WO2014069897A1 - Hydrocarbon identification sensor, method for manufacturing same, and application thereof - Google Patents

Hydrocarbon identification sensor, method for manufacturing same, and application thereof Download PDF

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WO2014069897A1
WO2014069897A1 PCT/KR2013/009738 KR2013009738W WO2014069897A1 WO 2014069897 A1 WO2014069897 A1 WO 2014069897A1 KR 2013009738 W KR2013009738 W KR 2013009738W WO 2014069897 A1 WO2014069897 A1 WO 2014069897A1
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hydrocarbon
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identification sensor
swellable
hydrocarbon identification
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김종만
이찬우
박동훈
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한양대학교 산학협력단
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    • G01N21/78Systems in which material is subjected to a chemical reaction, the progress or the result of the reaction being investigated by observing the effect on a chemical indicator producing a change of colour
    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N21/00Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
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    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
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    • G01N33/28Oils, i.e. hydrocarbon liquids
    • G01N33/2835Oils, i.e. hydrocarbon liquids specific substances contained in the oil or fuel

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Abstract

The present invention relates to a hydrocarbon identification sensor, to a method for manufacturing same, and to an application thereof and, more particularly, to a hydrocarbon identification sensor which identifies hydrocarbons by using a swelling hydrocarbon absorbing material or a material presenting color transition or fluorescence due to an external stimulus, to a method for manufacturing same, and to an application thereof. According to the present invention, through the use of the swelling hydrocarbon absorbing material or the material presenting color transition or fluorescence due to an external stimulus, hydrocarbons can be easily identified with the naked eye at anytime and anywhere without expensive and complex equipment. In addition, even a difficult-to-identify constitutional isomer of saturated hydrocarbon structure which defies easy identification can be easily identified. In particular, according to the present invention, kerosene and diesel can be easily identified anytime and anywhere with the naked eye, unlike in identifier adding methods or rarely accessible complex analysis methods which are currently in use to identify kerosene and diesel showing similar petrochemical product characteristics, and thus counterfeit diesel posing a social problem can be detected. Further, according to the present invention, hydrocarbons can be easily and simply identified with the naked eye without expensive and complex equipment, and thus the present invention can be easily used even by the general public.

Description

명세서  Specification
발명의명칭:탄화수소식별센서,그제조방법및용도 기술분야  Name of invention: hydrocarbon identification sensor, manufacturing method and application
[1] 본발명은탄화수소식별센서 ,그제조방법및용도에관한것으로,더욱  [1] The present invention relates to a hydrocarbon identification sensor, a manufacturing method thereof, and a use thereof.
상세하게는팽윤성이 있는탄화수소흡수재와외부자극에의해색전이되거나 형광이나타나는물질을이용하여탄화수소를식별하는탄화수소식별센서,그 제조방법및용도에관한것이다.  Specifically, the present invention relates to a hydrocarbon identification sensor for identifying hydrocarbons using a swellable hydrocarbon absorber and an external stimulus that are embolized or exhibited fluorescence, and a manufacturing method and a use thereof.
배경기술  Background
[2] 탄소와탄소사이의결합이단일결합인탄화수소를포화탄화수소라한다. 석유등의화석연료에포함되어 있어석유의분별증류과정에서얻을수있는 포화탄화수소는매우안정하여반웅성이매우낮아분별이쉽지않은특성이 있어질량분석법 (mass spectrometry),가스크로마토그래피 (gas chromatography), 증류 (distillation)등의 전문적인분석법들이사용된다.또한경유에등유를섞어 만든유사경유 (등유가포함된경유)를분석하는경우에도밀도를측정하거나, 증류,가스크로마토그래피둥의분석법이이용된다.  [2] Hydrocarbons in which the carbon-to-carbon bond is a single bond are called saturated hydrocarbons. Saturated hydrocarbons that can be obtained in the process of fractional distillation of petroleum, which are included in fossil fuels such as petroleum, are very stable and have very low reaction properties, so they are not easy to distinguish. Mass spectrometry, gas chromatography, Professional methods, such as distillation, are used.In addition, when analyzing similar diesel fuels (petroleum-containing kerosene) made of a mixture of kerosene and kerosene, densities are measured, or distillation and gas chromatography columns are used. .
[3] 그러나이와같은방법들은고가의장비가필요하거나장비가갖춰진곳에서만 분석이가능하기때문에장소가제한적이며,복잡한장비사용법을익혀야하며 측정시간이오래걸리는등의문제가있어일반인들에게는접근성이취약하다. 또한이와같은방법들은같은탄소개수를갖는동일한분자식의  [3] However, these methods can be analyzed only where expensive equipment is needed or where the equipment is equipped. Therefore, there are problems such as limited use of the equipment, learning to use complicated equipment, and long measurement time. weak. These same methods also have the same molecular weight with the same carbon number.
구조이성질체에서대한분별이어렵기때문에이러한탄화수소들로이루어진 석유의경우분별이용이하지않은단점이있다.특히등유와경유의경우성분 내에포함되는탄소개수가크게차이나지않아분별하기가더욱어려운데,현재 시중에서는등유와경유제품에각각식별제를소량첨가하여이를구별하고 있다.하지만식별제로쓰이는물질이활성탄이나백토에의해쉽게제거되고, 식별제가제거되고나면석유제품을고가의장비를이용하여분석해야만알수 있어역시일반인들은쉽게이용하기어렵다.  Petroleum consisting of these hydrocarbons is not readily fractionated because the structure is difficult to fractionate from isomers, especially in the case of kerosene and diesel, because the number of carbons contained in the components is not significantly different, which is more difficult to discern today. Small quantities of identifiers are added to kerosene and diesel products to distinguish them.However, the substances used as identifiers are easily removed by activated carbon or clay, and once the identifiers are removed, the petroleum products can only be analyzed using expensive equipment. The general public is difficult to use.
[4] 최근독일의 LEITE^JBERGER GMBH사에서경유와바이오디젤의비중  [4] Recent weighting of diesel and biodiesel at LEITE ^ JBERGER GMBH in Germany
차이를이용한경유성분분석기가출시되었으나분석기기자체가비싸고, 분석에많은양의시료 (500mL)가필요하다는단점이있다.또한다른물질을 첨가하여비중올조절할수있기때문에불법석유제조자들이다른유사석유 제조방법을찾을확률이높다는점에서문제점이 있다.  Differential gasoline analyzers have been launched, but the analytical equipment itself is expensive and requires a large amount of sample (500 mL) for analysis. The problem lies in the high probability of finding a manufacturing method.
[5] 일본등록특허제 3841513호에서는바륨세륨계산화물을고체전해질에이용한 한계전류식탄화수소센서를개시하고있으나,일반인들이쉽게사용하기에는 어려움이 있고과제해결수단에서도본원발명과차이가있다.  [0005] Japanese Patent No. 3841513 discloses a limiting current hydrocarbon sensor using barium cerium oxide as a solid electrolyte, but it is difficult for the general public to use, and there is a difference from the present invention in the solution.
[6] [선행기술문헌]일본둥록특허제 3841513호  [6] [Preceding Technical Documents] Japanese Patent No. 3841513
발명의상세한설명 기술적과제 Detailed description of the invention Technical task
[7] 상기와같은문제점을해결하기위하여,본발명은고가의복잡한장비없이 간단한방법으로쉽게이용할수있도록함으로써비용을절감하고작업효율을 개선할수있는탄화수소식별센서,그제조방법및용도를제공한다ᅳ 과제해결수단 , [7] In order to solve the above problems, the present invention provides a hydrocarbon identification sensor, a manufacturing method and a use thereof, which can reduce costs and improve working efficiency by making it easy to use in a simple manner without expensive and complicated equipment. problem solving means,
[8] 본발명에따른탄화수소식별센서제조방법은,팽윤성이있는탄화수소  [8] A hydrocarbon identification sensor manufacturing method according to the present invention is a hydrocarbon having swelling property.
흡수재에다이아세틸렌모노머를흔합하는단계 (단계 a);상기단계 a의 흔합물을노광하여다이아세틸렌모노머를광중합하는단계 (단계 b);및상기 단계 b에서광중합한흔합물에경화제를흔합하는단계 (단계 c)를포함한다.  Mixing the diacetylene monomer in the absorbent material (step a); exposing the mixture of step a to photopolymerizing the die acetylene monomer (step b); and mixing the curing agent with the photopolymerized mixture in step b. (Step c).
[9] 또한,본발명에따른다른형태의탄화수소식별센서제조방법은,팽윤성 있는 탄화수소흡수재에다이아세틸렌모노머를흔합하는단계 (단계 a ;상기단계 a'의흔합물에경화제를흔합하는단계 (단계 b');및상기단계 b'의혼합물을 노광하여다이아세틸렌모노머를광증합하는단계 (단계 c')를포함한다. [9] In addition, another method for producing a hydrocarbon identification sensor according to the present invention comprises the steps of: mixing a diacetylene monomer in a swellable hydrocarbon absorbent (step a; mixing a hardener with a mixture of step a ' above (step b) And photopolymerizing the diacetylene monomer by exposing the mixture of step b ' (step c').
[10] 상기팽윤성이있는탄화수소흡수재는폴리디메틸실록산일수있다.  The swellable hydrocarbon absorber may be polydimethylsiloxane.
[11] 상기다이아세틸렌모노머는하기화학식 i로표현되는화합물일수있고, 바람직하게는 PCDA(10,12-Pentacosadiynoic acid)일수있다.  The diacetylene monomer may be a compound represented by Chemical Formula i, and preferably PCDA (10,12-Pentacosadiynoic acid).
[12] [화학식 1]  [12] [Formula 1]
[13] A- (Li )d- (CH2)e-C≡ C-C≡ C- (CH2)f- (L2)g-B [13] A- (Li) d- (CH 2 ) e -C≡ CC≡ C- (CH 2 ) f- (L 2 ) g -B
[14] (상기화학식 1에서,  [14] (In Formula 1,
[15] d+g는 0,1또는 2이고, [15] d + g is 0,1 or 2,
[ 16] e+f는 2내지 50의정수이고, e및 f는 1이상의정수이며,  [16] e + f is an integer from 2 to 50, e and f are integers of 1 or more,
[17] A및 B는메틸기,아민기,카르복실기,히드록시기,말레이미드기,바이오틴기, N-히드록시숙신이미드기,벤조산기또는활성화된에스테르기이며  [17] A and B are methyl group, amine group, carboxyl group, hydroxy group, maleimide group, biotin group, N-hydroxysuccinimide group, benzoic acid group or activated ester group.
[18] L,및 는서로동일하거나또는동일하지않고,탄소수가 2이상인알킬기, 하나이상의에틸렌옥시드기,아민기,아미드기,에스테르기및카르보닐기로 이루어진군에서선택되는하나이상을포함할수있다.)  [18] L, and may be the same or different from each other, and may include one or more selected from the group consisting of an alkyl group having 2 or more carbon atoms, at least one ethylene oxide group, an amine group, an amide group, an ester group and a carbonyl group. .)
[19] 상기단계 a또는단계 a'는팽윤성있는탄화수소흡수재에다이아세세틸렌 모노머를파우더상태로흔합하거나다이아세틸렌모노머를유기용매에녹인 뒤팽윤성 있는탄화수소흡수재에흔합하는방법으로수행될수있다.  The step a or step a ′ may be performed by mixing a diacetylene monomer in a powder state with a swellable hydrocarbon absorbent or in a swellable hydrocarbon absorbent after dissolving a diacetylene monomer in an organic solvent.
[20] 상기유기용매는클로로포름,디클로로메탄,테트라하이드로퓨란,벤젠,  [20] The organic solvent is chloroform, dichloromethane, tetrahydrofuran, benzene,
를루엔,크실렌,디메틸설폭사이드,아세톤,에틸에테르및아세트산에틸로 이루어진군에서선택되는하나이상을포함할수있다.  And one or more selected from the group consisting of toluene, xylene, dimethyl sulfoxide, acetone, ethyl ether and ethyl acetate.
[21] 상기노광은 150~350 nm의자의선을 1 ~ 600초동안노광하거나,감마선을  [21] The exposure may be performed by exposing a line of 150 to 350 nm for 1 to 600 seconds or gamma rays.
노광하는방법으로수행될수있다.상기노광은다이아세틸렌모노머를 중합시키기위하여수행하는것이다ᅳ모노머종류별.로중합도가다르기때문에 상기범위에서노광시간을조절함으로써다이아세틸렌모노머를적절하게 중합시킬수있다. The exposure is carried out to polymerize the diacetylene monomer. The monomer type is different. As the polymerization degree is different, the diacetylene monomer is properly adjusted by adjusting the exposure time in the above range. Can be polymerized.
[22] 상기팽윤성 있는탄화수소흡수재와경화제는 1:1 ~ 10:1의중량비로흔합될 수있다.  The swellable hydrocarbon absorber and the hardener may be combined in a weight ratio of 1: 1 to 10: 1.
[23] 본발명에따르면,팽윤성이있는탄화수소흡수재에폴리다이아세틸렌이  [23] According to the present invention, a polydiacetylene is added to a swellable hydrocarbon absorbent.
고정화된탄화수소식별센서를제공할수있다.  A fixed hydrocarbon identification sensor can be provided.
[24] 상기탄화수소식별센서는고분자필름형태일수있다. The hydrocarbon identification sensor may be in the form of a polymer film.
[25] 상기팽윤성이있는탄화수소흡수재는폴리디메틸실록산일수있다. The swellable hydrocarbon absorber may be polydimethylsiloxane.
[26] 상기폴리다이아세틸렌은다이아세세틸렌모노머가광중합된것일수있다ᅳ [27] 상기다이아세틸렌모노머는하기화학식 .1로표현되는화합물일수있고, 바람직하게는 PCDA(10,12-Pentacosaciiynoicacicl)일수있다. [26] The polydiacetylene may be a photopolymerized diacetylene monomer. [27] The diacetylene monomer may be a compound represented by the following Chemical Formula 1.1, preferably PCDA (10,12-Pentacosaciiynoicacicl). .
[28] [화학식 1] [28] [Formula 1]
Γ291 Γ291
A- (Li )d- (CH2)e-C≡ C-C≡ C- (CH2)f- (L2)g-BA- (Li) d- (CH 2 ) e -C≡ CC≡ C- (CH 2 ) f- (L 2 ) g -B
[30] (상기화학식 1에서, (In Formula 1,
[31] d+g는 0,1또는 2이고, [31] d + g is 0, 1 or 2,
[32] e+f는 2내지 50의정수이고, e및 f는 1이상의정수이며,  [32] e + f is an integer from 2 to 50, e and f are integers of 1 or more,
[33] A및 B는메틸기,아민기,카르복실기,히드록시기,말레이미드기,바이오틴기, [33] A and B are methyl, amine, carboxyl, hydroxy, maleimide, biotin,
N-히드록시숙신이미드기,벤조산기또는활성화된에스테르기이며, N-hydroxysuccinimide group, benzoic acid group or activated ester group,
[34] L,및 는서로동일하거나또는동일하지않고,탄소수가 2이상인알킬기, 하나이상의에틸렌옥시드기,아민기,아미드기,에스테르기및카르보닐기로 이루어진군에서선택되는하나이상을포함할수있다.)  [34] L and and may be the same or different, and may include one or more selected from the group consisting of an alkyl group having 2 or more carbon atoms, at least one ethylene oxide group, an amine group, an amide group, an ester group and a carbonyl group. .)
[35] 상기탄화수소식별센서는,팽윤성이 있는탄화수소흡수재가탄화수소를 흡수하여팽윤됨으로써고정화된폴리다이아세틸렌을자극하여색전이또는 형광을나타내는것일수있다. The hydrocarbon identification sensor may be a swellable hydrocarbon absorber that absorbs hydrocarbons and swells to stimulate the immobilized polydiacetylene to exhibit color transition or fluorescence.
[36] 상기탄화수소식별센서는탄화수소를탄소수에따라식별할수있다. The hydrocarbon identification sensor can identify hydrocarbons according to carbon number.
[37] 본발명의다른구현형태에따르면,팽윤성이있는탄화수소흡수재에 [37] According to another embodiment of the present invention, a swellable hydrocarbon absorber
폴리다이아세틸렌이고정화된탄화수소식별센서를시료가담긴용기에 투입하는단계;및상기탄화수소식별센서가탄화수소를흡수하여팽윤됨에 따라나타내는색전이또는형광변화를통하여시료내의탄화수소를식별하는 방법을제공할수있다.  A method of identifying a hydrocarbon in a sample through a color transition or fluorescence change indicated by the polydiacetylene-immobilized hydrocarbon identification sensor in a container containing a sample; and the hydrocarbon identification sensor absorbing hydrocarbon and swelling. have.
[38] 상기방법은탄화수소를탄소수에따라식별할수있다.  The above method can identify hydrocarbons according to carbon number.
[39] 또한본발명에따르면,상기탄화수소식별방법을이용하여휘발유,경유및 둥유를식별하는방법을제공할수있다.아을러상기탄화수소식별방법을 이용하여탄화수소의구조이성질체를식별하는방법을제공할수있다.  [39] According to the present invention, there may be provided a method of identifying gasoline, diesel and kerosene using the hydrocarbon identification method. In addition, a method of identifying the structural isomers of hydrocarbon using the hydrocarbon identification method may be provided. have.
[40] 즉상기탄화수소식별센서를,탄화수소를포함하는물질에투입한다음일정 시간 (예를들어 1초 ~ 60분동안)방치하면,팽윤성이있는탄화수소  [40] In other words, the hydrocarbon identification sensor is introduced into a material containing hydrocarbon, and then left for a predetermined time (for example, from 1 second to 60 minutes).
흡수재 (예를들어, PDMS)가탄화수소를흡수하여팽윤됨으로써고정화된 폴리다이아세틸렌을자극한다.이에따라센서가청색에서적색으로색 전이하고,적색의상태에서는형광이발현된다.이때,탄화수소의탄소수마다Absorbents (e.g. PDMS) are fixed by absorbing hydrocarbons and swelling Stimulates polydiacetylene, which causes the sensor to transition from blue to red and fluorescence in the red state, where every carbon number of hydrocarbons
PDMS를팽윤시키는정도의차이가생기게되고,그로인해 There is a difference in the degree of swelling of the PDMS, which causes
폴리다이아세틸렌에가해지는자극의세기차이가발생하여색전이정도나 형광의발현정도가탄화수소의탄소수에따라다르게나타나게됨으로써 탄화수소를탄소수에따라육안으로식별할수있게된다.또한같은탄소수를 가진탄화수소중에서분지되거나고리모양을가진탄화수소 (구조이성질체)도 색전이또는형광정도가각각다르게나타나기때문에상기와같은방법으로 육안으로탄화수소의구조이성질체도식별할수있다.  The difference in the intensity of the stimulus applied to the polydiacetylene occurs, and the degree of color transition or fluorescence expression varies depending on the carbon number of the hydrocarbon, so that the hydrocarbon can be visually identified according to the carbon number, or branched from hydrocarbons having the same carbon number. Hydrocarbons having a ring shape (structural isomers) also have different degrees of embolism or fluorescence, and thus, the structural isomers of hydrocarbons can be visually identified by the above method.
[41] 이러한작동원리는포화탄화수소로구성된물질의분야에적용할수있으며, 그대표적인예로포화탄화수소로이루어진석유제품에서사용할수있다. 석유제품중휘발유에는 4 ~ 12개,둥유에는 9 ~ 16개,경유에는 14-23개정도의 탄소수를가진포화탄화수소가포함되어있다.휘발유,등유,경유에포함된 탄화수소의탄소수가차이가나기때문에본발명에따른센서를이용하면 휘발유,등유,경유를식별할수있다.나아가세계적으로문제가되고있는 유사경유문제에적용할수있다. (본명세서에서유사경유라함은등유가 포함된경유를의미한다.)둥유와경유의구별이쉽지않기때문에,유사경유의 제조유형중가장큰비중을차지하고있는것은등유와경유를섞는방법이다. 유사경유제조시적발사례들을보면등유를대략 30 ~ 80 %범위로섞어서 부당이득을취하는경우가많다.하지만경유소비자들은자신이구매하는 제품이정품경유인지유사경유인지알기어려운실정이디ᅳ.그러나본발명에 따른탄화수소식별센서를이용하면,상기에서설명한것과길 -이,일반 소비자들도손쉽게유사경유여부를식별할수있디-.  [41] This principle of operation is applicable to the field of materials consisting of saturated hydrocarbons and, in particular, in petroleum products consisting of saturated hydrocarbons. The petroleum products contain saturated hydrocarbons with 4 to 12 carbons, 9 to 16 kerosene and 14 to 23 carbons. There are differences in the carbon number of hydrocarbons in gasoline, kerosene and diesel. This makes it possible to identify gasoline, kerosene and gasoline using sensors according to the present invention, which can be applied to similar gasoline problems that are a global problem. (In this specification, analogous diesel refers to diesel containing kerosene.) Since kerosene and diesel are not easily distinguished, the largest proportion of the types of manufacturing of analogous diesel is the way of mixing kerosene and diesel. In cases of similar diesel production, it is often unfair to mix kerosene in the range of about 30 to 80%, but it is difficult for diesel consumers to find out whether their products are genuine or similar. By using the hydrocarbon identification sensor according to the present invention, the above-described and the above-mentioned, ordinary consumers can easily identify whether or not via similarity.
[42] 일반적으로,포화탄화수소를구별하기위한방법들은고가의복잡한장비들을 장비가갖춰진제한적인장소에서만이용할수있고,같은탄소개수를가져 분자식이같은구조이성질체에서대한분별도쉽지않다는단점이있다.  [42] In general, methods for differentiating saturated hydrocarbons are available only in limited locations equipped with expensive and complex equipment, and have the same number of carbons, making it difficult to discern molecular formulas from the isomers.
탄화수소들로이루어진석유도마찬가지로식별이어려운문제점이있다ᅳ특히 둥유와경유의경우성분들의탄소수가크게차이나지않아식별하기가매우 어렵다.이처럼고가의장비로분석해야하는부담과그마저도용이하지않다는 점을극복하기위하여,본발명은탄화수소를흡수함에따라팽윤되는물질과그 팽윤에의해색전이나형광발현특성을지닌물질을이용하여팽윤정도나 색변화정도,형광발현정도의차이에따라아주간단한방법으로탄화수소의 식별이가능하도록하였다.따라서본발명에따르면석유제품인휘발유,등유, 경유의식별이가능하고,나아가사회적문제로대두되는유사경유 (등유가 포함된경유)의검출도가능하다.  Similarly, hydrocarbons made from hydrocarbons have a difficult problem to identify, especially in the case of kerosene and diesel, because the carbon number of the components is not so different that it is very difficult to identify them. To this end, the present invention uses a material that swells as it absorbs hydrocarbons and a substance that has embolism or fluorescence expression characteristics by the swelling, so that the hydrocarbon can be identified in a very simple manner according to the difference between the degree of swelling, color change, and fluorescence expression. Thus, according to the present invention, the petroleum products such as gasoline, kerosene and diesel can be identified, and the detection of similar diesel fuels (kerosene containing kerosene) is also a social problem.
발명의효과  Effects of the Invention
[43] 본발명에따르면,팽윤성이있는탄화수소흡수재와외부자극에의해색전이 또는형광을나타내는물질을이용함으로써고가의복잡한장비없이 어디에서나쉽게육안으로탄화수소를식별할수있다.또한식별이어려운 포화탄화수소의구조이성질체도용이하게식별할수 ¾다.특히본발명에 따르면,석유제품중비슷한특성을보이는등유와경유의식별을위하여현재 사용되는식별제를첨가하는방법이나접근이어려운복잡한분석방법과달리, 언제어디에서나손쉽게등유와경유를육안으로식별할수있어사회적으로 문제되는유사경유를용이하게검출할수있다. [43] According to the present invention, the color shift is caused by a swellable hydrocarbon absorber and external stimulation. Alternatively, it is possible to easily identify hydrocarbons with the naked eye anywhere without expensive and complicated equipment by using fluorescence-representing materials.In addition, the structure of difficult-to-identify saturated hydrocarbons is easily identified, especially according to the present invention. Unlike the existing methods for adding kerosene and diesel that have similar characteristics, or the complex analysis method that is difficult to access, it is easy to identify the kerosene and diesel via the naked eye at any time, so that it is easy to use socially similar diesel. Can be detected.
[44] 또한본발명에따르면고가의복잡한장비없이간단한방법으로탄화수소의 육안식별이가능하여일반인도쉽게사용할수있다. [44] In addition, according to the present invention, hydrocarbons can be visually identified in a simple manner without expensive and complicated equipment, and thus can be easily used by the general public.
도면의간단한설명  Brief description of the drawings
[45] 도 1은본발명에따른탄화수소식별센서가탄화수소를흡수함에따라색 1 shows the color of the hydrocarbon identification sensor according to the present invention as it absorbs hydrocarbons.
전이를나타내는것을육안으로관찰한것이디-.  Visual observation of metastasis.
[46] 도 2및도 3은도 1에나타낸결과를포토샵으로분석한것이고,도 4및도 5는 오리진으로분석한것이다. FIG. 2 and FIG. 3 show the results of FIG. 1 analyzed by Photoshop, and FIG. 4 and FIG. 5 show the origin.
[47] 도 6은탄화수소를흡수하여색전이를나타낸탄화수소식별센서에대한육안 관찰결과 (a)와오리진분석결과 (b)이다. FIG. 6 shows visual observation results (a) and origin analysis results (b) of a hydrocarbon identification sensor indicating a color transition by absorbing hydrocarbons.
[48] 도 7은탄화수소를흡수한탄화수소식별센서가나타낸색전이현상을 7 illustrates the color transition phenomenon of the hydrocarbon identification sensor absorbing hydrocarbons.
가시광선흡수스펙트럼으로분석한것이다.  Analyzed by the visible light absorption spectrum.
[49] 도 8은본.발명에따른탄화수소식별센서를이용하여옥탄의 8 is shown . By using a hydrocarbon identification sensor according to the invention,
구조이성질체 (n-옥탄 /이소옥탄)를식별한결과를나타낸것이디ᅳ. (육안관찰) [50] 도 9는본발명에따른탄화수소식별센서를이용하여옥탄의  Results of identifying structural isomers (n-octane / isooctane) are shown. (Visual observation) [50] Figure 9 is a view of the octane using a hydrocarbon identification sensor according to the present invention.
구조이성질체 (n-옥탄 /이소옥탄)를식별한결과를나타낸것이다. (오리진으로 분석) This is the result of identifying the structural isomer ( n -octane / isooctane). (Analyze with origin)
[51] 도 10은본발명에따른탄화수소식별센서를이용하여옥탄의  FIG. 10 is a view illustrating octane using a hydrocarbon identification sensor according to the present invention.
구조이성질체 (n-옥탄 /이소옥탄 /사이클로옥탄)를식별한결과를나타낸것이다. (오리진으로분석)  Results of identification of structural isomers (n-octane / isooctane / cyclooctane). (Analysis with origin)
[52] 도 1 i은본발명에따른탄화수소식별센서를이용하여석유를분석한것이다.  FIG. 1 i illustrates the analysis of oil using a hydrocarbon identification sensor according to the present invention.
((a)는육안관찰결과, (b)는오리진분석결과)  ((a) is visual observation result, (b) origin analysis result)
[53] 도 12는본발명에따른탄화수소식별센서로확인한정품둥유와정품경유의 색전이현상을육안으로관찰한것이다. FIG. 12 is a visual observation of embolism between genuine kerosene and genuine diesel oil identified by a hydrocarbon identification sensor according to the present invention.
[54] 도 13은본발명에따른탄화수소식별센서로확인한등유첨가도에따른유사 경유의색전이현상을분석한것이디-. ((a)는육안관찰결과, (b)는오리진분석 결과) FIG. 13 is a graph illustrating the metabolic phenomena of gas oils based on the addition of kerosene identified by a hydrocarbon identification sensor according to the present invention. ((a) is the result of visual observation, (b) is the result of origin analysis)
발명의실시를위한형태  Mode for Carrying Out the Invention
[55] 이하,실시예를통하여본발명을보다상세하게설명한다.본발명의목적, 특징,장점은이하의실시예들을통해쉽게이해될것이다.본발명은여기서 설명되는실시예들에한정되지않고,다른형태로구체화될수있다.여기서 소개되는실시예들은개시된내용이철저하고완전해질수있도록그리고본 발명이속하는기술분야에서통상의지식을가진자에게본발명의사상이 충분이전달될수있도록하기위하여제공되는것이다.따라서이하의 실시예들에의하여본발명이제한되어서는안된다. Hereinafter, the present invention will be described in more detail with reference to examples. The objects, features, and advantages of the present invention will be easily understood by the following examples. The present invention is not limited to the embodiments described herein. Can be embodied in other forms, where The embodiments described are provided so that the disclosure may be made thorough and complete, and that the concept of the present invention may be sufficiently transmitted to those skilled in the art to which the present invention pertains. The present invention should not be limited by these fields.
[56] 실시예:탄화수소식별센서의제조  Example 56 Manufacture of Hydrocarbon Identification Sensor
[57] 탄화수소나석유제품에팽윤할수있는물질로는  [57] Materials that can swell hydrocarbons or petroleum products
폴리디메틸실록산 (polydimethylsiloxane, PDMS)을사용하였고,외부환경의 변화에의해색전이현상이나형광 on-0ff특성을보이는물질로는변화에의해 청색에서적색으로변색되거나형광이나타나는특징을가지는 Polydimethylsiloxane (PDMS) is used, and materials that exhibit color transition or fluorescence on - 0 ff characteristics due to changes in the external environment are characterized by changes in color from blue to red or fluorescence.
폴리다이아세틸렌 (polydiacetylene)을사용하였디-.여러다이아세틸렌모노머중 PCD A( 10,12-Pentacosadynoic acid)를선택하여실시하였다.  Polydiacetylene was used to perform PCD A (10,12-Pentacosadynoic acid) among several diacetylene monomers.
[58] PDMS는다우코닝 (Dow Corning)사의제품으로투과성과투명한특성을  [58] PDMS Dow Corning's product delivers transparency and transparency
지니는실가드 184(Sylgard 184)를이용하였다.이제품은베이스와경화제로 이루어져 있으며이제품은 10:1(베이스:경화제)의비율로섞어야경화가 진행되는특징을가지고있다.  Genie uses Sylgard 184. This product consists of a base and a hardener, and this product has a characteristic of hardening when mixed in a ratio of 10: 1 (base: hardener).
[59] 센서의제작방법은다음과같이진행하였다. PDMS베이스 20g을용기에담은 다음, PCDA모노머 50mg을클로로포름 2mL에녹여용액을제조하였다.이 용액을상기 PDMS베이스에넣고클로로포름이모두증발할수있도록  [59] The manufacturing method of the sensor was carried out as follows. 20 g of PDMS base was placed in a container, and 50 mg of PCDA monomer was dissolved in 2 mL of chloroform to prepare a solution. The solution was placed in the PDMS base so that all of the chloroform could evaporate.
10분정도잘섞어주었다.다음으로 PCDA모노머들을중합하기위해 254 의 자외선에 1분동안노광시켜청색의폴리다이아세틸렌 (PDA)를만들었디ᅳ.이 상태에서는경화가되지않아점성이높은액체형태로되어있기때문에, PDMS를경화시켜더욱유용한고체형태를만들기위해 PDMS경화제를 2g넣어 잘ᅳ섞어주었디ᅳ.그다음스퀘어페트리디쉬 (squarepetridish)에담아 2일동안 상온에서경화시켜청색을띠는투명한필름형태의탄화수소식별센서를 제작하였다.  The mixture was mixed for 10 minutes. Next, in order to polymerize the PCDA monomers, it was exposed to 254 ultraviolet rays for 1 minute to make blue polydiacetylene (PDA). In this state, it was not cured and became a highly viscous liquid. In order to harden the PDMS, to make it more useful solid form, 2 g of PDMS hardener was added and mixed well. Then, the square petidish was cured at room temperature for 2 days to give a blue transparent film form. A hydrocarbon identification sensor was fabricated.
[60] 시험예 1:탄화수소식별센서의성능평가 1  [60] Test Example 1 Performance Evaluation of Hydrocarbon Identification Sensor 1
[61] 실시예에따라제조된탄화수소식별센서를 1cm X 2cm의크기로잘라서다음 실험을진행하였다.탄소수가 5개인펜탄 ( HI2)내지 14개인테트라데칸 (CI4H30 )의포화탄화수소를사용하여,센서가팽윤되는정도와변색정도를확인하기 위해각탄화수소를투명한용기 (4mL vial)에 4mL씩담았다.그다음센서를상기 투명한용기 (4mL vial)에넣고관찰하였다.5분간격으로사진을찍어그결과를 도 1에나타내었디-.탄소수가적은탄화수소일수록센서를빠르게팽윤시켰고, 그에따라적색으로색변화를보이는시간도빠르게나타났디-.각탄화수소의 팽윤정도와색의차이는육안으로확인되었다. The hydrocarbon identification sensor manufactured according to the example was cut to a size of 1 cm X 2 cm and the following experiment was carried out. Saturated hydrocarbon of tetradecane (C I4 H 30 ) having 5 carbon atoms (H I2 ) to 14 carbon atoms was carried out. 4 mL of each hydrocarbon was placed in a transparent vessel (4 mL vial) to check the degree of swelling and discoloration of the sensor. Then, the sensor was placed in the transparent vessel (4 mL vial) and observed. The results are shown in Fig. 1. The smaller the carbon number, the faster the sensor swelled, and the faster the color change time appeared. The difference between the swelling degree and the color of each hydrocarbon was visible to the naked eye. Confirmed.
[62] 이를수치적으로보기위하여촬영한사진들을사진편집프로그램인포토샵을 이용하여분석하였다.센서의가운데부분의색 (R,G,B)값을추출하여적색 (R)값에대한자료를분석하여그결과를도 2에나타내었다.또한팽윤에의해 적색으로변한정도를측정하기위해레드 (RED)채널로그림을편집한후 흑백상태로변환하여도 3에나타내었다. (밝을수록적색의강도가높고, 어두울수록적색의강도가낮다.)아울러오리진 (Origin)프로그램을이용하여 적색값및팽윤도를수치상으로표시하여도 4및도 5에나타내었다.도 4는 탄소수에따른적색강도를 5분간격으로분석한결과이고,도 5는실험시작후 5분경과후의적색강도및팽윤도를분석한결과이다ᅳ적색 (R)값이 255일때를 100%로환산하였다.도 2~5에서나타내듯이,탄소수가적을수록팽윤도및적색 값이높은수치를나타내었다.탄소수에따라다른색변화를나타내었는바,본 발명의일실시예에따르면탄화수소를탄소수에따라식별할수있다. [62] To show this numerically, the photographs were analyzed using Photoshop, a photo editing program. The data of the red (R) values were extracted by extracting the color (R, G, B) values in the middle of the sensor. The analysis and the results are shown in Figure 2. The picture was edited with a red channel to measure the degree of redness caused by swelling. The conversion to black and white is shown in Fig. 3. (The brighter the intensity of red is, the darker the intensity of red is.) In addition, the red value and swelling intensity are numerically displayed using the Origin program, and are shown in Figs. 4 and 5. According to the results of the analysis of the red intensity according to the interval of 5 minutes, Figure 5 is the result of analyzing the red intensity and swelling after 5 minutes after the start of the experiment ᅳ converted to 100% when the red (R) value is 255. As shown in ˜5, the lower the carbon number, the higher the swelling degree and the red value. A different color change was shown according to the carbon number. According to one embodiment of the present invention, hydrocarbons may be identified according to the carbon number.
[63] 상기분석결과중탄소수가각각 5개, 7개, 9개인포화탄화수소에대한  [63] Among the results of the analysis, 5, 7, and 9 carbon atoms each contained saturated hydrocarbons.
변색정도를도 6에나타내어탄화수소식별센서의성능을보다용이하게 비교할수있도록하였다.도 6(a)는탄화수소식별센서를탄화수소가포함된 용기에넣은지 5분이경과된센서를사진으로찍은결과이고,도 6(b)는 오리진 (Origin)프로그램을이용하여적색값을수치상으로표시한그래프이다. 적색 (R)값이 255일때를 100%로환산하여나타내었다.상기에서설명한것과 마찬가지로탄소수에따라다른색전이결과를나타내기때문에육안으로 용이하게확인할수있다.탄소수가적을수록적색에가까운색을띠었고적색 강도수치도높게나타났다.  The degree of discoloration is shown in Figure 6 so that the performance of the hydrocarbon identification sensor can be compared more easily. Figure 6 (a) shows a photograph of a sensor that has passed five minutes since it was placed in a container containing hydrocarbons. Fig. 6 (b) is a graph showing numerical values of red values using an Origin program. When the red (R) value is 255, it is expressed as 100%. As described above, the color transition results differently depending on the carbon number, so it can be easily confirmed by the naked eye. The lower the carbon number, the closer to red color is. The intensity of red was high.
[64] 시험예 2:가시광선흡수스펙트럼분석  Test Example 2: Visible Light Absorption Spectrum Analysis
[65] 탄소수가 5개인펜탄 (C5Hpᅳ)내지 14개인테트라데칸 (CI4H30)의포화탄화수소를 사용하여센서가팽윤되는정도와변색정도를확인하기위해각탄화수소를 상기투명한용기 (4mL vial)에 4mL씩담았다.그다음실시예에따라제조된 탄화수소식별센서를 1cm X 2cm의크기로하여투명한용기 (4mL vial)에넣고 관찰하였다.5분경과후의색전이현상을가시광선흡수스펙트럼으로 분석하여그결과를도 7에나타내었다.탄소수에따라다른색전이결과를 나타내었고,탄소수가적을수록적색에가까운것으로분석되었다ᅳ [65] A transparent vessel containing each of the hydrocarbons in order to check the degree of swelling and discoloration of the sensor by using saturated hydrocarbons of tetradecane (C I4 H 30 ) having 5 to 14 carbon atoms (C 5 Hp ᅳ). 4 mL vial) was added. The hydrocarbon identification sensor, prepared according to the following example, was placed in a transparent container (4 mL vial) in a size of 1 cm X 2 cm and observed. The color transition phenomenon after 5 minutes was observed as a visible light absorption spectrum. The results of the analysis are shown in Fig. 7. The results showed different color transitions according to the number of carbons, and the smaller the carbon number, the closer to red color.
[66] 시험예 3:탄화수소식별센서의성능평가 2-구조이성질체식별  [66] Test Example 3 Performance Evaluation of Hydrocarbon Identification Sensors 2 Structural Isomer Identification
[67] 가지가없는 η-옥탄및가지가있는이소옥탄을투명한용기 (4mL vial)에  [67] Branched η-octane and branched isooctane in clear containers (4 mL vial)
4mL씩담았다.그다음실시예에따라제조된탄화수소식별센서를 1cm x 2cm의크기로하여상기투명한용기 (4mL vial)에넣고관찰하였다.3분경과 후의색전이현상을관찰하여그결과를도 8및도 9에나타내었다.육안관찰 결과 (도 8), n-옥탄과이소옥탄이각각다른색으로전이되었음이확인되었다. 가지가없는 n-옥탄이적색에더가까운색을띠었고오리진분석결과 (도 9)에서도더높은적색강도를나타내었디-.  The hydrocarbon identification sensor manufactured according to the following example was placed in the transparent container (4 mL vial) in a size of 1 cm x 2 cm. The result was observed after 3 minutes and the embolism was observed. The visual observation (FIG. 8) confirmed that n-octane and isooctane were transferred to different colors. N-octane without branches was closer to red and higher red intensity was also found in the original analysis (Fig. 9).
[68] 가지가없는 n-옥탄,가지가있는이소옥탄,및고리형이성질체인  [68] Branched n-octane, branched isooctane, and ring isomers
사이클로옥탄을투명한용기 (4mL vial)에 4mL씩담았다.그다음실시예에따라 제조된탄화수소식별센서를 1cm X 2cm의크기로하여상기투명한용기 (4mL vial)에넣고관찰하였다.5분경과후의색전이현상을관찰하였다.색전이 현상은오리진 (Origin)프로그램으로분석하여그결과를도 10에나타내었다. [69] 가지가없는 n-옥탄이제일빠르게팽윤되었으며,그디ᅳ음이소옥탄, 사이클로옥탄순서로팽윤이진행되었디-.적색강도도 n-옥탄이가장높게 나타났으며,그다음이소옥탄,사이클로옥탄순서로나타났디-.구조이성질체 상호간다른색전이결과를나타내었는바,본발명에따른탄화수소식별 센서를이용하면탄화수소의구조이성질체를식별할수있게된다. Cyclooctane was placed in a transparent vessel (4 mL vial) at 4 mL. A hydrocarbon identification sensor prepared according to the following example was placed in the transparent vessel (4 mL vial) in a size of 1 cm X 2 cm and observed. The phenomena were analyzed by Origin program and the results are shown in FIG. [69] Branch-free n-octane swelled first, followed by swelling in the order of isooctane and cyclooctane, followed by n-octane in red intensity, followed by isooctane and cyclooctane sequence. Structural isomers resulted in different color transitions. The hydrocarbon identification sensor according to the present invention enables the identification of structural isomers of hydrocarbons.
[70] 시험예 3:탄화수소식별센서의성능평가 3-석유식별  Test Example 3: Performance Evaluation of Hydrocarbon Identification Sensor 3-Oil Identification
[71] 휘발유,둥유,경유를투명한용기 (4mL vial)에 4mL씩담았다ᅳ그다음실시예에 따라제조된탄화수소식별센서를 lcmx2cm의크기로하여상기투명한 용기 (4mL vial)에넣고관찰하였다.90초경과후의색전이현상을관찰하여그 결과를도】 1에나타내었다.육안관찰결과 (a)및오리진 (Origin)프로그램으로 분석한결과 (b)로나타내었다.육안관찰결과,탄소수가가장적은휘발유에서 팽윤정도가가장높게나타났고가장적색에가까운색을나타내었다.그다음 등유,경유순서의결과를나타내었디-.오리진 (Origin)프로그램으로분석한 결과에서,탄소수가가장적은휘발유에서가장높은적색강도 (단위 : AU, Arbitrary Unit)를나타내었고,그다음등유,경유순서였다.휘발유,등유및경유 상호간다른색전이결과를나타내었는바,본발명에따른탄화수소식별 센서를이용하면휘발유,경유및둥유의식별이가능하게된다ᅳ 4 mL of gasoline, kerosene and diesel oil were placed in a transparent container (4 mL vial). The hydrocarbon identification sensor manufactured according to the following example was placed in the transparent container (4 mL vial) in a size of lcmx2cm and observed. Observation of the embolism afterwards is shown in Fig. 1. Visual observation result ( a ) and analysis by Origin program (b). Visual observation, gasoline with the lowest carbon number. The highest degree of swelling was found in, followed by the closest color to red, and the result of the kerosene and diesel order. The analysis by the Origin program showed the highest red strength in gasoline with the lowest carbon number. (AU: Arbitrary Unit), followed by kerosene and diesel order. Gasoline, kerosene, and diesel showed different color transition results. The hydrocarbon identification sensor according to the present invention is used to identify gasoline, diesel and kerosene. discrimination It is possible eu
[72] 시험예 4:탄화수소식별센서의성능평가 4-유사경유식별  [72] Test Example 4 Performance Evaluation of Hydrocarbon Identification Sensor
[73] 시험예 4-1  [73] Test Example 4-1
[74] 등유와정품경유를투명한용기 (4mL vial)에 4mL씩담았디-.그다음실시예에 따라제조된탄화수소식별센서를 1cm X 2cm의크기로하여상기투명한 용기 (4mL vial)에넣고색전이현상을관찰하였디-.5분간관찰한팽윤거동과색 전이결과를도 12에나타내었디-.도 12에서나타내듯이,육안관찰결과,정품 경유와정품둥유가다른색으로구별되는것올확인하였다.  [74] 4 mL of kerosene and genuine diesel oil were placed in a transparent container (4 mL vial). The hydrocarbon identification sensor manufactured according to the following example was placed in the transparent container (4 mL vial) using a size of 1 cm X 2 cm. Observation of the phenomenon-the swelling behavior and color transfer results observed for 5 minutes-is shown in Figure 12. As shown in Figure 12, the visual observation, it was confirmed that the genuine diesel and genuine kerosene different colors.
[75] 시험예 4-2  [75] Test Example 4-2
[76] 둥유가 0% (정품경유), 25%, 50%, 75%, 100% (등유)포함된경유를투명한  [76] Transparent oils, containing 0% kerosene, 25%, 50%, 75%, 100% kerosene
용기 (4mLvial)에 4mL씩담았다.그다음상기실시예에따라제조된탄화수소 식별센서를 lcm 2cm의 H기로하여상기투명한용기 (4mL vial)에넣고색 전이현상을관찰하였다.10분경과후의색전이결과를도 13에나타내었다.도 13(a)에서나타내듯이,육안관찰결과,정품경유에등유가많이섞여있을수톡 청색에서적색으로색전이가많이일어나는것을확인할수있디-.특히등유가 25%가포함된경우와정품경유를비교해보면,정품경유에서는파란색을띠고 있는반면에등유가 25%가포함되었을경우에는색전이가일어나군청색올 띠므로경유에등유가섞여있음을확인할수있다.또한도 13(b)에나타내듯이, 오리진 (Origin)프로그램에의한분석결과,탄소수가가장적은정품등유에서 가장높은적색강도 (단위 : AU, Arbitrary Unit)를나타내었고,등유첨가도가 높아질수록적색강도가높아지는경향을나타내었다.따라서본발명에따른 탄화수소식별센서를이용하면등유와경유의구별에그치지않고경유에 둥유가섞인
Figure imgf000011_0001
쉽게식별할수있음을알수있다.
4 mL each was placed in a container (4 mL vial). Then, a hydrocarbon identification sensor manufactured according to the above example was placed in the transparent container (4 mL vial) with an H of 2 cm 2 cm, and color transition was observed. As shown in Fig. 13 (a), the visual observation shows that there may be a lot of kerosene in the genuine diesel oil, and there is a lot of color transition from blue to red. In particular, 25% of kerosene is contained. In comparison with the case of genuine gasoline, the case of genuine gasoline is blue, whereas if it contains 25% of kerosene, the metabolism occurs or it is very blue, and it is confirmed that the oil is mixed with gasoline. As shown in (b), the analysis by the Origin program shows the highest red intensity (unit: AU, Arbitrary Unit) in the kerosene with the lowest carbon number, and the higher the kerosene additive, the higher the red intensity. Showed a tendency Therefore, the hydrocarbon identification sensor according to the present invention can be used not only to distinguish between kerosene and diesel, Mixed with kerosene
Figure imgf000011_0001
It's easy to identify.

Claims

청구범위 Claim
[청구항 1] 팽윤성이있는탄화수소흡수재에다이아세틸렌모노머를  [Claim 1] Diacetylene monomer was added to a swellable hydrocarbon absorbent.
흔합하는단계 (단계 a);  Matching (step a);
상기단계 a의흔합물을노광하여다이아세틸렌모노머를 광중합하는단계 (단계 b);및  Exposing the mixture of step a to photopolymerize the diacetylene monomer (step b); and
상기단계 b에서광중합한흔합물에경화제를흔합하는단계 (단계 c)를포함하는탄화수소식별센서제조방법 .  A method of manufacturing a hydrocarbon identification sensor, comprising the step (step c) of mixing a hardener with the photopolymerized mixture in step b.
[청구항 2] 팽윤성있는탄화수소흡수재에다이아세틸렌모노머를흔합하는 단계 (단계 a'); [Claim 2] Incorporating a diacetylene monomer into the swellable hydrocarbon absorber (step a ' );
상기단계 a'의흔합물에경화제를흔합하는단계 (단계 b');및 상기단계 b'의흔합물을노광하여다이아세틸렌모노머를 광중합하는단계 (단계 c')를포함하는탄화수소식별센서 제조방법ᅳ A method of manufacturing a hydrocarbon identification sensor comprising: mixing a hardener to a complex of step a '(step b'); and exposing the complex of step b ' to photopolymerization of a diacetylene monomer (step c ' ).
[청구항 3] 청구항 1또는청구항 2에있어서,  [Claim 3] In Claim 1 or Claim 2,
상기팽윤성이 있는탄화수소흡수재는폴리디메틸실록산인것을 특징으로하는탄화수소식별센서제조방법 .  Hydrocarbon identification sensor manufacturing method characterized in that the swellable hydrocarbon absorber is polydimethylsiloxane.
[청구항 4] 청구항 1또는청구항 2에 있어서,  Claim 4 The method of claim 1 or claim 2,
상기다이아세틸렌모노머는하기화학식 1로표현되는화합물인 것을특징으로하는탄화수소식별센서제조방법 .  A method for producing a hydrocarbon identification sensor, characterized in that the diacetylene monomer is a compound represented by the following formula (1).
[화학식 1]  [Formula 1]
A- (Li )d- (CH2)e-C≡C-C≡C- (CH2)f- (L2)g— BA- (Li) d- (CH 2 ) e -C≡CC≡C- (CH 2 ) f- (L 2 ) g — B
(상기화학식 i에서, (In Formula i,
d+g는 0,1.또는 2이고,  d + g is 0, 1 or 2,
e+f는 2내지 50의정수이고, e및 f는 1이상의정수이며,  e + f is an integer from 2 to 50, e and f are integers of 1 or more,
A및 B는메틸기,아민기,카르복실기,히드톡시기,말레이미드기, 바이오틴기 ,Ν-히드록시숙신이미드기,벤조산기또는활성화된 에스테르기이며,  A and B are methyl group, amine group, carboxyl group, hydroxy group, maleimide group, biotin group, Ν-hydroxysuccinimide group, benzoic acid group or activated ester group,
L,및 1^는서로동일하거나또는동일하지않고,탄소수가 2 이상인알킬기,하나이상의에틸렌옥시드기,아민기,아미드기, 에스테르기및카르보닐기로이루어진군에서선택되는하나 이상을포함할수있다.)  L, and 1 ^ may be the same or different and may include one or more selected from the group consisting of an alkyl group having 2 or more carbon atoms, one or more ethylene oxide groups, amine groups, amide groups, ester groups and carbonyl groups. )
[청구항 5] 청구항 1또는청구항 2에 있어서,  Claim 5 The method according to claim 1 or claim 2,
상기팽윤성있는탄화수소흡수재에다이아세틸렌모노머를 흔합하는단계는,  The step of mixing a diacetylene monomer in the swellable hydrocarbon absorber,
팽윤성 있는탄화수소흡수재에다이아세세틸렌모노머를파우더 상태로흔합하거나다이아세틸렌모노머를유기용매에녹인뒤. 팽윤성있는탄화수소흡수재에흔합하는방법으로수행되는것을 특징으로하는탄화수소식별센서제조방법 . After mixing diacetylene monomer in a powder state or dissolving the diacetylene monomer in an organic solvent in a swellable hydrocarbon absorbent material. A method of manufacturing a hydrocarbon identification sensor, characterized in that it is carried out in a manner compatible with swellable hydrocarbon absorbers.
[청구항 6] 청구항 5에 있어서,  Claim 6 The method according to claim 5,
상기유기용매는클로로포름,디클로로메탄,테트라하이드로퓨란, 벤젠,롤루엔,크실렌,디메틸설폭사이드,아세톤,에틸에테르및 아세트산에틸로이루어진군에서선택되는하나이상을포함하는 것을특징으로하는탄화수소식별센서제조방법.  The organic solvent is a hydrocarbon identification sensor, characterized in that it comprises one or more selected from the group consisting of chloroform, dichloromethane, tetrahydrofuran, benzene, roluene, xylene, dimethyl sulfoxide, acetone, ethyl ether and ethyl acetate. Way.
[청구항 7] 청구항 1또는청구항 2에 있어서,  Claim 7 The method of claim 1 or claim 2,
상기노광은 150-350 nm의자외선을 1 ~ 600초동안노광하거나, 감마선을노광하는방법으로수행되는것을특징으로하는 탄화수소식별센서제조방법 .  The exposure is performed by the method of exposing ultraviolet rays of 150-350 nm for 1 to 600 seconds or exposing gamma rays.
[청구항 8] 청구항 1또는청구항 2에 있어서,  Claim 8 The method according to claim 1 or claim 2,
상기팽윤성있는탄화수소흡수재와경화제는 1:1 ~ 10:1의 중량비로흔합되는것을특징으로하는탄화수소식별센서 제조방법.  And a swellable hydrocarbon absorbent and a hardener are mixed in a weight ratio of 1: 1 to 10: 1.
[청구항 9] 팽윤성이있는탄화수소흡수재에폴리다이아세틸렌이고정화된 탄화수소식별센서.  [Claim 9] A hydrocarbon identification sensor in which polydiacetylene is immobilized on a swellable hydrocarbon absorbent.
[청구항 10] 청구항 9에있어서, [Claim 10] In Claim 9,
상기탄화수소식별센서는고분자필름형태인것을특징으로 하는탄화수소식별센서 .  The hydrocarbon identification sensor is a hydrocarbon identification sensor characterized in that it is in the form of a polymer film.
[청구항 11] 청구항 9에 있어서, ᅳ  Claim 11 The method of claim 9, wherein
상기팽윤성이있는탄화수소흡수재는폴리디메틸실록산인것을 특징으로하는탄화수소식별센서.  The hydrocarbon identification sensor, characterized in that the swellable hydrocarbon absorber is polydimethylsiloxane.
[청구항 12] 청구항 9에 있어서,  Claim 12 The method of claim 9,
상기폴리다이아세틸렌은다이아세세틸렌모노머가광중합된 것을특징으로하는탄화수소식별센서.  The polydiacetylene is a hydrocarbon identification sensor, characterized in that the diacetylene monomer is photopolymerized.
[청구항 13] 청구항 12에있어서,  [Claim 13] In Claim 12,
상기다이아세틸렌모노머는하기화학식 1로표현되는화합물인 것을특징으로하는탄화수소식별센서.  Hydrocarbon identification sensor, characterized in that the diacetylene monomer is a compound represented by the following formula (1).
[화학식 1]  [Formula 1]
A- (Li )d- (CH2)e-C≡C-C≡C- (CH2)f- (L2)g-BA- (Li) d- (CH 2 ) e -C≡CC≡C- (CH 2 ) f- (L 2 ) g -B
(상기화학식 l에서, (In Formula l,
d+g는 0,1또는 2이고,  d + g is 0, 1 or 2,
e+f는 2내지 50의정수이고, e및 f는 1이상의정수이며,  e + f is an integer from 2 to 50, e and f are integers of 1 or more,
A및 B는메틸기,아민기,카르복실기,히드록시기,말레이미드기, 바이오틴기 ,Ν-히드록시숙신이미드기,벤조산기또는활성화된 에스테르기이며, L,및 L2는서로동일하거나또는동일하지않고,탄소수가 2 A and B are methyl group, amine group, carboxyl group, hydroxy group, maleimide group, biotin group, Ν-hydroxysuccinimide group, benzoic acid group or activated ester group, L, and L 2 are the same as or different from each other, and have 2 carbon atoms.
이상인알킬기,하나이상의에틸렌옥시드기,아민기,아미드기, 에스테르기및카르보닐기로이루어진군에서선택되는하나 이상을포함할수있다ᅳ)  It may include one or more selected from the group consisting of at least an alkyl group, at least one ethylene oxide group, an amine group, an amide group, an ester group and a carbonyl group.
[청구항 14] 청구항 9에 있어서,  Claim 14 The method according to claim 9,
상기탄화수소식별센서는,팽윤성이있는탄화수소흡수재가 탄화수소를흡수하여팽윤됨으로써고정화된 폴리다이아세틸렌을자극하여색전이또는형광을나타내는것을 특징으로하는탄화수소식별센서 .  The hydrocarbon identification sensor is a hydrocarbon identification sensor, characterized in that the swellable hydrocarbon absorber absorbs hydrocarbons and swells, thereby stimulating the polydiacetylene immobilized to represent embolization or fluorescence.
[청구항 15] 청구항 9에 있어서,  Claim 15 The method of claim 9,
상기탄화수소식별센서는탄화수소를탄소수에따라식별하는 것을특징으로하는탄화수소식별센서.  The hydrocarbon identification sensor is a hydrocarbon identification sensor, characterized in that to identify the hydrocarbon in accordance with the carbon number.
[청구항 16] 팽윤성이있는탄화수소흡수재에폴리다이아세틸렌이고정화된 탄화수소식별-센서를시료가담긴용기에투입하는단계;및 상기탄화수소식별센서가탄화수소를흡수하여팽윤됨에따라 나타내는색전이또는형광변화를통하여시료내의탄화수소를 식별하는방법  [Claim 16] Injecting a polydiacetylene-immobilized hydrocarbon identification-sensor into a container containing a sample in a swellable hydrocarbon absorbent; and a color transition or fluorescence change indicated by the hydrocarbon identification sensor absorbing hydrocarbons and swelling. To identify hydrocarbons in samples
[청구항 17] 청구항 16의탄화수소식별방법을이용하여휘발유,경유및  [Claim 17] Gasoline, diesel and diesel using the hydrocarbon identification method of claim 16
등유를식별하는방법 .  How to identify kerosene.
[청구항 18] 청구항 16의탄화수소식별방법을이용하여등유가섞여있는 유사경유를검출하는방법 . Claim 18 A method for detecting similar diesel fuel containing kerosene using the hydrocarbon identification method of claim 16.
[청구항 19] 청구항 16의탄화수소식별방법을이용하여탄화수소의구조 이성질체를식별하는방법. 19. A method for identifying structural isomers of hydrocarbons using the hydrocarbon identification method of claim 16.
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