KR101427727B1 - Green epoxy composites containing cabon nanotube - Google Patents
Green epoxy composites containing cabon nanotube Download PDFInfo
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- KR101427727B1 KR101427727B1 KR1020130065108A KR20130065108A KR101427727B1 KR 101427727 B1 KR101427727 B1 KR 101427727B1 KR 1020130065108 A KR1020130065108 A KR 1020130065108A KR 20130065108 A KR20130065108 A KR 20130065108A KR 101427727 B1 KR101427727 B1 KR 101427727B1
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- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
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Abstract
Description
본 발명은 탄소나노튜브를 포함하는 그린에폭시 복합재료에 관한 것으로서, 더욱 상세하게는 2관능성 에폭시 수지와 에폭시화된 소이빈오일(epoxidized soybean oil, ESO)이 혼합된 하이브리드 에폭시 수지 조성물에 탄소나노튜브(carbon nanotube)를 첨가함으로써 기계적 특성을 강화한 탄소나노튜브를 포함하는 그린에폭시 복합재료에 관한 것이다.The present invention relates to a green epoxy composite material containing carbon nanotubes, and more particularly, to a hybrid epoxy resin composition comprising a bifunctional epoxy resin and an epoxidized soybean oil (ESO) To a green epoxy composite material comprising carbon nanotubes with enhanced mechanical properties by the addition of carbon nanotubes.
소이빈오일(soybean oil) 등과 같은 식물유는 바이오매스 물질로 현재 우리가 아주 널리 많은 양을 사용하고 있으며 매년 재배에 의해 많은 양이 생산되므로 고갈의 위험이 없이 지속적인 생산이 가능하며 지구 온난화의 주범으로 생각되고 있는 이산화탄소 배출에 대한 기여도가 낮은 점 그리고 벤젠고리 화합물을 포함하고 있지 않기 때문에 자연환경에 유출시 생분해도가 높은 장점을 가지고 있다. 이러한 이유로 인하여 식물유를 대체 에너지원으로 개발하는 등의 연구가 진행되어 왔다.Soybean oil is a biomass material that is currently being used in a very large amount and is produced in large quantities every year, so it can be produced continuously without risk of depletion and is a major cause of global warming. It does not contain benzene ring compounds and therefore has a high biodegradability when exposed to the natural environment. For this reason, research has been conducted to develop vegetable oil as an alternative energy source.
한편, 탄소나노튜브(carbon nanotube, CNT)는 1개의 탄소 원자가 3개의 다른 탄소 원자와 결합한 육각형 벌집 모양의 흑연면이 나노크기의 직경으로 둥글게 말린 형태로 크기나 형태에 따라 독특한 물리적 성질을 갖는다.On the other hand, carbon nanotubes (CNTs) have a unique physical property depending on the size and shape of the hexagonal honeycomb graphite surface, in which one carbon atom is bonded to three different carbon atoms, in a rounded shape with a nano-sized diameter.
상기 탄소나노튜브는 높은 전기전도성, 열적 안정성, 우수한 기계적 특성 등으로 인하여 다양한 용도의 복합재료의 강화재로 활용되고 있다.The carbon nanotubes have been utilized as reinforcing materials for composite materials for various applications due to their high electrical conductivity, thermal stability, and excellent mechanical properties.
이에 따라, 본 발명자들은 식물유를 이용하여 새로운 친환경적 그린에폭시 수지를 합성하였으며, 2관능성 에폭시 수지에 에폭시화된 식물유를 하이브리드시킨 신규한 하이브리드 그린에폭시 수지 조성물을 제조하였다. 또한 상기 그린에폭시 조성물을 탄소나노튜브로 강화하여 기계적 특성이 우수한 탄소나노튜브를 포함하는 그린에폭시 복합재료를 제조함으로써, 본 발명을 완성하였다.Accordingly, the present inventors have synthesized a new environmentally friendly green epoxy resin using vegetable oil, and have made a novel hybrid green epoxy resin composition in which a bifunctional epoxy resin and an epoxidized vegetable oil are hybridized. Also, the present invention has been accomplished by preparing a green epoxy composite material containing carbon nanotubes having excellent mechanical properties by reinforcing the green epoxy composition with carbon nanotubes.
한편, 관련 종래기술로는 한국등록특허 제275859호에서는 에폭시/불포화 폴리에스테르 수지의 하이브리드 시스템을 개시하고 있다.On the other hand, Korean Patent No. 275859 discloses a hybrid system of an epoxy / unsaturated polyester resin in the related art.
본 발명은 상기 종래기술의 문제점을 해결하기 위해 안출된 것으로서, 본 발명의 목적은 에폭시화된 식물유와 2관능성 에폭시 수지로 이루어진 하이브리드 에폭시 수지 조성물에 강화제로서 탄소나노튜브(carbon nanotube)를 첨가함으로써 기계적 특성 등이 우수한 탄소나노튜브를 포함하는 그린에폭시 복합재료 및 이의 제조방법을 제공하는데 있다.SUMMARY OF THE INVENTION The present invention has been made to solve the above problems of the prior art, and an object of the present invention is to provide a hybrid epoxy resin composition comprising an epoxidized vegetable oil and a bifunctional epoxy resin by adding a carbon nanotube Mechanical properties and the like, and a method for producing the green epoxy composite material.
상기 목적을 달성하기 위하여, 본 발명은 에폭시 복합재료에 있어서,In order to achieve the above object, the present invention provides an epoxy composite material,
디글리시딜에테르 비스페놀 A(diglycidylether of bisphenol A, DGEBA)와 하기 화학식 1로 표시되는 에폭시화된 소이빈오일(epoxidized soybean oil, ESO)의 에폭시 수지로 이루어진 하이브리드 에폭시 수지 조성물에 탄소나노튜브(carbon nanotube)를 첨가한 탄소나노튜브를 포함하는 그린에폭시 복합재료를 제공한다.A hybrid epoxy resin composition composed of a diglycidylether of bisphenol A (DGEBA) and an epoxy resin of an epoxidized soybean oil (ESO) represented by the following formula (1), carbon nanotubes nanotube) is added to the green-epoxy composite material.
[화학식 1][Chemical Formula 1]
상기 디글리시딜에테르 비스페놀 A는 60 내지 99중량%, 에폭시화된 소이빈오일의 에폭시 수지는 1 내지 40중량%로 포함되는 것을 특징으로 한다.The diglycidyl ether bisphenol A is contained in an amount of 60 to 99% by weight, and the epoxy resin of the epoxidized soybean oil is contained in an amount of 1 to 40% by weight.
상기 디글리시딜에테르 비스페놀 A와 에폭시화된 소이빈오일의 에폭시 수지로 이루어진 하이브리드 에폭시 수지 조성물 100중량부에 대하여 탄소나노튜브는 1 내지 10중량부로 포함되는 것을 특징으로 한다.The carbon nanotube is contained in an amount of 1 to 10 parts by weight based on 100 parts by weight of the hybrid epoxy resin composition comprising the diglycidyl ether bisphenol A and the epoxy resin of the epoxidized soybean oil.
또한, 본 발명은 (1) 소이빈오일(soybean oil), 빙초산(glacial acetic acid), 앰버라이트(amberlite), 톨루엔(toluene)을 혼합하는 단계;와 (2) 상기 (1)단계에 의해 제조된 혼합물에 과산화수소를 첨가하여 반응시키는 단계;와 (3) 상기 (2)단계에 의해 제조된 반응물을 건조시키는 단계;와 (4) 상기 (3)단계에 의해 제조된 에폭시화된 소이빈오일(epoxidized soybean oil, ESO)의 에폭시 수지와 디글리시딜에테르 비스페놀 A를 혼합하는 단계; 및 (5) 상기 (4)단계에 의해 제조된 혼합물에 탄소나노튜브(carbon nanotube)첨가하는 단계;를 포함하는 탄소나노튜브를 포함하는 그린에폭시 복합재료의 제조방법을 제공한다.The present invention also relates to a process for the production of (1) a mixture of soybean oil, glacial acetic acid, amberlite, and toluene, and (2) And (3) drying the reactant prepared in the step (2) and (4) reacting the epoxidized soybean oil prepared by the step (3) epoxidized soybean oil, ESO) and diglycidyl ether bisphenol A; And (5) adding a carbon nanotube to the mixture prepared by the step (4). The present invention also provides a method for producing a green epoxy composite material comprising carbon nanotubes.
상기 (4)단계에서 디글리시딜에테르 비스페놀 A와 에폭시화된 소이빈오일의 에폭시 수지로 이루어진 하이브리드 에폭시 수지 조성물 100중량부에 대하여 탄소나노튜브는 1 내지 10중량부로 첨가되는 것을 특징으로 한다.The carbon nanotubes may be added in an amount of 1 to 10 parts by weight based on 100 parts by weight of the hybrid epoxy resin composition composed of the diglycidyl ether bisphenol A and the epoxidized epoxy resin.
상기와 같은 본 발명에 따르면, 2관능성 에폭시 수지와 에폭시화된 소이빈오일(epoxidized soybean oil, ESO)이 혼합된 하이브리드 에폭시 수지 조성물을 제공함으로써 제조원가를 낮출 수 있을 뿐만 아니라, 종래의 2관능성 에폭시 수지를 대체하여 높은 성능의 발현이 가능한 전기전자재료로 활용 가능한 친환경 수지로 사용할 수 있는 효과가 있다.According to the present invention, a hybrid epoxy resin composition comprising a bifunctional epoxy resin and an epoxidized soybean oil (ESO) can be provided to reduce the manufacturing cost, and the conventional bifunctional It can be used as an eco-friendly resin which can be used as an electric and electronic material capable of high performance performance in place of an epoxy resin.
또한, 상기 하이브리드 에폭시 수지 조성물에 강화재로 탄소나노튜브(carbon nanotube)를 첨가함으로써 우수한 기계적 특성을 갖는 에폭시 복합재료를 제공할 수 있는 효과가 있다.Also, an epoxy composite material having excellent mechanical properties can be provided by adding a carbon nanotube as a reinforcement material to the hybrid epoxy resin composition.
도 1 은 본 발명의 실시예에 따른 소이빈오일(soybean oil) 단량체 및 에폭시화된 소이빈오일(epoxidized soybean oil, ESO)에 대하여, FT-IR의 분석결과.
도 2 는 본 발명의 실시예에 따른 2관능성 에폭시 수지 및 에폭시화된 소이빈오일(epoxidized soybean oil, ESO)로 이루어진 하이브리드 에폭시 수지 조성물의 파괴인성 분석결과.Figure 1 shows the results of FT-IR analysis for soybean oil monomers and epoxidized soybean oil (ESO) according to an embodiment of the present invention.
FIG. 2 shows the results of fracture toughness analysis of a hybrid epoxy resin composition comprising a bifunctional epoxy resin and an epoxidized soybean oil (ESO) according to an embodiment of the present invention.
이하, 본 발명을 상세히 설명한다.Hereinafter, the present invention will be described in detail.
본 발명은 디글리시딜에테르 비스페놀 A(diglycidylether of bisphenol A, 이하 "DGEBA"라고 한다.)와 하기 화학식 1로 표시되는 에폭시화된 소이빈오일(epoxidized soybean oil, 이하 "ESO"라고 한다.)의 에폭시 수지로 이루어진 하이브리드 에폭시 수지 조성물에 탄소나노튜브(carbon nanotbe)를 첨가한 탄소나노튜브를 포함하는 그린에폭시 복합재료를 제공한다. 한편, 상기 DGEBA는 60 내지 99중량%, ESO는 1 내지 40중량%로 포함되는 것이 바람직하며, 상기 탄소나노튜브는 DGEBA와 ESO로 이루어지는 하이브리드 에폭시 수지 조성물 100중량부에 대하여 1 내지 10중량부로 포함되는 것이 바람직하다. The present invention relates to a diglycidylether of bisphenol A (hereinafter referred to as "DGEBA") and an epoxidized soybean oil (hereinafter referred to as "ESO") represented by the following formula (1) The present invention provides a green epoxy composite material comprising carbon nanotubes obtained by adding carbon nanotubes to a hybrid epoxy resin composition composed of an epoxy resin. It is preferable that the DGEBA and the ESO are contained in an amount of 1 to 10 parts by weight based on 100 parts by weight of the hybrid epoxy resin composition comprising DGEBA and ESO, .
[화학식 1][Chemical Formula 1]
한편, 상기 화학식 1.의 ESO는 하기 반응식 1.과 같이 소이빈오일을 앰버라이트 (Amberlite)의 존재하에 용매 중에서 예를 들면, 산 및 과산화수소수로 산화 반응시켜 45 내지 60℃의 온도에서 6 내지 12 시간 반응시켜 제조할 수 있다.On the other hand, the ESO of the above formula (1) can be obtained by oxidizing a soybean oil with an acid and hydrogen peroxide in a solvent in the presence of Amberlite, For 12 hours.
[반응식 1][Reaction Scheme 1]
더불어, 본 발명에 따른 탄소나노튜브를 포함하는 그린에폭시 복합재료는 변성 지환족 아민 경화제를 사용하여 1:1 당량비로 반응시켜 교반혼합하여 제조할 수 있다.
In addition, the green epoxy composite material containing the carbon nanotubes according to the present invention can be prepared by reacting the mixture with a modifying alicyclic amine curing agent at an equivalent ratio of 1: 1, followed by stirring and mixing.
이하, 실시예를 통하여 본 발명을 더욱 상세히 설명하고자 한다. 이들 실시예는 오로지 본 발명을 예시하기 위한 것으로서, 본 발명의 범위가 이들 실시예에 의해 제한되는 것으로 해석되지는 않는 것은 당업계에서 통상의 지식을 가진 자에게 있어서 자명할 것이다.
Hereinafter, the present invention will be described in more detail with reference to Examples. It is to be understood by those skilled in the art that these examples are for illustrative purposes only and that the scope of the present invention is not construed as being limited by these examples.
실시예 1.Example 1.
(1) 소이빈오일(soybeanoil), 빙초산(glacial acetic acid), 앰버라이트(Amberlite), 그리고 톨루엔(toluene)을 교반기, 온도계 및 콘덴서가 부착된 반응기에 넣고 55℃로 온도를 유지한 후 과산화수소를 천천히 적가하고 7시간 동안 반응시켰다. 반응이 종결되면 pH 7이 될 때까지 NaCO3와 증류수로 세척과 필터링을 반복하였다. 상기 과정을 통하여 얻어진 반응물에 anhydrous sodium sulfate를 넣어 수분을 제거하고 필터링한 후 80℃ 진공오븐에서 건조하여 수율 89%의 Epoxidized Soybean Oil (ESO)을 얻었다. (1) Soybeanil, glacial acetic acid, Amberlite and toluene were placed in a reactor equipped with a stirrer, a thermometer and a condenser, and the temperature was maintained at 55 ° C. Then, hydrogen peroxide Slowly added and reacted for 7 hours. After the reaction was completed, washing and filtering were repeated with NaCO 3 and distilled water until the pH reached 7. Anhydrous sodium sulfate was added to the reaction mixture to remove moisture, filtered, and dried in a vacuum oven at 80 ° C to obtain an 89% yield of Epoxidized Soybean Oil (ESO).
(2) 2관능성 에폭시 수지로서, 밀도 1.16 g/cm3, 점도 12,000 cps, 당량=185~190 g/eq.인 DGEBA 90중량%에 상기 (1)에서 제조된 ESO 10중량%를 혼합하여 2관능성 하이브리드 그린에폭시 조성물을 제조하였다. 상기 그린에폭시 조성물에 탄소나노튜브(carbon nanotube) 0.5 phr(parts per hundred rubber, 이하 'phr'라 한다.)을 첨가하여 혼합한 후, 지환족 아민 경화제와 1:1의 당량비로 반응시켜 시편을 제작하였다.(2) 10% by weight of the ESO prepared in (1) was mixed with 90% by weight of DGEBA having a density of 1.16 g / cm3 and a viscosity of 12,000 cps and an equivalent weight of 185 to 190 g / Functional hybrid green epoxy compositions were prepared. The green epoxy composition was mixed with 0.5 phr of parts per hundred rubber (hereinafter referred to as "phr") of carbon nanotubes and then reacted with an alicyclic amine curing agent at an equivalent ratio of 1: 1 to prepare a test piece Respectively.
실시예 2.Example 2.
상기 실시예 1.과 동일한 과정을 실시하되, 탄소나노튜브 1phr을 첨가하여 시편을 제작하였다. The same procedure as in Example 1 was carried out, except that 1 phr of carbon nanotubes was added to prepare a specimen.
실시예 3.Example 3.
상기 실시예 1.과 동일한 과정을 실시하되, 탄소나노튜브 2phr을 첨가하여 시편을 제작하였다. The procedure of Example 1 was repeated, except that 2 phr of carbon nanotubes were added to prepare specimens.
실시예 4.Example 4.
상기 실시예 1과 동일한 과정을 실시하되, 탄소나노튜브 5phr을 첨가하여 시편을 제작하였다. The same procedure as in Example 1 was carried out except that 5 phr of carbon nanotubes was added to prepare a test piece.
비교예.Comparative Example.
DGEBA 90중량%에 상기 실시예 1.에서 제조된 ESO 10중량%를 혼합하여 지환족 아민 경화제와 1:1의 당량비로 반응시켜 시편을 제작하였다.10% by weight of ESO prepared in Example 1 was mixed with 90% by weight of DGEBA and reacted with an alicyclic amine curing agent at an equivalent ratio of 1: 1 to prepare test pieces.
실험예 1.Experimental Example 1
상기 실시예 1.에서 제조한 ESO의 화학구조 변화를 관찰하기 위하여 Thermo SCINTIFIC사의 FT-IR Spectrometer (Niclet, iS10)를 사용하여 FT-IR 스펙트럼을 측정하였으며, 그 결과를 하기 표 1. 및 도 1.에 나타내었다.The FT-IR spectrum was measured using a FT-IR Spectrometer (Niclet, iS10) manufactured by Thermo SCINTIFIC Co., Ltd. to observe the chemical structure change of the ESO produced in Example 1. The results are shown in Table 1 and Fig. 1 .
[표 1][Table 1]
실험예 2.Experimental Example 2
상기 실시예 1.에서 제조한 ESO의 NMR 스펙트럼을 확인하기 위하여 400MHz에서 chloroform-d를 용매로 사용하였으며, JEOL사의 FT/NMR spectrometr (JNM-EX400)를 사용하여 1H NMR과 13C NMR 스펙트럼을 측정하였으며, 그 결과를 하기 표 2.에 나타내었다.In order to confirm the NMR spectrum of ESO prepared in Example 1, chloroform-d was used as a solvent at 400 MHz and 1 H NMR and 13 C NMR spectra were measured using a FT / NMR spectrometer (JNM-EX400) And the results are shown in Table 2 below.
[표 2][Table 2]
실험예 3.Experimental Example 3.
상기 실시예 1. 내지 4.에서 제조한 탄소나노튜브를 포함하는 그린에폭시 복합재료 및 비교예의 2관능성 하이브리드 그린에폭시 수지 조성물이 경화된 시편을 준비하고, 제조된 시편의 기계적 특성은 파괴인성 요소 중 임계응력 세기인자 (KIC)를 측정하여 고찰하였으며, ASTM D5045에 준하여 노치의 깊이를 두께의 1/2, cross-head speed는 1 mm/min, 그리고 지지대간 거리와 시편 두께와의 비 (span-to-depth ratio)는 4:1로 고정하여 측정하였다. 각 시편 당 5개씩 실험하여 평균값을 취하였으며, 그 결과를 도 2.에 나타내었다.
The cured specimens of the green epoxy composites containing the carbon nanotubes prepared in Examples 1 to 4 and the bifunctional hybrid green epoxy resin compositions of the comparative examples were prepared and the mechanical properties of the prepared specimens were evaluated in terms of the fracture toughness The critical stress intensity factor ( K IC) was measured and compared to ASTM D5045, where the depth of the notch was 1/2 of the thickness, the cross-head speed was 1 mm / min, and the ratio of the support- span-to-depth ratio) was fixed at 4: 1. The results are shown in Fig. 2. The results are shown in Fig.
이상, 본 발명내용의 특정한 부분을 상세히 기술하였는바, 당업계의 통상의 지식을 가진 자에게 있어서, 이러한 구체적인 기술은 단지 바람직한 실시양태일 뿐이며, 이에 의해 본 발명의 범위가 제한되는 것이 아닌 점은 명백할 것이다. 따라서 본 발명의 실질적인 범위는 첨부된 청구항들과 그것들의 등가물에 의해 정의된다고 할 것이다. Having described specific portions of the present invention in detail, those skilled in the art will appreciate that these specific embodiments are merely preferred embodiments and that the scope of the present invention is not limited thereby. something to do. Accordingly, the actual scope of the present invention will be defined by the appended claims and their equivalents.
Claims (5)
디글리시딜에테르 비스페놀 A(diglycidylether of bisphenol A, DGEBA)와 하기 화학식 1로 표시되는 에폭시화된 소이빈오일(epoxidized soybean oil, ESO)의 에폭시 수지로 이루어진 하이브리드 에폭시 수지 조성물에 탄소나노튜브(carbon nanotube)를 첨가한 탄소나노튜브를 포함하는 그린에폭시 복합재료.
[화학식 1]
In the epoxy composite material,
A hybrid epoxy resin composition composed of a diglycidylether of bisphenol A (DGEBA) and an epoxy resin of an epoxidized soybean oil (ESO) represented by the following formula (1), carbon nanotubes A green epoxy composite material comprising carbon nanotubes added with.
[Chemical Formula 1]
상기 디글리시딜에테르 비스페놀 A는 60 내지 99중량%, 에폭시화된 소이빈오일의 에폭시 수지는 1 내지 40중량%로 포함되는 것을 특징으로 하는 탄소나노튜브를 포함하는 그린에폭시 복합재료.
The method according to claim 1,
Wherein the diglycidyl ether bisphenol A is contained in an amount of 60 to 99% by weight and the epoxy resin of the epoxidized soybean oil is contained in an amount of 1 to 40% by weight.
상기 디글리시딜에테르 비스페놀 A와 에폭시화된 소이빈오일의 에폭시 수지로 이루어진 하이브리드 에폭시 수지 조성물 100중량부에 대하여 탄소나노튜브는 1 내지 10중량부로 포함되는 것을 특징으로 하는 탄소나노튜브를 포함하는 그린에폭시 복합재료.
The method according to claim 1,
Wherein the carbon nanotubes are contained in an amount of 1 to 10 parts by weight based on 100 parts by weight of the hybrid epoxy resin composition comprising the diglycidyl ether bisphenol A and an epoxy resin of an epoxidized soybean oil. Green epoxy composites.
(2) 상기 (1)단계에 의해 제조된 혼합물에 과산화수소를 첨가하여 반응시키는 단계;
(3) 상기 (2)단계에 의해 제조된 반응물을 건조시키는 단계;
(4) 상기 (3)단계에 의해 제조된 에폭시화된 소이빈오일(epoxidized soybean oil, ESO)의 에폭시 수지와 디글리시딜에테르 비스페놀 A를 혼합하는 단계; 및
(5) 상기 (4)단계에 의해 제조된 혼합물에 탄소나노튜브(carbon nanotube)첨가하는 단계;를 포함하는 탄소나노튜브를 포함하는 그린에폭시 복합재료의 제조방법.
(1) mixing soybean oil, glacial acetic acid, amberlite, and toluene;
(2) adding hydrogen peroxide to the mixture prepared in the step (1) and reacting;
(3) drying the reactant produced in the step (2);
(4) mixing the epoxy resin of the epoxidized soybean oil (ESO) produced by the step (3) with diglycidyl ether bisphenol A; And
(5) adding a carbon nanotube to the mixture prepared in the step (4).
상기 (4)단계에서 디글리시딜에테르 비스페놀 A와 에폭시화된 소이빈오일의 에폭시 수지로 이루어진 하이브리드 에폭시 수지 조성물 100중량부에 대하여 탄소나노튜브는 1 내지 10중량부로 첨가되는 것을 특징으로 탄소나노튜브를 포함하는 그린에폭시 복합재료의 제조방법.5. The method of claim 4,
The carbon nanotubes are added in an amount of 1 to 10 parts by weight based on 100 parts by weight of the hybrid epoxy resin composition composed of the diglycidyl ether bisphenol A and epoxidized epoxy resin of the soybean oil in the step (4) ≪ / RTI > wherein the method comprises the steps of: preparing a green epoxy composite material;
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| KR20050098866A (en) * | 2003-01-08 | 2005-10-12 | 텍사스 테크 유니버시티 | Castor oil/epoxidized soybean oil based elastomeric compositions |
| KR20050110457A (en) * | 2004-05-19 | 2005-11-23 | 한국화학연구원 | Composition of hybrid epoxy resin containing two funtional groups |
| KR20080065688A (en) * | 2005-11-30 | 2008-07-14 | 아르끄마 프랑스 | Pulverulent composition based on carbon nanotubes, methods of obtaining them and its uses, especially in polymeric materials |
| KR20120126637A (en) * | 2011-05-12 | 2012-11-21 | 인하대학교 산학협력단 | Epoxy Compositions Having Enhanced Heat Conductivity |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| KR20050098866A (en) * | 2003-01-08 | 2005-10-12 | 텍사스 테크 유니버시티 | Castor oil/epoxidized soybean oil based elastomeric compositions |
| KR20050110457A (en) * | 2004-05-19 | 2005-11-23 | 한국화학연구원 | Composition of hybrid epoxy resin containing two funtional groups |
| KR20080065688A (en) * | 2005-11-30 | 2008-07-14 | 아르끄마 프랑스 | Pulverulent composition based on carbon nanotubes, methods of obtaining them and its uses, especially in polymeric materials |
| KR20120126637A (en) * | 2011-05-12 | 2012-11-21 | 인하대학교 산학협력단 | Epoxy Compositions Having Enhanced Heat Conductivity |
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