公开(公告)号：KR1020040093930A

公开(公告)日：2004-11-09

申请号：KR1020030027805

申请日：2003-04-30

Applicant: 국방과학연구소

Inventor： 김진석 ,  조진래 ,  이근득 ,  김정국

IPC: C07D303/12

CPC classification number: C07D303/08 ,  C08G65/22 ,  C08G65/2609

Abstract: PURPOSE: Nitratoethyl oxirane, poly(2-nitratoethyl oxirane) and a preparation method thereof are provided, which compounds have similar energy to PGN(polyglycidylnitrate) and improved storage stability. Therefore, they can be useful as energetic prepolymers. CONSTITUTION: The 2-nitratoethyl oxirane is represented by the formula (III). The poly(2-nitratoethyl oxirane) is represented by the formula (IV). The method for preparing the poly(2-nitratoethyl oxirane) of the formula (IV) comprises the steps of: preparing 1,4-dinitrato-2-butanol of the formula (II) from 1,2,4-butanetriol of the formula (I); preparing 2-nitratoethyl oxyran of the formula (III) from 1,4-dinitrato-2-butanol of the formula (II); and polymerizing the 2-nitratoethyl oxyran of the formula (III).

Abstract translation: 目的：提供硝基乙基环氧乙烷，聚（2-硝基乙基环氧乙烷）及其制备方法，该化合物具有与PGN（聚缩水甘油基甘氨酸）相似的能量和提高的储存稳定性。 因此，它们可用作能量预聚物。 构成：2-硝基乙基环氧乙烷由式（III）表示。 聚（2-硝基乙基环氧乙烷）由式（IV）表示。 制备式（IV）的聚（2-硝基乙基环氧乙烷）的方法包括以下步骤：由式（II）的1,4-二硝基-2-丁醇由式 （一世）; 由式（II）的1,4-二硝基-2-丁醇制备式（III）的2-硝基乙基氧联： 并使式（III）的2-硝基乙基氧联聚合。

公开(公告)号：KR100456092B1

公开(公告)日：2004-11-08

申请号：KR1020020019524

申请日：2002-04-10

Applicant: 국방과학연구소

Inventor： 조진래 ,  조수경 ,  고은미 ,  김재경

IPC: C07D403/04

CPC classification number: C07D233/90

Abstract: Disclosed is a preparation method of 2,2'-bi-1H-imidazole using glyoxal and an ammonium salt as starting materials through a safe, simple and easily controlled synthetic process with a high yield.

Abstract translation: 本发明公开了一种以乙二醛和铵盐为起始原料，通过安全，简单易控制的合成工艺，收率高，制备2,2'-联-1H-咪唑的方法。

公开(公告)号：KR1020040093932A

公开(公告)日：2004-11-09

申请号：KR1020030027807

申请日：2003-04-30

Applicant: 국방과학연구소

Inventor： 김진석 ,  조진래 ,  이근득 ,  김재경

IPC: C07D303/12

CPC classification number: C08G65/22 ,  C07D303/24 ,  C08G65/2609

Abstract: PURPOSE: Glycidyl dinitropropyl formal, poly(glycidyl dinitropropyl formal) and a preparation method thereof are provided, which compounds have improved thermal stability and improved storage stability. Therefore, they can be useful as energetic prepolymers. CONSTITUTION: The glycidyl dinitropropyl formal represented by formula (IV). The poly(glycidyl dinitropropyl formal) is represented by the formula (V) . The method for preparing the poly(glycidyl dinitropropyl formal) of the formula (V) comprises the steps of: reacting 2,2-dinitropropyl alcohol of the formula (I) with allyl alcohol of the formula (II) to prepare allyl dinitropropyl formal of the formula (III); preparing glycidyl dinitropropyl formal of the formula (IV) from the allyl dinitropropyl formal of the formula (III); and polymerizing the glycidyl dinitropropyl formal of the formula (IV).

Abstract translation: 目的：提供缩水甘油基二硝基丙基，聚（缩水甘油二硝基丙基甲醛）及其制备方法，该化合物具有改善的热稳定性和改善的储存稳定性。 因此，它们可用作能量预聚物。 构成：由式（IV）表示的缩水甘油基二硝基丙基甲醛。 聚（缩水甘油基二硝基丙基甲缩醛）由式（V）表示。 制备式（V）的聚（缩水甘油基二硝基丙基缩甲醛）的方法包括以下步骤：使式（I）的2,2-二硝基丙醇与式（II）的烯丙醇反应，制备式 式（III）; 由式（III）的烯丙基二硝基丙基甲醛制备式（IV）的缩水甘油基二硝基丙基甲醛; 并使式（IV）的缩水甘油基二硝基丙基甲缩醛聚合。

公开(公告)号：KR1020030080739A

公开(公告)日：2003-10-17

申请号：KR1020020019524

申请日：2002-04-10

Applicant: 국방과학연구소

Inventor： 조진래 ,  조수경 ,  고은미 ,  김재경

IPC: C07D403/04

CPC classification number: C07D233/90

Abstract: PURPOSE: A preparation method of 2,2'-bi-1H-imidazole using an ammonium salt and glyoxal is provided, thereby simply and stably preparing 2,2'-bi-1H-imidazole in higher yield. CONSTITUTION: A preparation method of 2,2'-bi-1H-imidazole comprises the steps of: dissolving an ammonium salt in water to prepare slurry; slowly dropping 20 wt.% of glyoxal into the slurry at 30 to 60 deg. C for 2 to 4 hours; and stirring the mixture at room temperature for 0 to 5 hours, wherein the ammonium salt is selected from the group consisting of ammonium acetate, ammonium benzoate, ammonium bromide, ammonium carbonate, ammonium chloride, ammonium chromate, ammonium dichromate, ammonium formate, ammonium nitrate, ammonium oxalate, ammonium sulfamate, ammonium sulfate, ammonium sulfite, ammonium tartrate, ammonium tetrafluoroborate, ammonium thiocyanate and ammonium thiosulfate.

Abstract translation: 目的：提供使用铵盐和乙二醛的2,2'-双-1H-咪唑的制备方法，从而以更高的收率简单稳定地制备2,2'-双-1H-咪唑。 构成：2,2'-双-1H-咪唑的制备方法包括以下步骤：将铵盐溶解在水中以制备浆料; 在30至60℃下将20重量％的乙二醛缓慢滴入浆料中。 C 2〜4小时; 并在室温下搅拌混合物0至5小时，其中铵盐选自乙酸铵，苯甲酸铵，溴化铵，碳酸铵，氯化铵，铬酸铵，重铬酸铵，甲酸铵，硝酸铵 草酸铵，氨基磺酸铵，硫酸铵，亚硫酸铵，酒石酸铵，四氟硼酸铵，硫氰酸铵和硫代硫酸铵。

公开(公告)号：KR100495677B1

公开(公告)日：2005-06-16

申请号：KR1020020025361

申请日：2002-05-08

Applicant: 국방과학연구소

Inventor： 김진석 ,  조진래 ,  이근득 ,  박방삼

IPC: C07D303/16

CPC classification number: C08G65/22 ,  C07D303/16

Abstract: 본 발명은 글라이시딜 디나이트로프로필 카보네이트 및 폴리(글라이시딜 디나이트로프로필 카보네이트)에 관한 것이다. 본 발명은 고성능 둔감 화약용 고에너지 결합제로 사용되는 예비중합체(prepolymer)인 폴리(글라이시딜 디나이트로프로필 카보네이트)를 제공한다. 본 발명에서는 나이트레이트기 대신 나이트로기를 에너지기로 도입함으로써 기존의 에너지 결합제에 비하여 열적 안정성이 월등히 개선된 예비중합체를 제공한다.

公开(公告)号：KR1020030087342A

公开(公告)日：2003-11-14

申请号：KR1020020025362

申请日：2002-05-08

Applicant: 국방과학연구소

Inventor： 이근득 ,  김진석 ,  조진래 ,  김정국

IPC: C08F220/10

CPC classification number: C08F220/36 ,  C06B45/105

Abstract: PURPOSE: Provided is a copolymer of 2,2-dinitropropyl acrylate and 2,2-dinitrobutyl acrylate, which is excellent in mechanical properties and can make composite gunpowder insensible compared to conventional energy-containing binders. CONSTITUTION: The copolymer(formula 1) of 2,2-dinitropropyl acrylate and 2,2-dinitrobutyl acrylate is produced by a process comprising the steps of: injecting the 2,2-dinitropropyl acrylate and the 2,2-dinitrobutyl acrylate into a reactor and mixing with a solvent in the presence of a radical initiator and injecting nitrogen into the reactor; stirring at 60-100deg.C for 3-8 hours; adding the resultant to methanol and stirring at ordinary temperature; drying produced precipitates. In the formula, X+Y=1.

Abstract translation: 目的：提供丙烯酸2,2-二硝基丙酯和丙烯酸2,2-二硝基丁酯的共聚物，其机械性能优异，与常规含能粘合剂相比，复合火药不易发生。 构成：通过包括以下步骤的方法制备丙烯酸2,2-二硝基丙酯和丙烯酸2,2-二硝基丁酯的共聚物（式1）：将丙烯酸2,2-二硝基丙酯和丙烯酸2,2-二硝基丁酯注入到 在自由基引发剂存在下与溶剂混合并将氮气注入反应器中; 在60-100℃下搅拌3-8小时; 将所得物加入到甲醇中并在常温下搅拌; 干燥产生沉淀物。 在公式中，X + Y = 1。

公开(公告)号：KR1020010095504A

公开(公告)日：2001-11-07

申请号：KR1020000018626

申请日：2000-04-10

Applicant: 국방과학연구소

Inventor： 김진석 ,  조진래 ,  이근득 ,  박방삼

IPC: C06B25/00

CPC classification number: C06B45/105

Abstract: PURPOSE: An energetic formal plasticizer for explosive formulations comprises bis(2,2-dinitropropyl)formal(BDNPF), and especially comprises bis(2,2-dinitropropyl)diformal(BDNPDF) as anti-crystalline agent. The energetic formal plasticizer exhibits superior thermal/chemical properties with less production cost. CONSTITUTION: The mole ratio of BDNPDF is desirable controlled to be 8-44mol.% of a mixture of BDNPF and BDNPDF. The preparation method of this plasticizer comprises the steps of (i) dissolving 2,2-dinitropropanol and formaldehyde source such as paraformaldehyde and s-trioxane in an organic solvent like methylene chloride; (ii) adding sulfuric acid solution while controlling the temperature of a reactor in the range of -30 to 20deg.C (iii) refining obtained mixture.

Abstract translation: 目的：用于爆炸性制剂的高能型正型增塑剂包括双（2,2-二硝基丙基）甲醛（BDNPF），特别是作为抗结晶剂的双（2,2-二硝基丙基）异构体（BDNPDF）。 能量的正式增塑剂具有优异的热/化学性能，生产成本更低。 构成：BDNPDF的摩尔比被控制为BDNPF和BDNPDF的混合物的8-44mol％。 该增塑剂的制备方法包括以下步骤：（i）将2,2-二硝基丙醇和甲醛源如多聚甲醛和s-三恶烷溶解在有机溶剂如二氯甲烷中; （ii）加入硫酸溶液，同时将反应器的温度控制在-30至20℃范围内。（iii）精炼所得混合物。

公开(公告)号：KR1020110122446A

公开(公告)日：2011-11-10

申请号：KR1020100041972

申请日：2010-05-04

Applicant: 국방과학연구소

Inventor： 김진석 ,  김승희 ,  조진래 ,  고은미

IPC: C07D233/91 ,  C07D233/92

CPC classification number: C07D233/92

Abstract: PURPOSE: A method for preparing 2,4-dinitroimidazole is provided to minimize allergy site and to simplify a process. CONSTITUTION: A method for preparing 2,4-dinitroimidazole comprises: a step of reacting acetic acid and nitric acid to 4-nitroimidazole to prepare 1,4-dinitroimidazole; a step of removing moisture to prepare a methylene chloride solution; and a step of adding chlorobenzene to the methylene chloride solution of 1,4-dinitroimidazole and reacting at 120-140°C for four to five hours to prepare 2,4-dinitroimidazole. A moisture drier for removing moisture is magnesium sulfate, calcium sulfate, calcium chloride, or sodium sulfate.

Abstract translation: 目的：提供2,4-二硝基咪唑的制备方法，以减少过敏部位并简化工艺。 构成：制备2,4-二硝基咪唑的方法包括：使乙酸和硝酸与4-硝基咪唑反应制备1,4-二硝基咪唑的步骤; 除去水分以制备二氯甲烷溶液的步骤; 以及将氯苯加入到1,4-二硝基咪唑的二氯甲烷溶液中并在120-140℃下反应4至5小时以制备2,4-二硝基咪唑的步骤。 用于除去水分的湿度干燥器是硫酸镁，硫酸钙，氯化钙或硫酸钠。

公开(公告)号：KR100514345B1

公开(公告)日：2005-09-13

申请号：KR1020030027807

申请日：2003-04-30

Applicant: 국방과학연구소

Inventor： 김진석 ,  조진래 ,  이근득 ,  김재경

IPC: C07D303/12

CPC classification number: C08G65/22 ,  C07D303/24 ,  C08G65/2609

Abstract: 본 발명은 고폭 화약의 성능 증대 및 물성 개선을 위하여 사용되는 에너지화 결합제로서 사용될 수 있는 신규한 물질 및 그 제조방법에 관한 것이다. 보다 상세하게, 본 발명은 에너지기로서 니트로기(-NO
2 )를 가지며 니트로기가 결합된 탄소에 결합하는 수소를 갖지 않는 화학식 IV로 표현되는 신규한 화합물 글리시딜 디니트로프로필 포름알(glycidyl dinitropropyl formal), 이를 단량체로 사용하여 중합된 화학식 V로 표현되는 신규한 화합물 폴리(글리시딜 디니트로프로필 포름알) 및 그 제조방법에 관한 것이다.
[화학식 IV]

[화학식 V]

公开(公告)号：KR100514344B1

公开(公告)日：2005-09-13

申请号：KR1020030027805

申请日：2003-04-30

Applicant: 국방과학연구소

Inventor： 김진석 ,  조진래 ,  이근득 ,  김정국

IPC: C07D303/12

CPC classification number: C07D303/08 ,  C08G65/22 ,  C08G65/2609

Abstract: 본 발명은 고성능 둔감 화약용 고에너지 결합제로 사용되는 에너지화 예비 중합체(prepolymer)의 합성에 관한 것으로, 더욱 상세하게는, 화학식 III으로 표현되는 신규한 화합물 2-니트레이토에틸 옥시란(2-nitratoethyl oxirane), 이를 단량체로 사용하여 중합되어 얻어지는 화학식 IV로 표현되는 신규한 화합물 폴리(2-니트레이토에틸 옥시란)[poly(2-nitratoethyl oxirane)] 및 그 제조방법에 관한 것이다. 본 발명의 화합물을 에너지화 예비중합체 및 이를 위한 단량체로서 사용함으로써, 지금까지의 에너지화 예비중합체 중에서 가장 성능이 뛰어나고 유망한 것으로 알려져 있으나 폴리우레탄 탄성체를 합성한 후 자기 분해되는 특성을 갖는 기존의 폴리(글리시딜 니트레이트)의 문제점을 해결할 수 있다.
[화학식 III]

[화학식 IV]