KR20170017454A - Flame-retardant paint composion and method of flame-retardant treatment thereby - Google Patents
Flame-retardant paint composion and method of flame-retardant treatment thereby Download PDFInfo
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- KR20170017454A KR20170017454A KR1020150111385A KR20150111385A KR20170017454A KR 20170017454 A KR20170017454 A KR 20170017454A KR 1020150111385 A KR1020150111385 A KR 1020150111385A KR 20150111385 A KR20150111385 A KR 20150111385A KR 20170017454 A KR20170017454 A KR 20170017454A
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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
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/18—Fireproof paints including high temperature resistant paints
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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
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D177/00—Coating compositions based on polyamides obtained by reactions forming a carboxylic amide link in the main chain; Coating compositions based on derivatives of such polymers
- C09D177/10—Polyamides derived from aromatically bound amino and carboxyl groups of amino carboxylic acids or of polyamines and polycarboxylic acids
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- C09D7/001—
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- C09D7/1216—
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Abstract
Description
본 발명은 난연 도료 조성물 및 이를 이용한 난연 가공 방법에 관한 것으로서, 구체적으로는 인계 난연제 등과 같은 종래 난연제 대신에 -CN기가 치환된 방향족기를 포함하는 아라미드 공중합체가 유기용매에 용해되어 있어서 친환경적이고, 보관 및 이송이 용이하고, 난연 가공 공정을 간소화 시켜주고, 비용도 저렴한 난연 도료 조성물 및 이를 이용한 난연 가공 방법에 관한 것이다.The present invention relates to a flame retardant coating composition and a flame retardant processing method using the flame retardant coating composition. More specifically, an aramid copolymer containing an aromatic group substituted with a -CN group instead of a conventional flame retardant such as a phosphorus flame retardant is dissolved in an organic solvent, And to a flame retardant coating composition which is easy to carry and which simplifies the flame retardant processing step and which is inexpensive, and a flame retardant processing method using the same.
종래 난연 조성물로는 할로겐계 난연제, 비할로겐계 난연제 또는 무기계 난연제를 포함하는 난연 가공제 주로 사용되어 왔다.Conventionally, as a flame retardant composition, a flame retardant processing agent containing a halogen-based flame retardant, a non-halogen flame retardant or an inorganic flame retardant has been mainly used.
구체적으로, 대한민국 등록특허 제10-0549356호에서는 인계난연제 및 유기용매를 포함하며, 멜라민계 화합물을 선택적으로 함유하는 난연 가공제가 게재되어 있다.Specifically, Korean Patent Registration No. 10-0549356 discloses a flame retardant agent containing a phosphorus-based flame retardant and an organic solvent, and containing a melamine-based compound selectively.
한편, 대한민국 공개특허 제1993-0012940호에서는 무기계 금속 화합물 등의 무기계 난연제, 바인더 및 유기용매를 포함하는 난연 가공제를 게재하고 있다.Korean Patent Publication No. 1993-0012940 discloses an inorganic flame retardant such as an inorganic metal compound, a binder, and a flame retardant containing an organic solvent.
상기와 같은 종래의 난연 가공제들은 섬유, 플라스틱 성형품, 건물 내벽, 인테리어 자재, 자동차 내장용 패널 등과 같은 다양한 형태의 난연 대상물에 도포하여 난연성을 부여하는 용도로 적합하지만, 고가의 난연제와 바인더를 동시에 사용해야 하는 번거로움이 있었고, 그로 인해 비용이 상승하고 난연성 개선 효과도 부족한 문제등이 있었다.The above-mentioned conventional flame-retardant processing agents are suitable for application to various types of flame-retarding objects such as fibers, plastic molded articles, interior walls of buildings, interior materials, automobile interior panels and the like to impart flame retardancy. However, There was a problem that it had to be used, the cost was raised, and the effect of improving the flame retardancy was also insufficient.
한편, 대한민국 공개특허 제1999-015860호에서는 올래핀계 수지 조성물에 마그네슘 하이드록사이드, 삼산화안티온, 붕산화아연과 같은 난연제를 첨가한 난연 조성물을 게재하고 있으며, 상기 난연 조성물로 자동차 내강재용 난연성 올레핀계 발포 시트를 제조하는 방법을 게재하고 있다.Korean Patent Laid-Open Publication No. 1999-015860 discloses a flame retardant composition obtained by adding a flame retardant such as magnesium hydroxide, antidium trioxide, or zinc borate to an olefin resin composition. In the flame retardant composition, flame retardant olefin A method of manufacturing a foamed sheet is disclosed.
그러나, 상기 난연 조성물은 난연 올레핀계 제품을 성형, 사출하는 용도로만 유용할 뿐, 난연성을 부여하고자 하는 다양한 대상물(이하 "난연 대상물"이라고 한다)에 도포방식으로 난연 성능을 부여하는 용도로는 사용될 수 없는 문제가 있었다.However, the flame retardant composition is useful only for the purpose of molding and injecting a flame retardant olefin-based product, and is used for application to various objects (hereinafter referred to as "flame retardant object" There was no problem.
본 발명의 과제는 난연제 성분이 바인더 성분 역할까지 동시에 구현하여 비용이 저렴하고, 난연 가공 공정을 간소화시킬 수 있고, 난연성 개선 효과도 우수한 난연 도료 조성물을 제공하는 것이다.The object of the present invention is to provide a flame retardant coating composition which can realize flame retardant components at the same time as a binder component so that the cost can be reduced, the flame retarding process can be simplified, and the flame retardancy can be improved.
본 발명의 또 다른 과제는 상기 난연 도료 조성물을 사용하여 난연 가공이 필요한 다양한 형태인 대상물(난연 대상물)에 보다 간소한 공정으로 난연성을 부여할 수 있는 난연 가공 방법을 제공하는 것이다.Another object of the present invention is to provide a flame retardant processing method capable of imparting flame retardancy to objects (flame-retarding objects) in various forms requiring the flame-retardant processing by a simple process using the above-mentioned flame retardant coating composition.
이와 같은 과제를 달성하기 위해서, 본 발명에는 유기용매 100중량부에 대하여 -CN기가 치환된 방향족기를 포함하는 아라미드 공중합체 3~20중량부와 무기염 1~10중량부를 포함하며, 상기 아라미드 공중합체는 유기용매에 용해되어 있는 난연 도료 조성물을 제조한다.In order to achieve the above object, the present invention provides a method for producing an aramid copolymer composition, which comprises 3 to 20 parts by weight of an aramid copolymer containing an aromatic group substituted with -CN group and 1 to 10 parts by weight of an inorganic salt with respect to 100 parts by weight of an organic solvent, A flame retardant coating composition dissolved in an organic solvent is prepared.
또한, 본 발명은 난연성을 부여하고자 하는 대상물에 상기 난연 도료 조성물을 도포하여 난연 도료 피막을 형성한 다음, 상기 난연 도료 피막에 고온의 공기를 분사하여 난연 도료 피막 내 유기용매를 제거하여 상기 대상물을 난연가공 한다.The present invention also provides a method for producing a flame-retardant coating composition, which comprises applying a flame-retardant coating composition to an object to be imparted with flame retardancy to form a flame-retardant coating film and then spraying high-temperature air onto the flame retardant coating film to remove the organic solvent in the flame- Flame retardant processing.
본 발명의 난연 도료 조성물은 친환경적이며, 상온 보관이 가능하여 보관 및 이송이 용이하고, 비용이 저렴하고, 난연 가공 공정을 간소화 시켜주며, 이로 난연가공 처리된 제품의 난연성을 크게 향상시킬 수 있다.The flame retardant coating composition of the present invention is eco-friendly, can be stored at room temperature, is easy to store and transport, is inexpensive, simplifies the flame retardant processing process, and greatly improves the flame retardancy of the product.
이하, 본 발명을 상세하게 설명한다.Hereinafter, the present invention will be described in detail.
본 발명의 난연 도료 조성물은 유기용매 100중량부에 대하여 -CN기가 치환된 방향족기를 포함하는 아라미드 공중합체 3~20중량부와 무기염 1~10중량부를 포함하며, 상기 아라미드 공중합체는 유기용매에 용해되어 있는 것을 특징으로 한다.The flame retardant coating composition of the present invention comprises 3 to 20 parts by weight of an aramid copolymer containing an aromatic group substituted with -CN group and 1 to 10 parts by weight of an inorganic salt with respect to 100 parts by weight of an organic solvent, Is dissolved.
상기의 -CN기가 치환된 방향족기를 포함하는 아라미드 공중합체의 일례는 하기 일반식(Ⅰ)의 반복단위를 갖는다.An example of the above-mentioned aromatic group-substituted aromatic group having a -CN group has a repeating unit represented by the following general formula (I).
[상기 식(Ⅰ)에서 Ar은 하기 일반식(Ⅱ)의 방향족기고, 상기 A는 하기 일반식(Ⅲ)의 방향족기 이거나 하기 일반식(Ⅱ)의 방향족기와 일반식(Ⅲ)의 방향족기의 비율이 1:9~9:1인 방향족기 이다]Wherein Ar is an aromatic group represented by the following general formula (II), A is an aromatic group represented by the following general formula (III), or an aromatic group represented by the following general formula (II) and an aromatic group represented by the general formula (III) Aromatic group having a ratio of 1: 9 to 9: 1]
상기 난연 도료 조성물을 제조하는 구현 일례를 살펴보면 먼저, 유기용매에 무기염을 용해시킨 다음 여기에 시아노기(-CN)를 포함하는 방향족 디아민을 첨가하여 용해시킨다.In an embodiment of preparing the flame retardant coating composition, first, an inorganic salt is dissolved in an organic solvent, and then an aromatic diamine containing a cyano group (-CN) is added and dissolved.
이때 사이노기(-CN)를 포함하는 방향족 디아민으로 파라페닐렌디아민과 시아노-파라-페닐렌디아민을 1:9~9:1의 몰비로 용해할 수도 있고, 시아노-파라-페닐렌디아민을 단독으로 용해할 수도 있다.At this time, paraphenylenediamine and cyano-para-phenylenediamine may be dissolved in a molar ratio of 1: 9 to 9: 1 as an aromatic diamine including a cyano group (-CN), or cyano-para-phenylenediamine May be dissolved alone.
상기 유기용매의 구체적인 예로는 N-메틸-2-피롤리돈(NMP), N,N-디메틸아세트아미드(DMAc), 헥사메틸포스포아미드(HMPA), N,N,N',N'-테트라메틸 우레아(TMU), N,N-디메틸포름아미드(DMF), 또는 이들의 혼합물을 들 수 있고, N-메틸-2-피롤리돈(NMP)인 것이 보다 바람직하다.Specific examples of the organic solvent include N-methyl-2-pyrrolidone (NMP), N, N-dimethylacetamide (DMAc), hexamethylphosphoramide (HMPA) Tetramethylurea (TMU), N, N-dimethylformamide (DMF), or a mixture thereof, and more preferably N-methyl-2-pyrrolidone (NMP).
상기 무기염은 방향족 폴리아미드의 중합도를 증가시키기 위하여 첨가하는 것으로서, 그 구체적인 예로는 CaCl2, LiCl, NaCl, KCl, LiBr 및 KBr 등과 같은 할로겐화 알칼리 금속염 또는 할로겐화 알칼리 토금속염을 들 수 있다. 이들 무기염은 단독으로 또는 2종 이상의 혼합물의 형태로 첨가될 수 있다. The inorganic salt is added in order to increase the degree of polymerization of the aromatic polyamide. Specific examples thereof include alkali metal halides such as CaCl 2 , LiCl, NaCl, KCl, LiBr and KBr, or alkaline earth metal halides. These inorganic salts may be added singly or in the form of a mixture of two or more.
상기 무기염의 첨가량은 유기용매 100중량부 대비 1~10중량부인 것이 바람직하다.The addition amount of the inorganic salt is preferably 1 to 10 parts by weight relative to 100 parts by weight of the organic solvent.
다음으로는, 상기와 같이 -CN기를 포함하는 방향족 디아민이 첨가, 용해된 유기용매에 테레프탈로일 디클로라이드를 상기 방향족 디아민 성분과 동일한 몰량(Molar amount)으로 첨가, 반응시켜 -CN기가 치환된 방향족기를 포함하는 아라미드 공중합체를 중합하여 본 발명에 따른 난연 도료 조성물을 제조한다.Next, terephthaloyl dichloride is added to the organic solvent in which the aromatic diamine containing -CN group is added and dissolved at the same molar amount as the aromatic diamine component, and the resulting mixture is reacted with the -CN group-substituted aromatic Group is polymerized to prepare a flame retardant coating composition according to the present invention.
이때, 유기용매에 투입되는 -CN기를 포함하는 방향족 디아민과 디클로라이드의 첨가량을 포설하여 중합되는 상기 아라미드 공중합체 함량이 유기용매 100중량부에 대하여 3~20중량부가 되도록 한다.At this time, the content of the aramid copolymer which is polymerized by adding the amount of the aromatic diamine and the dichloride containing -CN group to the organic solvent is 3 to 20 parts by weight per 100 parts by weight of the organic solvent.
상기 아라미드 공중합체 함량이 3중량부 미만이면 난연성 개선효과가 저하되고, 20중량부를 초과하면 난연가공 공정성이 저하된다.If the content of the aramid copolymer is less than 3 parts by weight, the effect of improving the flame retardancy is deteriorated. If the amount of the aramid copolymer is more than 20 parts by weight,
다음으로는, 본 발명에 따른 난연가공 방법의 구현일례를 설명한다.Next, an example of the implementation of the flame-retardant processing method according to the present invention will be described.
먼저, 난연성을 부여하고자 하는 대상물에 유기용매 100중량부에 대하여 -CN기가 치환된 방향족기를 포함하는 아라미드 공중합체 3~20중량부와 무기염 1~10중량부를 포함하며, 상기 아라미드 공중합체는 유기용매에 용해 되어있는 난연 도료 조성물을 도포하여 상기 대상물 상에 난연 도료 피막을 형성하고, 계속해서 상기 난연 도료 피막에 고온의 공기를 분사하여 상기 난연 도료 피막 내에 있는 유기용매를 제거하여 난연 대상물이 난연성을 부여한다.First, 3 to 20 parts by weight of an aramid copolymer containing an aromatic group substituted with -CN groups relative to 100 parts by weight of an organic solvent and 1 to 10 parts by weight of an inorganic salt are added to an object to which the flame resistance is to be imparted, A step of applying a flame retardant coating composition dissolved in a solvent to form a flame retardant coating film on the object and then spraying high temperature air to the flame retardant coating film to remove the organic solvent in the flame retardant coating film, .
이때, 상기 난연 도료 조성물을 난연 대상물에 코팅할 수도 있고, 분사할 수도 있고, 상기 고온의 온도는 온도가 150℃~300℃인 것이 유기용매를 효율적으로 제거하는데 바람직하다.At this time, the flame-retardant paint composition may be coated on the flame-retardant coating material or may be sprayed, and the high temperature is preferably 150 to 300 ° C for efficiently removing the organic solvent.
본 발명의 난연 도료 조성물은 친환경적이며, 상온 보관이 가능하여 보관 및 이송이 용이하고, 비용이 저렴하고, 난연 가공 공정을 간소화 시켜주며, 이로 난연가공 처리된 제품의 난연성을 크게 향상시킬 수 있다.The flame retardant coating composition of the present invention is eco-friendly, can be stored at room temperature, is easy to store and transport, is inexpensive, simplifies the flame retardant processing process, and greatly improves the flame retardancy of the product.
이하, 실시예들을 통하여 본 발명을 보다 구체적으로 살펴본다. 그러나 하기 실시예는 본 발명의 바람직한 구현일례일 뿐 본 발명의 보호범위를 한정하는 것으로 해석되어서는 안된다.Hereinafter, the present invention will be described in more detail with reference to Examples. However, the following examples are merely preferred embodiments of the present invention and should not be construed as limiting the scope of protection of the present invention.
실시예 1Example 1
3중량부의 CaCl2를 포함하는 N-메틸-2-피롤리돈(NMP) 유기용매를 질소 분위기 하에서 반응기 내에 넣고, 파라-페닐렌디아민(p-phenylenediamine) 50 몰%와 시아노-파라-페닐렌디아민(cyano-p-phenylenediamine) 50 몰%를 상기 반응기에 넣고 녹여서 혼합용액(유기용매 100중량부에 대해 4중량부)을 제조하였다.An N-methyl-2-pyrrolidone (NMP) organic solvent containing 3 parts by weight of CaCl 2 was placed in a reactor under a nitrogen atmosphere, and 50 mol% of para-phenylenediamine and 40 mol% of cyano- 50 mol% of cyano-p-phenylenediamine was dissolved in the reactor to prepare a mixed solution (4 parts by weight based on 100 parts by weight of the organic solvent).
이어서 상기 혼합용액이 담긴 반응기에 테레프탈로일 디클로라이드 100몰%(유기용매 100중량부에 대하여 4중량%)를 첨가하여 유기용매 100중량부에 대하여 8중량부의 아라미드 공중합체를 포함하는 난연 도료 조성물을 제조하였다.Next, 100 mol% of terephthaloyl dichloride (4 wt% with respect to 100 parts by weight of organic solvent) was added to the reactor containing the mixed solution to prepare a flame retardant coating composition comprising 8 parts by weight of an aramid copolymer per 100 parts by weight of the organic solvent .
다음으로, 상기와 같이 제조된 난연 도료 조성물을 자동차 내장용 패널(난연 대상물)의 일면에 코팅하여 두께가 5㎛인 난연 도료 피막을 형성한 다음, 상기 난연 도료 피막에 220℃의 공기를 분사하여 상기 난연 도료 피막 내에 있는 유기용매를 제거하여 상기 자동차 내장용 패널을 난연 가공하였다.Next, the above-prepared flame retardant coating composition was coated on one side of an automobile interior panel (flame-retardant article) to form a flame retardant coating film having a thickness of 5 탆, and air at 220 캜 was sprayed onto the flame retardant coating film The organic solvent in the flame-retardant coating film was removed, and the automobile interior panel was flame-retarded.
상기와 같이 난연 가공된 자동차 내장용 패널의 난연성을 미국 산업안전협회의 UL-94규격에 따라 측정한 결과 V0 등급이였다.The flame retardancy of the flame-retarded automotive interior panel was measured according to the UL-94 standard of the American Industrial Safety Association and was V0 rating.
실시예Example 2 2
5중량부의 CaCl2를 포함하는 N-메틸-2-피롤리돈(NMP) 유기용매를 질소 분위기 하에서 반응기 내에 넣고, 시아노-파라-페닐렌디아민(cyano-p-phenylenediamine) 100 몰%(유기용매 100중량부에 대하여 5중량부)를 상기 반응기에 넣고 녹여서 혼합용액을 제조하였다.An N-methyl-2-pyrrolidone (NMP) organic solvent containing 5 parts by weight of CaCl 2 was placed in a reactor under a nitrogen atmosphere, and 100 mol% of cyano-p-phenylenediamine 5 parts by weight based on 100 parts by weight of the solvent) were dissolved in the reactor to prepare a mixed solution.
이어서 상기 혼합용액이 담긴 반응기에 테레프탈로일 디클로라이드 100몰%(유기용매 100중량부에 대하여 5중량부)를 첨가하여 유기용매 100중량부에 대하여 10중량부의 아라미드 공중합체를 포함하는 난연 도료 조성물을 제조하였다.Next, 100 mol% of terephthaloyl dichloride (5 parts by weight based on 100 parts by weight of the organic solvent) was added to the reactor containing the mixed solution, and 10 parts by weight of an aramid copolymer was added to 100 parts by weight of the organic solvent .
다음으로, 상기와 같이 제조된 난연 도료 조성물을 자동차 내장용 패널(난연 대상물)의 일면에 분사하여 두께가 5㎛인 난연 도료 피막을 형성한 다음, 상기 난연 도료 피막에 220℃의 공기를 분사하여 상기 난연 도료 피막 내에 있는 유기용매를 제거하여 상기 자동차 내장용 패널을 난연 가공하였다.Next, the above-prepared flame retardant coating composition was sprayed onto one surface of a car interior panel (flame-retardant article) to form a flame retardant coating film having a thickness of 5 탆, and air at 220 캜 was sprayed onto the flame retardant coating film The organic solvent in the flame-retardant coating film was removed, and the automobile interior panel was flame-retarded.
상기와 같이 난연 가공된 자동차 내장용 패널의 난연성을 미국 산업안전협회의 UL-94규격에 따라 측정한 결과 V0 등급이였다.The flame retardancy of the flame-retarded automotive interior panel was measured according to the UL-94 standard of the American Industrial Safety Association and was V0 rating.
Claims (8)
[상기 식(Ⅰ)에서 Ar은 하기 일반식(Ⅱ)의 방향족기고, 상기 A는 하기 일반식(Ⅲ)의 방향족기 이거나 하기 일반식(Ⅱ)의 방향족기와 일반식(Ⅲ)의 방향족기의 비율이 1:9~9:1인 방향족기 이다]
The flame-retardant coating composition according to claim 1, wherein the aramid copolymer containing an aromatic group substituted with a -CN group has a repeating unit represented by the following formula (I).
Wherein Ar is an aromatic group represented by the following general formula (II), A is an aromatic group represented by the following general formula (III), or an aromatic group represented by the following general formula (II) and an aromatic group represented by the general formula (III) Aromatic group having a ratio of 1: 9 to 9: 1]
(ⅱ) 상기 난연 도료 피막에 고온의 공기를 분사하여 상기 난연 도료 피막 내에 있는 유기용매를 제거하는 공정;을 포함하는 것을 특징으로 하는 난연 가공 방법.(I) 3 to 20 parts by weight of an aramid copolymer containing an aromatic group substituted with -CN groups relative to 100 parts by weight of an organic solvent and 1 to 10 parts by weight of an inorganic salt in an object to which the flame retardancy is to be imparted, A step of applying a flame retardant coating composition dissolved in an organic solvent to form a flame retardant coating film on the object; And
(Ii) spraying high-temperature air onto the flame-retardant coating film to remove the organic solvent in the flame-retardant coating film.
The flame-retardant processing method according to claim 6, wherein the high-temperature air has a temperature of 150 ° C to 300 ° C.
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