KR0130188B1 - Antistatic composition for fiber surface coating - Google Patents

Antistatic composition for fiber surface coating

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Publication number
KR0130188B1
KR0130188B1 KR1019930009976A KR930009976A KR0130188B1 KR 0130188 B1 KR0130188 B1 KR 0130188B1 KR 1019930009976 A KR1019930009976 A KR 1019930009976A KR 930009976 A KR930009976 A KR 930009976A KR 0130188 B1 KR0130188 B1 KR 0130188B1
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South Korea
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compound
antistatic agent
alkyl
fiber surface
composition
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KR1019930009976A
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Korean (ko)
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KR950000826A (en
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궁리환
이병민
박종목
윤정호
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강박광
재단법인 한국화학연구소
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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K3/00Materials not provided for elsewhere
    • C09K3/16Anti-static materials

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Chemistry (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

Antistatic agent composition having improved flexibilities and hygroscopic properties was prepared. Various kinds of fatty acids and aminoethyl ethanolamine were reacted at 170 deg.C for 3 hours, at 190-200 deg.C for 3-8 hours to synthesize 2-alkyl-1- hydroxyethyl -2-imidazoline, followed by the reaction of dimethyl sulfate to give compound(I). 5 Mol of ethylene oxide was added in monoalkylamine to give compound(II). The antistatic agent composition was prepared from compound(I) and (II) at the ratio of 4:6.

Description

섬유표면도포용 대전방지제 조성물Antistatic Agent Composition for Textile Surface Coating

본 발명은 이미다졸린계 화합물 식(1)과 사차암모늄염계 화합물 식(2)를 일정 비율로 혼합하여 얻어지는 섬유표면도포용 대전방지제의 조성물에 관한 것이다.This invention relates to the composition of the antistatic agent for fiber surface coatings obtained by mixing imidazoline type compound formula (1) and quaternary ammonium salt type compound formula (2) in fixed ratio.

여기에서 R1은 스테아릴기, 야자지방알킬기 등이며, R2는 우지지방알킬기이다.R 1 is a stearyl group, a palm fatty alkyl group, or the like, and R 2 is a tallow fatty alkyl group.

(종래의 기술)(Conventional technology)

합성섬유, 반합성섬유는 양모, 면, 견 등의 천연섬유에 비해 여러가지 우수한 물성을 가지고 있지만, 천연 섬유에는 볼 수 없었던 결점도 가지고 있다. 그중 하나가 정전기가 일어나기 쉽다는 점이다.Synthetic fibers and semi-synthetic fibers have various superior physical properties compared to natural fibers such as wool, cotton, and silk, but also have drawbacks not found in natural fibers. One of them is the possibility of static electricity.

정전기가 발생하게 되면 방적공정에서 여러가지 문제가 일어나게 되며 제품으로 사용할 경우에도 먼지가 붙기 쉽고 옷을 입고 벗을때 서로 들러붙거나 소리가 나는등의 원인이 되기도 한다. 섬유표면의 전기 저항을 충분히 저하시키면 정전기 발생 방지 효과가 생기고 그러한 목적으로 사용되는 것이 대전방지제이며 그 종류는 양이온계, 비이온계, 음이온계 및 단순물로 나뉘며 그 수는 매우 많다.When static electricity is generated, various problems occur in the spinning process, and even when used as a product, it is easy to get dust, and it may be caused to stick to each other or make noise when removing clothes. If the electrical resistance of the fiber surface is sufficiently lowered, the effect of preventing static electricity is generated, and the antistatic agent used for such purpose is classified into cationic, nonionic, anionic and simple materials, and the number thereof is very large.

위의 화합물 식(1),(2)등도 양이온계 화합물들중의 하나이며 각각 단독으로 쓰여져 왔으나 더 우수한 대전방지성을 갖는 조성물을 제공함을 목적으로 한다.The above formulas (1), (2), etc. are also one of the cationic compounds, and each of them has been used alone, but an object thereof is to provide a composition having better antistatic properties.

(과제를 해결하기 위한 수단)(Means to solve the task)

본 발명에서는 위와 같은 문제점을 해결키위해서 위 화합물 식(1)의 R1을 올레인산, 스테아린산, 야자지방산등으로부터 도입하여 합성하였고, 화합물 식(2)의 R2를 우지지방알킬로 합성하며, 위 화합물 식(1)과 (2)를 4 : 6으로 조성함을 특징으로 하는 대전방지제의 조성물을 얻는다.In the present invention, in order to solve the above problems, R 1 of the compound of formula (1) was synthesized by introducing oleic acid, stearic acid, palm fatty acid, and the like, and R 2 of compound of formula (2) was synthesized by Uji fatty alkyl, A composition of an antistatic agent is obtained, which comprises compound formulas (1) and (2) in a 4: 6 composition.

본 발명을 상세히 설명하면, 여러 종류의 지방산과 아미노에틸에탄올아민(AEEA)를 질소분위기 아래에서 170℃, 3시간 동안 반응시키고 이를 다시 190~200℃로 승온한 다음 3~8시간 반응시켜 2-알킬-1-히드록시에틸-2-이미다졸린을 합성하며, 이 이미다졸린에 디메틸설페이트(DMS)를 작용시켜 화합물 식(1)을 얻는다. 또 모노알킬아민에 에틸렌옥사이드(E.O) 5몰이 부가된 화합물에 디메틸설페이트(DMS)를 작용시켜 사차화된 화합물 식(2)를 얻는다. 이 두 화합물을 4 : 6의 조성물을 얻고 이의 유연성, 대전방지성 및 흡습성을 측정한다.When the present invention is described in detail, various types of fatty acids and aminoethylethanolamine (AEEA) are reacted at 170 ° C. for 3 hours under a nitrogen atmosphere, and then heated to 190 ° C. to 200 ° C. and then reacted for 3 to 8 hours. Alkyl-1-hydroxyethyl-2-imidazoline is synthesized, and dimethylsulfate (DMS) is applied to the imidazoline to obtain compound of formula (1). In addition, dimethylsulfate (DMS) is applied to a compound in which 5 moles of ethylene oxide (E.O) is added to a monoalkylamine to obtain quaternized compound formula (2). These two compounds obtain a composition of 4: 6 and measure their flexibility, antistatic and hygroscopicity.

실시예를 들어 상세히 설명하면 다음과 같다.For example, it will be described in detail as follows.

실시예 1Example 1

1-1. 교반기, 냉각기가 부착된 증류장치, 온도계가 장착된 500ml 4구 둥근바닥플라스크에 0.5M(141g)의 스테아린산을 투입하고 약 60~70℃로 가열한 다음, 0.5M(52g)의 AEEA를 약 30분간에 걸쳐서 적가했다.1-1. Into a 500 ml four-necked round bottom flask equipped with a stirrer, a cooler, and a thermometer, 0.5 M (141 g) of stearic acid was heated and heated to about 60 to 70 ° C., followed by 0.5 M (52 g) of AEEA. Dropped over minutes.

반응온도를 170℃로 승온시키고 3시간 동안 유지한 후 같은 온도에서 압력을 2~3torr로 감압한 뒤 5시간 동안 탈수 반응시켰다.After the reaction temperature was raised to 170 ° C. and maintained for 3 hours, the pressure was reduced to 2 to 3 torr at the same temperature, followed by dehydration for 5 hours.

반응용액의 온도를 40℃로 낮춘뒤 전 아민가를 측정하고 이에 해당하는 양의 디메틸설페이트를 천천히 첨가하여 2-스테아릴-1-히드록시에틸-2-이미다졸륨메틸설페이트(SIMS)를 제조하였다. 이에 이소프로필 알콜을 첨가하여 고형분 75%가 되게 하였다.After the temperature of the reaction solution was lowered to 40 ° C., the total amine value was measured, and the corresponding amount of dimethyl sulfate was slowly added to prepare 2-stearyl-1-hydroxyethyl-2-imidazolium methyl sulfate (SIMS). . Isopropyl alcohol was added to give a solid content of 75%.

1-2. 우지지방알킬아민 1몰에 에틸렌옥사이드 5몰을 부가하고 이를 위 1-1과 같은 반응기에 투입한 다음 반응 용액의 온도를 50℃ 이하로 유지하면서 1당량의 DMS를 천천히 투입하여 4차화시켜, 모노우지지방알킬(5EO) 메틸암모늄 메틸설페이트(TN5MS)를 제조하였다. 이 반응물에 이소프로필알콜을 첨가하여 고형분 75%가 되게 하였다.1-2. 5 moles of ethylene oxide was added to 1 mole of Uji fatty alkylamine, and this was added to the reactor as in 1-1 above, followed by quaternization by slowly adding 1 equivalent of DMS while maintaining the temperature of the reaction solution at 50 ° C. or below. Uji fattyalkyl (5EO) methylammonium methylsulfate (TN5MS) was prepared. Isopropyl alcohol was added to the reaction to obtain a solid content of 75%.

1-3. 위의 1-1, 1-2에서 제조된 SIMS와 TN5MS를 혼합 조성하여 면포, 폴리에스터포에다 일정량(PET : 포무게의 19.7%, 면 : 포무게의 14.2%) 도포하고, 유연성(Feeling Meter FM-2, Uenoyama kiko), 흡습성(침지법), 대전방지성(Super megohmo-meter SM-5E, TOA Electronics LTD)을 측정했고, 그 결과는 표 1에 나타내었다.1-3. Simultaneously mix the SIMS and TN5MS prepared in 1-1 and 1-2 above to apply a certain amount (PET: 19.7% of pore weight, cotton: 14.2% of pore weight) to cotton cloth, polyester cloth, and flexibility (Feeling Meter) FM-2, Uenoyama kiko), hygroscopicity (immersion method), antistatic property (Super megohmo-meter SM-5E, TOA Electronics LTD) were measured, and the results are shown in Table 1.

[표 1]TABLE 1

SIMS와 TN5NS의 조성물의 대전방지성, 유연성, 흡습성(0.25% 용액)Antistatic, Flexible, Hygroscopic (0.25% Solution) of SIMS and TN5NS Compositions

실시예 2Example 2

2-1. 스테아린산 대신에 야자지방산을 사용한 외에는 실시예 1-1가 마찬가지로 실시하여 2-코코패티-1-히드록시에틸-2-이미다졸륨메틸설페이트(CIMS)를 제조하였다.2-1. Example 1-1 was similarly carried out except that palm fatty acid was used instead of stearic acid, to prepare 2-cocofatty-1-hydroxyethyl-2-imidazolium methyl sulfate (CIMS).

2-2. 위 2-1의 CIMS와 1-2의 TN5MS를 혼합 조성하여 면포, 폴리에스터포에다 일정량(1-3과 같음) 도포하고 유연성, 흡수성, 대전방지성을 측정하였고, 그 결과는 표 2에 나타내었다.2-2. Above 2-1 CIMS and 1-2 TN5MS mixed composition was applied to a cotton cloth, polyester fabric a certain amount (same as 1-3) and measured the flexibility, absorbency, antistatic properties, the results are shown in Table 2 It was.

[표 2]TABLE 2

CIMS와 TN5MS의 조성물의 대전방지성, 유연성, 흡습성(0.25% 용액)Antistatic, Flexible, Hygroscopic (0.25% Solution) of CIMS and TN5MS Compositions

실시예 1,2에서 살펴본 바와 같이 대전방지제 화합물 식(1)과 (2)의 조성물의 성능이 각 단일 물질들보다 뛰어난 대전방지 효과가 있음을 알 수 있다.As described in Examples 1 and 2, it can be seen that the performance of the composition of the antistatic compound of the formulas (1) and (2) is superior to that of each single substance.

Claims (2)

2-알킬-1-히드록시에틸-2-이미다졸륨메틸설페이트와 모노알킬암모늄(5EO) 메틸설페이트의 비를 4 : 6으로 조성함을 특징으로 하는 대전 방지제의 조성물.A composition of an antistatic agent, characterized in that the ratio of 2-alkyl-1-hydroxyethyl-2-imidazolium methylsulfate and monoalkylammonium (5EO) methylsulfate is 4: 6. 제1항에 있어서, 이미다졸륨 화합물의 알킬은 야자지방산, 스테아르산이고, 암모늄 화합물의 알킬은 우지지방산알킬임을 특징으로 하는 대전 방지제의 조성물.The antistatic agent composition according to claim 1, wherein the alkyl of the imidazolium compound is palm fatty acid or stearic acid, and the alkyl of the ammonium compound is alkyl uji fatty acid.
KR1019930009976A 1993-06-03 1993-06-03 Antistatic composition for fiber surface coating KR0130188B1 (en)

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