~ 5 level 4~5급 4 ~ 5 level 4~54 ~ 5 4~5급4 ~ 5 level 4~5급4 ~ 5 level 4~5급4 ~ 5 level 오염pollution 3급Level 3 3~4급3 ~ 4 level 4급Grade 4 4~5급4 ~ 5 level 4~54 ~ 5 4~5급4 ~ 5 level 4~5급4 ~ 5 level 4~5급4 ~ 5 level 마찰견뢰도(KS K 0650)Friction fastness (KS K 0650) 3~4급3 ~ 4 level 4급Grade 4 4급Grade 4 4~5급4 ~ 5 level 5~5급5 ~ 5 class 4~5급4 ~ 5 level 4~5급4 ~ 5 level 4~5급4 ~ 5 level 일광견뢰도(ISO 015 B02)Daylight Fastness (ISO 015 B02) 3~4급3 ~ 4 level 3~4급3 ~ 4 level 3~4급3 ~ 4 level 3~4급3 ~ 4 level 4급Grade 4 4급Grade 4 4급Grade 4 4급Grade 4

견뢰도 시험 결과, 탄소수가 많아짐에 따라 세탁, 마찰, 일광견뢰도가 좋아지는 경향이 있음을 알 수 있었다.As a result of the fastness test, it was found that washing, friction, and light fastness tended to improve as the carbon number increased.

도 1은 커플러에 있어서의 알킬기의 탄소수에 따른 염색물의 상대적 색상강도에 대한 실험결과를 도시한 그래프.1 is a graph showing the experimental results for the relative color intensity of the dyeing according to the carbon number of the alkyl group in the coupler.

Claims (4)

하기 일반식 (Ⅰ)로 표시되는 것을 특징으로 하는 모노아조계의 폴리프로필렌 섬유용 염료: A dye for a monoazo-based polypropylene fiber, represented by the following general formula (I):
Figure 112007078669568-PAT00015
Figure 112007078669568-PAT00015
 (상기 식에서, A, B, C, D 및 E는 각각 독립적으로 수소, 메틸, 에틸, 니트로, 시아노, 할로겐, 메톡시, 에톡시기, 아미노, 시아노에틸, 아세톡시에틸, 아릴, 벤조일옥시에틸, 또는 아세트아미드기이며, R은 탄소수 3~10의 알킬기이다.)Wherein A, B, C, D and E are each independently hydrogen, methyl, ethyl, nitro, cyano, halogen, methoxy, ethoxy group, amino, cyanoethyl, acetoxyethyl, aryl, benzoyloxy Is an ethyl or acetamide group, and R is an alkyl group having 3 to 10 carbon atoms.) 제 1항에 있어서, 상기 A, B, C, D, 및 E는 모두 수소인 것을 특징으로 하는 폴리프로필렌 섬유용 염료.The dye for polypropylene fiber according to claim 1, wherein A, B, C, D, and E are all hydrogen. 제 1항에 있어서, 상기 A는 니트로기이고, 상기 B는 염소기이며, 상기 C, D 및 E는 수소인 것을 특징으로 하는 폴리프로필렌 섬유용 염료.The dye for polypropylene fiber according to claim 1, wherein A is a nitro group, B is a chlorine group, and C, D and E are hydrogen. 제 1항 내지 제 3항 중 어느 한 항에 있어서, 상기 R은 헥실기인 것을 특징으로 하는 폴리프로필렌 섬유용 염료.The dye for polypropylene fiber according to any one of claims 1 to 3, wherein R is a hexyl group.
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KR20180079578A (en) * 2016-12-30 2018-07-11 한국생산기술연구원 Azo disperse dyes and sublimation transferring ink comprising thereof
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KR101339336B1 (en) * 2012-05-29 2013-12-09 박재홍 One bath one step dyeing method for mixed fabric of pure polypropylene and polyester
KR101547736B1 (en) * 2013-12-10 2015-08-26 경북대학교 산학협력단 Monoazo dye whose color changes when an acid is added
KR101590732B1 (en) 2014-12-22 2016-02-02 충남대학교산학협력단 Dyeing method of polyolefin based fiber
KR102481634B1 (en) * 2021-03-17 2022-12-27 한국화학연구원 Fiber sensor coated with azo-based compound for detecting hazardous acid and manufacturing method thereof

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