KR20010097727A - Composition and manufacturing method of tannin based adhesive - Google Patents

Composition and manufacturing method of tannin based adhesive Download PDF

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KR20010097727A
KR20010097727A KR1020000022031A KR20000022031A KR20010097727A KR 20010097727 A KR20010097727 A KR 20010097727A KR 1020000022031 A KR1020000022031 A KR 1020000022031A KR 20000022031 A KR20000022031 A KR 20000022031A KR 20010097727 A KR20010097727 A KR 20010097727A
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tannin
predetermined amount
adhesive composition
condensant
tannins
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KR1020000022031A
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Korean (ko)
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정경호
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정경호
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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J161/00—Adhesives based on condensation polymers of aldehydes or ketones; Adhesives based on derivatives of such polymers
    • C09J161/04—Condensation polymers of aldehydes or ketones with phenols only
    • C09J161/06—Condensation polymers of aldehydes or ketones with phenols only of aldehydes with phenols
    • C09J161/12—Condensation polymers of aldehydes or ketones with phenols only of aldehydes with phenols with polyhydric phenols
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L25/00—Compositions of, homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Compositions of derivatives of such polymers
    • C08L25/02—Homopolymers or copolymers of hydrocarbons
    • C08L25/04—Homopolymers or copolymers of styrene
    • C08L25/08—Copolymers of styrene
    • C08L25/10—Copolymers of styrene with conjugated dienes
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L39/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions of derivatives of such polymers
    • C08L39/04—Homopolymers or copolymers of monomers containing heterocyclic rings having nitrogen as ring member
    • C08L39/08—Homopolymers or copolymers of vinyl-pyridine
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L9/00—Compositions of homopolymers or copolymers of conjugated diene hydrocarbons
    • C08L9/06—Copolymers with styrene
    • C08L9/08—Latex

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Adhesives Or Adhesive Processes (AREA)

Abstract

본 발명은 탄닌(tannin)을 사용한 접착제조성물에 관한 것으로, 특히 나무껍질로부터 추출한 컨덴스트 탄닌을 사용하여 고무와 섬유로 이루어진 복합체(예, 타이어)용 접착제 조성물 및 그 제조방법에 관한 것이다. 소정량의 증류수와 소정량의 컨덴스트탄닌을 혼합하여 잘 용해시킨 후 용해되지 않은 이물질을 여과한 다음, 소정량의 37% 포르말린 용액, 소정량의 10% 가성소다 용액을 첨가한 후 축합 반응을 진행하여 합성된 수지에 소정량의 스티렌-부타디엔-비닐피리딘 라텍스(41% 고체)를 첨가하여 잘 분산시킨 후 상온에서 숙성시켜 조성되는 탄닌을 이용한 접착제조성물 제조방법을 제공하고 있다.The present invention relates to an adhesive composition using tannins, and more particularly, to an adhesive composition for a composite (eg, a tire) composed of rubber and fiber using condensed tannins extracted from bark and a method of manufacturing the same. After mixing a predetermined amount of distilled water and a predetermined amount of condensant tannin and dissolving it well, the undissolved foreign material is filtered, and then a predetermined amount of 37% formalin solution and a predetermined amount of 10% caustic soda solution are added to the condensation reaction. Provided is a method for preparing an adhesive composition using tannin, which is prepared by dispersing well by adding a predetermined amount of styrene-butadiene-vinylpyridine latex (41% solid) to the synthesized resin at room temperature.

Description

탄닌을 이용한 접착제 조성물 및 그 제조방법{Composition and manufacturing method of tannin based adhesive}Adhesive composition using tannins and its manufacturing method {Composition and manufacturing method of tannin based adhesive}

본 발명은 탄닌(tannin)을 사용한 접착제에 관한 것으로, 특히 나무껍질로부터 추출한 컨덴스트 탄닌을 사용하여 고무와 섬유로 이루어진 복합체(예, 타이어)용 접착제 조성물 및 그 제조방법에 관한 것이다.The present invention relates to an adhesive using tannins, and more particularly, to an adhesive composition for a composite (eg, a tire) made of rubber and fibers using condensed tannins extracted from bark and a method of manufacturing the same.

지금까지 각종 차량의 바퀴로 사용되는 타이어는 고무와 섬유의 견고한 복합체로 이루어져 있으며, 이 타이어의 구성재료인 고무와 섬유 등을 접착시키기 위한 접착제로서는 석유자원에 의존한 레소시놀, 포름알데히드와 라텍스를 주원료로 하는 RFL(resorcinol-formaldehyde-latex) 접착제를 사용하고 있다.Until now, tires used as wheels of various vehicles are made of a solid composite of rubber and fiber.As an adhesive for bonding rubber and fiber, which are components of the tire, lysosinol, formaldehyde, and latex depending on petroleum resources RFL (resorcinol-formaldehyde-latex) adhesive is used as the main raw material.

그러나 상기와 같이 석유자원으로부터 얻어지는 합성수지를 기초로 하여 조성된 접착제 조성물은 원유가격의 상승과 원유자원의 고갈에 따라서 접착제 제조단가의 상승 및 제품의 공급부족을 예상할 수 있다.However, the adhesive composition formed on the basis of the synthetic resin obtained from the petroleum resources as described above can be expected to increase the manufacturing cost of the adhesive and the shortage of products in accordance with the rise in crude oil prices and depletion of crude oil resources.

이러한 점에 있어서, 당업계에서는 다각도로 연구를 거듭하여, 종래의 석유자원으로 부터 만들어진 접착제를 대체할 수 있는 접착제를 개발하고 있다. 이에 대한 실례로서 대한민국에 출원되어 특허가 허여된 특허공고번호 91-6391(출원인:동양나일론주식회사, 동양폴리에스터주식회사, 국적: 한국), 91-6998, 92-474, 92-2647 (출원인: 로드코오포레이션, 국적: 미국)등을 들 수가 있다. 이들은 모두 상기 종래의 레소시놀을 원료로 한 접착제조성물보다 여러가지 우수한 점이 인정될 수 있으나, 그 주원료를 주로 광물자원에서 얻어지는 재료로부터 공급받고 있다는 점에서는 상기 종래의 단점을 완전히 해결하고 있지는 못하고 있다.In this regard, the art has been researched at various angles, developing an adhesive that can replace the adhesive made from conventional petroleum resources. For example, Patent Publication No. 91-6391 (Applicant: Dongyang Nylon, Dongyang Polyester, Nationality: Korea), 91-6998, 92-474, 92-2647 (Applicant: Rod) Corporate, nationality: US). Although all of them can be recognized as various advantages over the conventional adhesive composition of the resorcinol as a raw material, it does not completely solve the above disadvantages in that the main raw material is mainly supplied from a material obtained from mineral resources.

이에 본 출원인은 종이의 원료인 펄프생산으로 부터 야기되는 다량의 나무껍질에 종래의 RFL 접착제중의 포름알데히드와 높은 반응성을 갖는 탄닌이 함유되어 있음에 주목하고, 또한 이 펄프생산후 남게되는 나무껍질들이 산업폐기물화 되어 버려지는데 착안하여, 상기 종래의 단점들을 해결하기 위하여 수용성이고 또한 포름알데히드와 높은 반응성을 보이는 나무껍질로부터 추출된 컨덴스트탄닌을 사용함으로써 고무와 섬유를 접착시킬 새로운 접착제 조성물 및 그 제조방법을 제공하는 것이다.The Applicant has noted that a large amount of bark resulting from pulp production, which is the raw material of paper, contains tannins having high reactivity with formaldehyde in conventional RFL adhesives, and the bark remaining after the pulp production. A new adhesive composition for bonding rubber and fibers by using condensant tannin extracted from bark that is water-soluble and highly reactive with formaldehyde in order to solve the above disadvantages, in view of the fact that these products have been industrialized. It is to provide a manufacturing method.

상기의 목적을 달성하기 위하여, 본 발명은 (a)약 60-90 중량%의 컨덴스트탄닌, (b)약 10-40 중량%의 37%포르말린 용액, (c)약 3-10 g/dl의 수지농도, (d)약 5-10의 수지용액 pH에 (e)약 40-80 중량%의 스티렌-부타디엔-비닐피리딘 라텍스를 포함하는 성분(A) 으로 이루어지는 접착제 조성물을 제공하고 있다.In order to achieve the above object, the present invention provides a composition comprising (a) about 60-90 wt% condensant tannin, (b) about 10-40 wt% 37% formalin solution, (c) about 3-10 g / dl The adhesive composition which consists of component (A) containing (e) about 40-80 weight% of styrene-butadiene-vinylpyridine latex in the resin concentration of (d) and the resin solution pH of about 5-10 is provided.

또한, 본 발명은 이 경우 상기 성분(A)의 양은 (a), (b), 및 (e)의 전체 중량을 기준으로 하고 있다.In the present invention, the amount of component (A) in this case is based on the total weight of (a), (b) and (e).

또한, 본 발명은 소정량의 증류수와 소정량의 컨덴스트탄닌을 혼합하여 잘 용해시킨 후 용해되지 않은 이물질을 여과한 다음, 소정량의 37% 포르말린 용액, 소정량의 10% 가성소다 용액을 첨가한 후 적절한 반응온도에서 축합 반응을 진행하여 합성된 수지에 소정량의 스티렌-부타디엔-비닐피리딘 라텍스(41% 고체)를 첨가하여 잘 분산시킨 후 상온에서 숙성시켜 조성되는 탄닌을 이용한 접착제조성물 제조방법을 제공하고 있다.In addition, the present invention is mixed with a predetermined amount of distilled water and a predetermined amount of condensant tannin to dissolve well, then filter the undissolved foreign matter, and then add a predetermined amount of 37% formalin solution, a predetermined amount of 10% caustic soda solution After the condensation reaction at a suitable reaction temperature, a predetermined amount of styrene-butadiene-vinylpyridine latex (41% solids) is added to disperse well, and then matured at room temperature to prepare an adhesive composition using tannin. To provide.

여기서, 본 발명은 30-60%의 레소시놀을 상기 컨덴스트탄닌과 상기 포름알데히드와 반응시켜 3중폴리머를 만드는 것을 특징으로 하는 탄닌을 이용한 접착제조성물 제조방법을 제공하고 있다.Herein, the present invention provides a method for preparing an adhesive composition using tannins, wherein 30-60% of resorcinol is reacted with the condensant tannin and the formaldehyde to make a triple polymer.

이하, 본 발명의 바람직한 실시예에 대해서 상세히 설명할 것이다.Hereinafter, preferred embodiments of the present invention will be described in detail.

본 출원인은 상기 목적을 달성하기 위한 연구를 면밀히 수행한 결과, 전술한 바와 같은 접착제를 개발하였으며, 아울러 이 새로운 접착제를 탄닌-포름알데히드-라텍스(tannin-formaldehyde-latex; TFL)로 명명하게 되었다.Applicants have conducted research to achieve the above object, and have developed the adhesive as described above, and have also named this new adhesive tannin-formaldehyde-latex (TFL).

여기서, 본 발명에 의한 접착제조성물 제조방법은 30-60%의 레소시놀을 상기 컨덴스트탄닌과 상기 포름알데히드와 반응시켜 3중폴리머를 만드는 것을 특징으로 하고 있다.Here, the adhesive composition manufacturing method according to the present invention is characterized in that 30-60% of resorcinol is reacted with the condensant tannin and the formaldehyde to make a triple polymer.

하기에 합성실시예 및 실시예를 열거하여 본 발명에 대해 설명한다.The present invention is described below by enumerating Synthetic Examples and Examples.

합성실시예Synthesis Example

교반기가 부착된 1,000ml용 플라스크에 증류수 236g과 컨덴스트탄닌 11g을 혼합하여 30℃에서 잘 용해시킨 후 용해되지 않은 이물질은 여과하였다. 그리고16.4ml의 37% 포르말린용액, 3g의 10% 가성소다용액이 첨가된 후 2시간 동안 축합 반응을 진행하였다. 이렇게 탄닌포름알데히드(TF) 수지를 합성한 후, 244g의 스티렌-부타디엔-비닐피리딘 라텍스(41% 고체)를 첨가하여 잘 분산시킨 후 상온에서 24시간동안 숙성시켰다. 이렇게 합성된 접착제 액은 사용 전까지 냉소에 보관하였다.In a 1,000 ml flask equipped with a stirrer, 236 g of distilled water and 11 g of condensant tannin were mixed, dissolved well at 30 ° C., and the undissolved foreign material was filtered out. And condensation reaction was performed for 2 hours after 16.4 ml of 37% formalin solution and 3 g of 10% caustic soda solution were added. After tannin formaldehyde (TF) resin was synthesized, 244 g of styrene-butadiene-vinylpyridine latex (41% solids) was added thereto, dispersed well, and aged at room temperature for 24 hours. The adhesive solution thus synthesized was stored in a cool place until use.

상기 합성실시예의 다른 실시 예로서 상기 합성된 TF수지는 여러 몰비, 농도, pH, 및 반응온도에 따라서도 달리 합성될 수 있음은 명백하다.As another example of the synthesis example, it is apparent that the synthesized TF resin may be synthesized differently according to various molar ratios, concentrations, pH, and reaction temperatures.

또한, 상기 합성실시예에 사용되는 컨덴스트탄닌은 페칸피쓰설파이트 추출물(pecan pith sulfite extract), 퓨리파이드파인바아크탄닌(purified pine bark tannin), 파인바크설파이트추출물(pine bark sulfite extract), 피넛스킨탄닌(peanut skin tannin)등을 들 수 있다.In addition, the condensant tannins used in the synthesis examples are pecan pith sulfite extract, purified pine bark tannin, pine bark sulfite extract, Peanut skin tannin and the like.

접착제로 코팅된 나일론 코드를 인스트롱에 매달아 당김력(pull-out) 실험을 하여 코드가 고무블록으로부터 뽑아질 때까지의 최대 힘을 접착강도로 얻은 후 기존의 RFL 접착제와 비교하여 본 결과, 일부의 컨덴스트탄닌을 사용하여 적절한 접착제를 합성하면 기존의 접착제에 필적할만한 좋은 결과를 보여 주어서 본 발명에 따른 접착제는 고무와 섬유의 복합체로 이루어진 타이어의 접착에 유리하다. 본 발명의 접착제는 그 외에 석유제품으로 부터 얻어지는 수지를 주원료로 사용하는 접착제 등이 사용되는 광범위한 분야에 걸쳐서 사용 할 수 있다.The adhesive-coated nylon cord was hung on an instron to pull-out to obtain the maximum strength as the bond strength until the cord was pulled out of the rubber block and compared with conventional RFL adhesive. Synthesis of a suitable adhesive using condensant tannin shows good results comparable to conventional adhesives, and the adhesive according to the present invention is advantageous for the adhesion of tires composed of rubber and fiber composites. The adhesive of the present invention can be used in a wide range of fields in which adhesives using resins obtained from petroleum products as main raw materials are used.

Claims (5)

소정량의 증류수와 소정량의 컨덴스트탄닌을 혼합하여 잘 용해시킨 후 용해되지 않은 이물질을 여과한 다음, 소정량의 37% 포르말린 용액, 소정량의 10% 가성소다 용액을 첨가한 후 축합 반응을 진행하여 합성된 수지에 소정량의 스티렌-부타디엔-비닐피리딘 라텍스(41% 고체)를 첨가하여 잘 분산시킨 후 상온에서 숙성시켜 조성되는 탄닌을 이용한 접착제조성물 제조방법.After mixing a predetermined amount of distilled water and a predetermined amount of condensant tannin and dissolving it well, the undissolved foreign material is filtered, and then a predetermined amount of 37% formalin solution and a predetermined amount of 10% caustic soda solution are added to the condensation reaction. A method of preparing an adhesive composition using tannins, which is obtained by adding a predetermined amount of styrene-butadiene-vinylpyridine latex (41% solids) to the synthesized resin and then dispersing the mixture well at room temperature. 제1항에 있어서, 상기 컨덴스트탄닌은 페칸피쓰설파이트 추출물(pecan pith sulfite extract), 퓨리파이드파인바아크탄닌(purified pine bark tannin), 파인바크설파이트추출물(pine bark sulfite extract), 피넛트스킨탄닌(peanut skin tannin) 중의 어느 하나인 것을 특징으로 하는 탄닌을 이용한 접착제조성물 제조방법.The method of claim 1, wherein the condensant tannin is a pecan pith sulfite extract, purified pine bark tannin, pine bark sulfite extract, pine nut Method for producing an adhesive composition using tannins, characterized in that any one of skin tannin (peanut skin tannin). 제1항 또는 2항에 있어서, 상기 접착제조성물 제조방법은 30-60%의 레소시놀을 상기 컨덴스트탄닌과 상기 포름알데히드와 반응시켜 3중폴리머를 만드는 것을 특징으로 하는 탄닌을 이용한 접착제조성물 제조방법.The method of claim 1 or 2, wherein the adhesive composition is a method for preparing an adhesive composition using tannins, characterized in that the reaction of 30-60% resorcinol with the condensant tannin and the formaldehyde to make a triple polymer. Way. (a) 약 60-90 중량%의 컨덴스트 탄닌, (b) 약 10-40 중량%의 37% 포르말린 용액, (c) 약 3-10 g/dl의 수지농도, 및 (d) 약 5-10의 수지용액 pH에, (e) 약 40-80 중량%의 스티렌-부타디엔-비닐피리딘 라텍스를 포함하는 성분(A)을 포함하며, 이 경우 (e)의 양은 (a), (b), 및 (c)의 전체 중량을 기준으로 하는 접착제 조성물.(a) about 60-90 wt% condensate tannin, (b) about 10-40 wt% 37% formalin solution, (c) about 3-10 g / dl resin concentration, and (d) about 5- At a resin solution pH of 10, (e) comprises component (A) comprising about 40-80% by weight of styrene-butadiene-vinylpyridine latex, in which case the amount of (e) is (a), (b), And an adhesive composition based on the total weight of (c). 제4항에 있어서, 상기 성분 (A)는 바람직하게는 (a) 65-75 중량%의 컨덴스트탄닌, (b) 25-35 중량%의 37% 포르말린 용액, (c) 4-6 g/dl의 수지농도, 및 (d) 6-7의 수지용액 pH에, (e) 스티렌-부타디엔-비닐피리딘 라텍스를 포함하며, 그 양은 (a), (b), 및 (e)의 전체 중량을 기준으로 하여 50-70 중량%임을 특징으로 하는 접착제 조성물.The composition of claim 4, wherein component (A) preferably comprises (a) 65-75 wt% condensant tannin, (b) 25-35 wt% 37% formalin solution, (c) 4-6 g / at a resin concentration of dl, and a resin solution pH of (d) 6-7, comprising (e) styrene-butadiene-vinylpyridine latex, the amount being the total weight of (a), (b), and (e) Adhesive composition, characterized in that 50-70% by weight based on.
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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20010097726A (en) * 2000-04-25 2001-11-08 정경호 Manufacturing method of rubber composite using direct blending technique
KR100824665B1 (en) * 2006-04-21 2008-04-24 경도화학공업주식회사 An adhesive comprising tannin and manufacturing method thereof

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5480340A (en) * 1977-12-10 1979-06-27 Agency Of Ind Science & Technol Tannin-type adhesive composition
KR900005401A (en) * 1988-09-30 1990-04-14 최근선 Drive controller of stream tape
KR940024017A (en) * 1993-04-20 1994-11-17

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5480340A (en) * 1977-12-10 1979-06-27 Agency Of Ind Science & Technol Tannin-type adhesive composition
KR900005401A (en) * 1988-09-30 1990-04-14 최근선 Drive controller of stream tape
KR940024017A (en) * 1993-04-20 1994-11-17

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20010097726A (en) * 2000-04-25 2001-11-08 정경호 Manufacturing method of rubber composite using direct blending technique
KR100824665B1 (en) * 2006-04-21 2008-04-24 경도화학공업주식회사 An adhesive comprising tannin and manufacturing method thereof

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