KR100258735B1 - Process of making chitosan organic germanium - Google Patents

Process of making chitosan organic germanium Download PDF

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KR100258735B1
KR100258735B1 KR1019980013763A KR19980013763A KR100258735B1 KR 100258735 B1 KR100258735 B1 KR 100258735B1 KR 1019980013763 A KR1019980013763 A KR 1019980013763A KR 19980013763 A KR19980013763 A KR 19980013763A KR 100258735 B1 KR100258735 B1 KR 100258735B1
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chitosan
organic germanium
germanium
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KR19980033478A (en
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임수섭
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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
    • C08B37/0006—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
    • C08B37/0024—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid beta-D-Glucans; (beta-1,3)-D-Glucans, e.g. paramylon, coriolan, sclerotan, pachyman, callose, scleroglucan, schizophyllan, laminaran, lentinan or curdlan; (beta-1,6)-D-Glucans, e.g. pustulan; (beta-1,4)-D-Glucans; (beta-1,3)(beta-1,4)-D-Glucans, e.g. lichenan; Derivatives thereof
    • C08B37/0027—2-Acetamido-2-deoxy-beta-glucans; Derivatives thereof
    • C08B37/003—Chitin, i.e. 2-acetamido-2-deoxy-(beta-1,4)-D-glucan or N-acetyl-beta-1,4-D-glucosamine; Chitosan, i.e. deacetylated product of chitin or (beta-1,4)-D-glucosamine; Derivatives thereof

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Abstract

PURPOSE: A method for producing chitosan organic germanium compound is provided to impart both functions of the chitosan and the germanium component useful for the production of health foods with no need for taking them separately by combining them. CONSTITUTION: The method comprises dissolving white crystalline ethylcarboxy germanium ceschioxide£(GeCH2CH2COOH)2O3|as the raw material of organic germanium(1) in water(2) and heating it to prepare a solution; to add chitosan material £C6H11O4N)n, in which C6H11O4N is a residual group of glucosamine| to the obtained solution in a mole ratio of 2:1 in terms of the residual group to the ethylcarboxy germanium ceschioxide under agitation to produce a colorless transparent solution; adding an extraction solvent(4) such as ethyl alcohol to generate a precipitate under stirring condition; and filtering, collecting and drying the precipitate to finally obtain the chitosan-organic germanium salt(5) in 94 to 97% yield.

Description

키토산 유기 게르마늄 화합물의 제조방법Method for preparing chitosan organic germanium compound

본 발명은, 키토산과 유기 게르마늄을 합성하는, 키토산 유기 게르마늄 화합물의 제조방법에 관한 것이다.The present invention relates to a method for producing a chitosan organic germanium compound for synthesizing chitosan and organic germanium.

종래의 기술에서 키토산과 유기 게르마늄을 합성하는, 키토산 유기게르마늄 화합물의 제조방법은 없었다.There is no manufacturing method of a chitosan organo germanium compound which synthesize | combines chitosan and organic germanium in the prior art.

선행되는 기술에서 키토산과 유기 게르마늄을 합성하는, 키토산 유기 게르마늄 화합물의 제조방법은 없었으므로, 건강식품으로서 유용한 키토산과 유기 게르마늄은, 각각 개별적으로 섭취하여야 하는 문제점을 가지고 있었다.Since there was no method for producing a chitosan organic germanium compound for synthesizing chitosan and organic germanium in the prior art, chitosan and organic germanium, which are useful as health foods, had to be ingested separately.

상기의 문제점을 해결하기 위하여, 본 발명 키토산 유기 게르마늄 화합물의 제조방법은, 건강식품으로서 유용한 키토산과 유기 게르마늄의 특성을 함께 가지게 되는 키토산 유기 게르마늄 화합물을 제조하는 것을 목적으로 한다.MEANS TO SOLVE THE PROBLEM In order to solve the said problem, the manufacturing method of the chitosan organic germanium compound of this invention aims at manufacturing the chitosan organic germanium compound which has the characteristic of chitosan and organic germanium which are useful as a health food.

제1도는, 본 발명의 키토산 유기 게르마늄화합물 제조방법의 플로우 챠트.1 is a flowchart of a method for producing a chitosan organic germanium compound of the present invention.

제2도는, 본 발명의 키토산 유기 게르마늄 화합물의 화학 구조식.2 is a chemical structural formula of the chitosan organic germanium compound of the present invention.

제3도는, 본 발명의 키토산 유기 게르마늄 화합물의 적외선 흡수 스펙트럼 측정을 통해 확인한, 결합부위의 흡수파수.3 is an absorption wave number of the binding site confirmed through infrared absorption spectrum measurement of the chitosan organic germanium compound of the present invention.

〈도면의 주요부분에 대한 부호의 설명〉<Explanation of symbols for main parts of drawing>

1 : 유기 게르마늄 2 : 물1: organic germanium 2: water

3 : 키토산 4 : 단리용제3: chitosan 4: isolation solvent

5 : 키토산·유기 게르마늄염5: chitosan, organic germanium salt

본 발명의 키토산 유기 게르마늄 화합물의 제조방법은, 유기 게르마늄 원재료로서 백색의 결정성 분말인 에틸카르복시·게르마늄 세스키옥사이드 [(GeCH2CH2COOH)2O3]를, 물에 용해시켜 가온하여 용해액을 만들고; 이 용해액에 백색의 무정형 분말인 키토산 원재료 [(C6H11O4N)n, 여기에 글루코사민 잔기(殘基) : C6H11O4N]의 중량을, 1몰의 상기 에틸카르복시·게르마늄 세스키옥사이드에 대하여 상기 키토산의 글루코사민 잔기가 2몰 등량이 되는 몰비 혼합율로 교반하면서 첨가하여 무색의 투명용액을 만들고; 에틸 알콜 등의 단리용제를 교반하면서 첨가하여 침전물을 생성시키고; 상기 침전물을 여과하여 수집 건조하여 키토산·유리 게르마늄염을 얻는 것을 특징으로 한다.In the method for producing a chitosan organic germanium compound of the present invention, a white crystalline powder of ethyl carboxy germanium sesquioxide [(GeCH 2 CH 2 COOH) 2 O 3 ] as an organic germanium raw material is dissolved in water, warmed and dissolved. Making a solution; In this solution, a weight of a chitosan raw material [(C 6 H 11 O 4 N) n , a glucosamine residue: C 6 H 11 O 4 N], which is a white amorphous powder, was weighed into 1 mole of the ethylcarboxy. To a germanium sesquioxide, glucosamine residues of chitosan are added with stirring at a molar ratio of 2 molar equivalents to form a colorless transparent solution; Isolating solvents such as ethyl alcohol are added with stirring to form a precipitate; The precipitate is collected by filtration and dried to obtain chitosan and free germanium salts.

본 발명의 키토산 유기 게르마늄 화합물의 제조방법에서, 단리용제로는 아세톤을 사용하는 것도 가능하다.In the method for producing a chitosan organic germanium compound of the present invention, it is also possible to use acetone as the isolation solvent.

본 발명의 키토산 유기 게르마늄 화합물의 제조방법에서, 생성수율은 90% 이상을 확보할 수 있다.In the method for producing a chitosan organic germanium compound of the present invention, the production yield can ensure 90% or more.

본 발명의 키토산 유기 게르마늄 화합물의 제조방법에서, 에틸 알콜·아세톤 등의 단리용제는, 생성물인 키토산·유기 게르마늄염은 상기 단리용제에 용해되지 않으므로, 상기 단리용제를 교반하면서 첨가하게 되면 상기 생성물의 침전물을 얻을수 있게 되는 것이다.In the method for producing a chitosan organic germanium compound of the present invention, the isolating solvent such as ethyl alcohol and acetone is not dissolved in the isolating solvent, and thus, when the isolating solvent is added with stirring, Sediment can be obtained.

본 발명의 키토산 유기 게르마늄염의 화합물의 제조방법에 의해서 얻게되는, 이온결합을 하는 키토산·유기 게르마늄염의 화학식은 [C18H32O15N2Ge2]n로 표시되는 것으로서, 전해질의 백색분말이며, 특성으로서 물에 녹고, 에틸 알콜, 아세톤에 용해되지 않으며, 알칼리성에서 분해되어 침전이 생기며, 강산(强酸)을 첨가하면 분해되어서 용해액이 되는 등의 특징을 가진다.The chemical formula of the ionic bond chitosan-organic germanium salt obtained by the method for preparing a compound of the chitosan organic germanium salt of the present invention is represented by [C 18 H 32 O 15 N 2 Ge 2 ] n , which is a white powder of an electrolyte. It is soluble in water, insoluble in ethyl alcohol and acetone, and decomposes in alkaline to form precipitates, and when added with strong acid, it decomposes to form a solution.

본 발명 키토산 유기 게르마늄 화합물의 제조방법으로 생성하는, 키토산·유기 게르마늄염은, 게르마늄 원소를 중량비로 약 22% 함유하며, 또한 키토산 기부(基部)를 약 47% 함유한다.The chitosan-organic germanium salt produced by the method for producing a chitosan organic germanium compound of the present invention contains about 22% of the germanium element by weight and about 47% of the chitosan base.

본 발명의 키토산 유기 게르마늄 화합물의 제조방법으로 생성하는, 키토산·유기 게르마늄염은 인체섭취에 의하여, 인체내에서 유기 게르마늄으로서의 에틸카르복시·게르마늄 세스키옥사이드와 키토산의 기부로 분해되므로, 각각의 특징을 갖는 효과를 인체에 제공할 수 있게 되는 것이다.The chitosan and organic germanium salts produced by the method for producing a chitosan organic germanium compound of the present invention are decomposed into the base of ethyl carboxy germanium sesquioxide and chitosan as organic germanium in the human body by human ingestion. It will be able to provide the effect to the human body.

본 발명의 키토산 유기 게르마늄 화합물의 제조방법으로 생성하는, 키토산·유기 게르마늄염은 인체섭취에 의하여, 인체내에서 유기 게르마늄 기부로서 분해되어, 항종양작용, 진통작용, 지방질 대사작용을 하며, 또한 노인성 골다공증, 고혈압, 간염, 관절염에 탁월한 효과를 미치는, 건강식품으로서의 작용을 한다.Chitosan and organic germanium salts produced by the method for producing chitosan organic germanium compounds of the present invention are decomposed as organic germanium bases in the human body by human ingestion, and have antitumor action, analgesic action, lipid metabolism action, and senescence. It has an excellent effect on osteoporosis, high blood pressure, hepatitis and arthritis, and acts as a health food.

본 발명의 키토산 유기 게르마늄 화합물의 제조방법으로 생성하는, 키토산·유기 게르마늄염은 인체섭취에 인하여, 인체내에서 키토산 기부로서 분해되어 음식물중의 콜레스테롤, 중성지방, 지방산, 독성 금속이온의 체외 배출작용, 제산작용, 소화흡수력 증진, 면역력 강화작용, 어깨결림, 요통, 고혈압, 성인병, 비만, 간장병 예방작용 등, 건강식품으로서의 작용을 한다.Chitosan and organic germanium salts produced by the method for preparing chitosan organic germanium compounds of the present invention are decomposed as chitosan bases in the human body due to ingestion of humans, and thus in vitro release of cholesterol, triglycerides, fatty acids, and toxic metal ions from foods. , Antacids, digestive absorption, strengthening immunity, stiff shoulders, back pain, hypertension, adult diseases, obesity, liver disease prevention, etc., acts as a health food.

본 발명의 실시예를 나타내는 도면으로, 도 1은 키토산 유기 게르마늄 화합물의 제조방법에 관한 플로우 챠트(Flow Chart)를 도시하고 있고, 도 2는 생성된 키토산 유기 게르마늄 화합물의 화학구조식을, 그리고 도 3은 키토산 유기 게르마늄 화합물의 적외선 흡수 스펙트럼 측정으로 확인한 결합부위의 흡수파수를 각기 나타 낸다.1 is a flowchart illustrating a method for preparing a chitosan organic germanium compound, and FIG. 2 is a chemical structural formula of the produced chitosan organic germanium compound, and FIG. 3. Represents the absorption wave of the binding site confirmed by infrared absorption spectrum measurement of the chitosan organic germanium compound.

본 발명의 실시예를 첨부한 도면에 의거하여 구체적으로 설명하면 다음과 같다. 도 1에서 보는 바와 같이, 키토산 유기 게르마늄 화합물의 제조방법은, 먼저 유기 게르마늄(1) 원재료로서 백색 결정성 분말인 에틸카르복시·게르마늄 세스키옥사이드[(GeCH2CH2COOH)2O3, 분자량=339.2]의 중량 3.39g(10m몰)을, 물(2) 200ml에 용해시켜 과정 P1 을 통해 가온하여 용해액을 만들게 된다.Exemplary embodiments of the present invention will be described in detail with reference to the accompanying drawings. As shown in Fig. 1, the method for producing a chitosan organic germanium compound is first referred to as ethyl carboxy germanium sesquioxide [(GeCH 2 CH 2 COOH) 2 O 3 , molecular weight = as a raw material of organic germanium (1). 339.2] is dissolved in 200 ml of water (2) and warmed through the process P1 to form a solution.

이와같이 만들어진 상기 용해액에 백색의 무정형 분말인 키토산(2) 원재료 [(C6H11O4N)n, 글루코사민 잔기(殘基) : C6H11O4N, 분자량=161]의 중량 3.32g(글루코사민 잔기의 20m몰 등량)을 과정 P2 에서 교반하면서 첨가하여 무색의 투명용액을 만들고, 여기에 다시 단리용제(4)로서 에틸알콜 400ml를 과정 P3 을 통해 교반하면서 첨가하게 된다.3.32 weight of chitosan (2) raw material [(C 6 H 11 O 4 N) n , glucosamine residues: C 6 H 11 O 4 N, molecular weight = 161] in a white amorphous powder g (20 mmol molar equivalent of glucosamine residues) is added with stirring in step P2 to form a colorless transparent solution, which is then added with stirring 400 ml of ethyl alcohol as step 4 in isolation P4.

그리고, 침전물을 생성시켜 과정 P4 에서는 상기 침전물을 여과하여 수집하로, 이를 건조시켜 염화칼슘을 이용한 데시게이터 등의 건조기로 건조시켜 줌으로서 중량 약 6.6g의 백색 분말상태인 키토산·유기 게르마늄염(5)을 확보하게 된다.Then, a precipitate is produced, and in step P4, the precipitate is collected by filtration. The precipitate is dried and dried in a desiccator using a calcium chloride. Will be secured.

도 3은 본 발명의 키토산 유기 게르마늄 화합물의 제조방법으로 얻어진, 키토산·유기 게르마늄염의 적외선 흡수 스펙트럼 측정으로 확인한, 결합부위의 흡수파수를 나타내고 있다.Fig. 3 shows the absorption wave number of the binding site confirmed by infrared absorption spectrum measurement of the chitosan organic germanium salt obtained by the method for producing a chitosan organic germanium compound of the present invention.

이들 적외선 흡수 스펙트럼 측정으로 추정한 키토산 유기 게르마늄 화합물의 화학구조식은 도 2에서와 같이 키토산의 글루코사민 잔기(殘基) : C6H12O4N의 양이 온부: -NH3 +와, 에틸카르복시·게르마늄 세스키옥사이드 잔기 : (GeCH2CH2COOH)2O3의 음이온부: -0(=0)-0-와의 이온결합을 형성하며, 상기 키토산·유기 게르마늄염의 기부(基部)는 (GeCH2CH2COO)2O3와 2C6H12O4N 의 합이 되어, C18H32O15N2Ge2, 분자량=661.2 가 된다.The chemical structural formula of the chitosan organic germanium compound estimated by these infrared absorption spectrum measurements is the amount of glucosamine residues of chitosan: C 6 H 12 O 4 N as shown in FIG. 2: -NH 3 + and ethylcarboxy. Germanium sesquioxide residues: forming an ionic bond with the anion moiety of (GeCH 2 CH 2 COOH) 2 O 3 : -0 (= 0) -0 - and the base of the chitosan-organic germanium salt is (GeCH 2 CH 2 COO) is the sum of the 2 O 3 and 2C 6 H 12 O 4 N, is the C 18 H 32 O 15 N 2 Ge 2, molecular weight = 661.2.

본 발명의 키토산 유기 게르마늄 화합물의 제조방법으로 얻어진 키토산·유기 게르마늄염의 화학식은, 상기를 포함하는 분석 및 실험 등에 의하여,The chemical formula of the chitosan organic germanium salt obtained by the manufacturing method of the chitosan organic germanium compound of this invention is analyzed, experiment, etc. including the above,

[C18H32O15N2Ge2·1.5H2O]n, : 기본 분자량=688.2[C 18 H 32 O 15 N 2 Ge 2 .1.5H 2 O] n ,: basic molecular weight = 688.2

로 추정하였다.Estimated as

본 발명의 키토산 유기 게르마늄 화합물의 제조방법으로 얻어진, 키토산·유기 게르마늄염의 생성수율은, 상기를 포함하는 분석 및 실험 등에 의하여, 94% 에서 97% 사이였다.The production yield of the chitosan organic germanium salt obtained by the manufacturing method of the chitosan organic germanium compound of this invention was between 94% and 97% by the analysis and experiment containing the above.

본 발명은, 이상 설명한 바와 같은 형태로 실시되어, 다음과 같은 효과를 가진다.This invention is implemented in the form as described above, and has the following effects.

본 발명의 키토산 유기 게르마늄 화합물의 제조방법을 이용하여 얻어진 키토산·유기 게르마늄염은 건강식품으로서 유용한 키토산과 유기 게르마늄의 특성을 함께 지니고, 인체내에서 유기 게르마늄 기부로서 분해되어, 항종양작용, 진통작용, 지방질 대사작용을 하며, 또한, 노인성 골다공증, 고혈압, 간염, 관절염에 탁월한 효과를 나타내고, 나아가 인체내에서 키토산 기부로 분해되어, 음식물중의 콜레스테롤, 중성지방, 지방산, 독성 금속이온의 체외 배출작용, 제산작용, 소화흡수력 증진, 면역력 강화작용, 어깨결림, 요통, 고혈압, 성인병, 비만, 간장병 예방작용 등. 건강식품으로서의 효능도 아울러 가진다.Chitosan-organic germanium salts obtained using the method for preparing chitosan organic germanium compounds of the present invention have the characteristics of chitosan and organic germanium which are useful as health foods, and are decomposed as organic germanium bases in the human body, thereby preventing antitumor and analgesic effects. , It has a metabolism of fat, and also has an excellent effect on senile osteoporosis, hypertension, hepatitis, arthritis, and further breaks down into chitosan base in the human body, and releases cholesterol, triglycerides, fatty acids, and toxic metal ions in food. , Antacids, digestive absorption, strengthening immunity, stiff shoulders, back pain, high blood pressure, adult disease, obesity, liver disease prevention. It also has efficacy as a health food.

본 발명의 키토산 유기 게르마늄 화합물의 제조방법으로, 생성수율은 90% 이상의 고수율을 확보할 수 있으며, 또한 제조과정에 복잡한 기기를 필요로 하지않고 단순하여 조작이 용이하다.In the method for producing a chitosan organic germanium compound of the present invention, the production yield can secure a high yield of 90% or more, and is simple and easy to operate without requiring complicated equipment in the manufacturing process.

Claims (1)

유기 게르마늄(1) 원재료로서 흰색 결정성 분말인 에틸카르복시·게르마늄 세스키옥사이드 [(GeCH2CH2COOH)2O3]를, 물(2)에 용해시켜 가온하여 용해액을 만들고; 이 용해액에 흰색의 무정형 분말인 키토산(3) 원재료 [(C6H11O4N)n, 글루코사민 잔기(殘基) : C6H11O4N]의 중량을, 1몰의 상기 에틸카르복시·게르마늄 세스키옥사이드에 대하여 상기 키토산의 글루코사민 잔기가 2몰 등량이 되는 몰비 혼합율로, 교반하면서 첨가하여 무색의 투명용액을 만들고; 에틸 알콜 등의 단리용제(4)를 교반하면서 첨가하여 침전물을 생성시키고; 상기 침전물을 여과하여 수집 건조하여 키토산·유기 게르마늄염(5)을 얻는 것을 특징으로 하는 키토산 유기 게르마늄화합물의 제조방법.As an organic germanium (1) raw material, ethyl carboxy-germanium sesquioxide [(GeCH 2 CH 2 COOH) 2 O 3 ], which is a white crystalline powder, is dissolved in water (2) and warmed to form a solution; The weight of the chitosan (3) raw material [(C 6 H 11 O 4 N) n , glucosamine residue: C 6 H 11 O 4 N], which is a white amorphous powder, was dissolved in the solution. At a molar ratio mixing ratio of the glucosamine residues of the chitosan to 2 molar equivalents relative to the carboxy germanium sesquioxide oxide, added with stirring to form a colorless transparent solution; Isolating solvent (4) such as ethyl alcohol is added with stirring to form a precipitate; A method for producing a chitosan organic germanium compound, wherein the precipitate is collected by filtration and dried to obtain a chitosan-organic germanium salt (5).
KR1019980013763A 1998-04-17 1998-04-17 Process of making chitosan organic germanium KR100258735B1 (en)

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