KR102700493B1 - Silicone sealant composition for tpo sheet - Google Patents

Silicone sealant composition for tpo sheet Download PDF

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KR102700493B1
KR102700493B1 KR1020240086562A KR20240086562A KR102700493B1 KR 102700493 B1 KR102700493 B1 KR 102700493B1 KR 1020240086562 A KR1020240086562 A KR 1020240086562A KR 20240086562 A KR20240086562 A KR 20240086562A KR 102700493 B1 KR102700493 B1 KR 102700493B1
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parts
anhydride
sealant composition
modified silicone
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박규태
박기선
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(주)지에스모아
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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K3/00Materials not provided for elsewhere
    • C09K3/10Materials in mouldable or extrudable form for sealing or packing joints or covers
    • C09K3/1006Materials in mouldable or extrudable form for sealing or packing joints or covers characterised by the chemical nature of one of its constituents
    • C09K3/1018Macromolecular compounds having one or more carbon-to-silicon linkages
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K3/00Use of inorganic substances as compounding ingredients
    • C08K3/01Use of inorganic substances as compounding ingredients characterized by their specific function
    • C08K3/013Fillers, pigments or reinforcing additives
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K3/00Use of inorganic substances as compounding ingredients
    • C08K3/34Silicon-containing compounds
    • C08K3/36Silica
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    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/16Nitrogen-containing compounds
    • C08K5/29Compounds containing one or more carbon-to-nitrogen double bonds
    • C08K5/31Guanidine; Derivatives thereof
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/36Sulfur-, selenium-, or tellurium-containing compounds
    • C08K5/37Thiols
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/54Silicon-containing compounds
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    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/54Silicon-containing compounds
    • C08K5/544Silicon-containing compounds containing nitrogen
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    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K9/00Use of pretreated ingredients
    • C08K9/04Ingredients treated with organic substances
    • C08K9/06Ingredients treated with organic substances with silicon-containing compounds
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J11/00Features of adhesives not provided for in group C09J9/00, e.g. additives
    • C09J11/02Non-macromolecular additives
    • C09J11/04Non-macromolecular additives inorganic
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J11/00Features of adhesives not provided for in group C09J9/00, e.g. additives
    • C09J11/02Non-macromolecular additives
    • C09J11/06Non-macromolecular additives organic
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J183/00Adhesives based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Adhesives based on derivatives of such polymers
    • C09J183/04Polysiloxanes

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Inorganic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Sealing Material Composition (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

본 발명은 변성 실리콘 실란트 조성물에 관한 것으로, 더욱 상세하게는 변성실리콘 수지 100중량부, 실리콘디옥사이드(Silicon dioxide) 4~35중량부, 실란경화제 1~20중량부, 무기 충전제 100~300중량부, 가소제 30~100중량부, 반응촉매 4~30중량부 및 다관능성 티올 화합물 1~10중량부를 포함하며, 상기 반응촉매는 N-(3-(트리메톡시실릴)프로필)에틸렌디아민(N-(3- (Trimethoxysilyl)propyl)ethylenediamine)을 포함하는 것임을 특징으로 한다. 본 발명에 의하면, TPO 시트에 대한 접착성이 우수하며, 내구성, 수밀성 역시 우수하여, TPO 시트의 시공 편의성을 높이고, 그 품질을 높일 수 있다는 장점이 있다. The present invention relates to a modified silicone sealant composition, and more specifically, the composition comprises 100 parts by weight of a modified silicone resin, 4 to 35 parts by weight of silicon dioxide, 1 to 20 parts by weight of a silane curing agent, 100 to 300 parts by weight of an inorganic filler, 30 to 100 parts by weight of a plasticizer, 4 to 30 parts by weight of a reaction catalyst, and 1 to 10 parts by weight of a polyfunctional thiol compound, wherein the reaction catalyst comprises N-(3-(trimethoxysilyl)propyl)ethylenediamine. According to the present invention, the composition has excellent adhesion to a TPO sheet, and is also excellent in durability and watertightness, so that it has the advantages of improving the convenience of construction of a TPO sheet and improving its quality.

Description

TPO 시트 부착용 변성 실리콘 실란트 조성물{SILICONE SEALANT COMPOSITION FOR TPO SHEET}{SILICONE SEALANT COMPOSITION FOR TPO SHEET}

본 발명은 변성 실리콘 실란트 조성물에 관한 것으로, 더욱 상세하게는 TPO 소재, 특히 TPO 시트에 대한 접착력을 향상시킨 TPO 시트 부착용 변성 실리콘 실란트 조성물에 관한 것이다. The present invention relates to a modified silicone sealant composition, and more particularly, to a modified silicone sealant composition for attachment to a TPO material, particularly a TPO sheet, which has improved adhesion to the TPO sheet.

일반적으로 써머플라스틱 올레핀(TPO)은 무게가 가볍고 재활용이 가능한 에너지 절약형, 자원 절약형 수지로서 최근에는 연질의 염화비닐수지의 대체 재료로 자동차 부품, 공업기계 부품, 건축용 시트 등 폭넓은 분야에서 상업적 용도로 널리 응용되고 있다.In general, thermoplastic olefin (TPO) is a lightweight, recyclable, energy-saving, and resource-saving resin. Recently, it has been widely used for commercial purposes in a wide range of fields such as automobile parts, industrial machinery parts, and construction sheets as a substitute for soft polyvinyl chloride resin.

최근 TPO의 제조 기술은 기존의 압출기를 이용한 컴파운딩 방법 외에도 메탈로센 촉매를 이용하여 수지를 제조하는 방법 및 중합 과정에서 직접 엘라스토머 중합체를 제조하는 방법까지 개발되고 있고, 더욱 우수한 특성을 가진 TPO의 개발을 위한 연구가 현재에도 계속 진행되고 있다. 특히, 표면 특성이 부드러운 연성의 TPO 개발이 가속화되고 있으며, 방수 시트 분야도 최근 사용량이 증가 추세를 보이고 있다. Recently, in addition to the compounding method using the existing extruder, the manufacturing technology of TPO has been developed to include a method of manufacturing resin using a metallocene catalyst and a method of manufacturing elastomer polymer directly during the polymerization process, and research is currently being conducted to develop TPO with even better properties. In particular, the development of soft and ductile TPO with soft surface properties is accelerating, and the waterproof sheet field is also showing a recent trend of increasing usage.

이러한 TPO SHEET는 바닥은 기계식 방법으로 고정하고, 이음 부위는 열풍 용접에 의하여 접합하는 방식으로 시공하고 있으나, 이음 부위의 접착력이 약하여 시공 후 1~2년이 지나면 탈락 부분이 발생하여 누수로 이어지는 하자가 빈번히 발생하고 있다.These TPO SHEETs are constructed by fixing the floor mechanically and joining the joints with hot air welding. However, the adhesive strength of the joints is weak, so after 1-2 years after construction, some parts fall off, leading to frequent defects such as water leakage.

한편, 각종 접합부나 갈라진 틈에 대한 수밀, 기밀을 유지하기 위하여 충진되는 물질을 일반적으로 실링재라고 말하며, 이는 어느 정도 강도 및 탄성을 가지고 부재를 고정시켜 건축물의 내구성을 증진시키는 목적으로 사용된다. 그리고 실링재 중 특히 탄성 실링재를 실란트라고 한다. Meanwhile, the material that is filled to maintain watertightness and airtightness in various joints and cracks is generally called a sealant, and it is used for the purpose of fixing the materials with a certain degree of strength and elasticity and improving the durability of the building. And among sealants, elastic sealants in particular are called sealants.

이러한 실란트는 건축자재에 다양하게 적용되고 있으나, 종래 TPO 시트에 특이적으로 접착력이 우수한 실리콘 실란트의 개시예는 없었다.These sealants are being applied to various building materials, but there has been no disclosure of a silicone sealant with excellent adhesive strength specifically for conventional TPO sheets.

KRKR 10-120276710-1202767 B1B1

따라서, 본 발명의 목적은 신규한 조성 및 조성비를 통해 TPO 시트와 우수한 접착성, 기밀성을 가지는 TPO 시트 부착용 변성 실리콘 실란트 조성물을 제공하는 데 있다.Accordingly, the purpose of the present invention is to provide a modified silicone sealant composition for attaching a TPO sheet having excellent adhesiveness and airtightness through a novel composition and composition ratio.

본 발명의 다른 목적은 내후성, 내구성이 우수한 TPO 시트 부착용 변성 실리콘 실란트 조성물을 제공하는 데 있다.Another object of the present invention is to provide a modified silicone sealant composition for attaching a TPO sheet having excellent weather resistance and durability.

상기한 목적을 달성하기 위한 본 발명의 TPO 시트 부착용 변성 실리콘 실란트 조성물은, 변성실리콘 수지 100중량부, 실리콘디옥사이드(Silicon dioxide) 4~35중량부, 실란경화제 1~20중량부, 무기 충전제 100~300중량부, 가소제 30~100중량부, 반응촉매 4~30중량부 및 다관능성 티올 화합물 1~10중량부를 포함하며, 상기 반응촉매는 N-(3-(트리메톡시실릴)프로필)에틸렌디아민(N-(3- (Trimethoxysilyl)propyl)ethylenediamine)을 포함하는 것임을 특징으로 한다.To achieve the above-described purpose, the modified silicone sealant composition for TPO sheet attachment of the present invention comprises 100 parts by weight of a modified silicone resin, 4 to 35 parts by weight of silicon dioxide, 1 to 20 parts by weight of a silane curing agent, 100 to 300 parts by weight of an inorganic filler, 30 to 100 parts by weight of a plasticizer, 4 to 30 parts by weight of a reaction catalyst, and 1 to 10 parts by weight of a polyfunctional thiol compound, wherein the reaction catalyst comprises N-(3-(trimethoxysilyl)propyl)ethylenediamine.

상기 무기 충전제는 헥사메틸디실라잔으로 표면처리된 것임을 특징으로 한다. The above-mentioned inorganic filler is characterized in that it is surface-treated with hexamethyldisilazane.

1-o-톨릴비구아니드(1-(o-Tolyl)biguanide) 0.1~20중량부를 더 포함하는 것을 특징으로 한다. It is characterized by further containing 0.1 to 20 parts by weight of 1-o-tolylbiguanide.

접착성 강화제 1~10중량부를 더 포함하되, 상기 접착성 강화제는 나프탈릭 안하이드라이드, 포스포릭 안하이드라이드, 말레익 안하이드라이드, 프탈릭 안하이드라이드, 아세틱 안하이드라이드, 이태코닉 안하이드라이드, 클로렌딕 안하이드라이드, 보릭 안하이드라이드 및 트리멜리틱 안하이드라이드 중 1종 이상의 것임을 특징으로 한다. It further comprises 1 to 10 parts by weight of an adhesive strengthener, wherein the adhesive strengthener is at least one selected from the group consisting of naphthalic anhydride, phosphoric anhydride, maleic anhydride, phthalic anhydride, acetic anhydride, itaconic anhydride, chlorendic anhydride, boric anhydride, and trimellitic anhydride.

탄소섬유칩 1~10중량부를 더 포함하되, 상기 탄소섬유칩은 탄소섬유를 플라즈마 처리하고, 이를 20~30℃의 온도에서 헥사메틸디실라잔 코팅액에 1~10분간 침지한 후, 건조하고 0.1~100㎛로 분쇄한 것임을 특징으로 한다. It further includes 1 to 10 parts by weight of carbon fiber chips, wherein the carbon fiber chips are characterized by being obtained by plasma-treating carbon fibers, immersing them in a hexamethyldisilazane coating solution at a temperature of 20 to 30°C for 1 to 10 minutes, drying them, and pulverizing them to 0.1 to 100 μm.

본 발명의 TPO 시트 부착용 변성 실리콘 실란트 조성물에 의하면, TPO 시트에 대한 접착성이 우수하며, 내구성, 기밀성 역시 우수하여, TPO 시트의 시공 편의성을 높이고, 그 품질을 높일 수 있다는 장점이 있다. According to the modified silicone sealant composition for TPO sheet attachment of the present invention, the adhesiveness to the TPO sheet is excellent, and durability and airtightness are also excellent, so that the convenience of construction of the TPO sheet can be increased, and its quality can be improved.

이하, 본 발명을 상세히 설명한다.Hereinafter, the present invention will be described in detail.

본 발명의 TPO 시트 부착용 변성 실리콘 실란트 조성물은, 베이스 수지에 반응촉매 및 다관능성 티올 화합물 등을 더 투입하여 실란트 조성물을 제조함으로써, TPO 소재, 특히 TPO 시트에 대한 접착력이 현저히 개선되어 그 시공 편의성 및 품질을 높일 수 있다는 데 가장 큰 특징이 있다. The modified silicone sealant composition for TPO sheet attachment of the present invention has the greatest feature that, by further adding a reaction catalyst and a multifunctional thiol compound to a base resin to manufacture the sealant composition, the adhesive strength to TPO materials, particularly TPO sheets, is significantly improved, thereby enhancing the convenience and quality of construction.

구체적으로 본 발명에 의한 TPO 시트 부착용 변성 실리콘 실란트 조성물은, 변성실리콘 수지 100중량부, 실리콘디옥사이드(Silicon dioxide) 4~35중량부, 실란경화제 1~20중량부, 무기 충전제 100~300중량부, 가소제 30~100중량부, 반응촉매 4~30중량부 및 다관능성 티올 화합물 1~10중량부를 포함하는 것을 특징으로 한다.Specifically, the modified silicone sealant composition for TPO sheet attachment according to the present invention is characterized by including 100 parts by weight of a modified silicone resin, 4 to 35 parts by weight of silicon dioxide, 1 to 20 parts by weight of a silane curing agent, 100 to 300 parts by weight of an inorganic filler, 30 to 100 parts by weight of a plasticizer, 4 to 30 parts by weight of a reaction catalyst, and 1 to 10 parts by weight of a polyfunctional thiol compound.

먼저, 상기 변성실리콘수지는 실란트 조성물을 구성하는 주재료로서, 이 기술이 속하는 분야에서 이미 공지된 성분이다. 본 발명에서 상기 변성실리콘수지는 그 종류를 제한하지 않으며, 예시적으로 α,α',α"-1,2,3-프로판트라이일트리스[ω-(3-다이메톡시메틸실일)프로폭시]폴리[옥시(메틸-1,2-에탄다이일)](α,α',α"-1,2,3-Propanetriyltris[ω-(3-dimethoxymethylsilyl)propoxy]poly[oxy(methyl-1,2-ethanediyl)], cas no. 151865-59-7)를 사용할 수 있다. 이하, 조성물 내 '중량부'는 변성실리콘수지 100중량부를 기준으로 한다.First, the modified silicone resin is a main material constituting the sealant composition, and is a component already known in the field to which this technology belongs. In the present invention, the modified silicone resin is not limited in type, and as an example, α,α',α"-1,2,3-propanetriyltris[ω-(3-dimethoxymethylsilyl)propoxy]poly[oxy(methyl-1,2-ethanediyl)] (cas no. 151865-59-7) can be used. Hereinafter, the 'parts by weight' in the composition is based on 100 parts by weight of the modified silicone resin.

상기 실리콘디옥사이드(Silicon dioxide, cas no. 112945-52-5)는 보강제로서 사용된다.The above silicon dioxide (cas no. 112945-52-5) is used as a reinforcing agent.

상기 실리콘디옥사이드는 실란트 조성물의 물성을 고려하여 조성물 내 4~35중량부로 포함된다.The above silicon dioxide is included in an amount of 4 to 35 parts by weight in the composition, taking into consideration the properties of the sealant composition.

상기 실란 경화제는 실란트 조성물의 경화를 위한 것으로, 예컨데 트리메톡시비닐실란(Trimethoxyvinylsilane, cas no. 2768-02-07)을 사용할 수 있다.The above silane curing agent is for curing the sealant composition, and for example, trimethoxyvinylsilane (cas no. 2768-02-07) can be used.

상기 실란 경화제는 조성물 내 1~20중량부로 포함된다.The above silane curing agent is included in the composition in an amount of 1 to 20 parts by weight.

상기 무기 충전제는 실란트의 강도, 경도 등을 적절하게 조절해주는 물질로서, 칼슘 카보네이트(Calcium carbonate)를 사용함이 바람직하다. 상기 칼슘 카보네이트는 실란트 조성물의 결합력을 높여주는 역할을 한다. The above inorganic filler is a material that appropriately adjusts the strength, hardness, etc. of the sealant, and it is preferable to use calcium carbonate. The calcium carbonate plays a role in increasing the bonding strength of the sealant composition.

아울러, 본 발명에서 상기 무기 충전제는 칼슘 카보네이트를 그대로 사용하는 것도 가능 하지만, 더욱 바람직하게 헥사메틸디실라잔으로 표면처리된 무기 충전제를 사용하는 것이다. 즉, 헥사메틸디실라잔(Hexamethyldisilazane)으로 표면처리된 무기 충전제를 사용할 경우 TPO 시트에 대한 접착성능이 현저히 개선되는 것이다. 이때, 상기 표면처리된 무기 충전제와 표면처리되지 않은 무기 충전제를 혼합하여 사용하는 것도 가능함은 당연하다.In addition, in the present invention, the inorganic filler may be calcium carbonate as it is, but it is more preferable to use an inorganic filler surface-treated with hexamethyldisilazane. That is, when an inorganic filler surface-treated with hexamethyldisilazane is used, the adhesive performance to the TPO sheet is significantly improved. At this time, it is of course also possible to use a mixture of the surface-treated inorganic filler and the non-surface-treated inorganic filler.

본 발명에서 그 표면처리 방법은 제한하지 않으나, 헥사메틸디실라잔, 용매, 무기 충전제를 함께 교반한 후, 건조하는 등의 방법을 사용할 수 있다. 이때, 헥사메틸디실라잔, 용매, 무기 충전제는 1~5:10~30:100 중량비의 비율로 사용할 수 있으나, 이를 제한하지 않는다. 또한, 상기 용매로는 아세톤, isopropyl alcohol 등의 휘발성이 강한 용매를 사용하면 족하다.In the present invention, the surface treatment method is not limited, but a method such as mixing hexamethyldisilazane, a solvent, and an inorganic filler together and then drying can be used. At this time, hexamethyldisilazane, the solvent, and the inorganic filler can be used in a weight ratio of 1 to 5:10 to 30:100, but this is not limited. In addition, it is sufficient to use a highly volatile solvent such as acetone or isopropyl alcohol as the solvent.

상기 무기 충전제는 조성물 내 100~300중량부로 포함됨이 바람직한데, 그 함량이 너무 적으면 물성의 향상 효과가 미미하고, 과량이 되면 전체적인 접착력이 저하되는 등의 문제가 있기 때문이다. It is preferable that the above-mentioned inorganic filler be included in the composition in an amount of 100 to 300 parts by weight. If the amount is too small, the effect of improving the physical properties is minimal, and if the amount is excessive, there are problems such as a decrease in the overall adhesive strength.

상가 기소제로는 폴리프로필렌글라이콜(Polypropylene glycol)이 사용될 수 있다.Polypropylene glycol can be used as a commercial adhesive.

상기 가소제는 조성물 내 30~100중량부로 포함됨이 바람직한데, 그 함량이 너무 적으면 그 효과가 미미하고, 과량이 되면 전체적인 물성이 저하되는 등의 문제가 있기 때문이다. It is preferable that the above plasticizer be included in the composition in an amount of 30 to 100 parts by weight. If the amount is too small, the effect is minimal, and if the amount is excessive, there are problems such as a deterioration in the overall physical properties.

상기 반응촉매로는 보다 구체적으로 N-(3-(트리메톡시실릴)프로필)에틸렌디아민(N-(3-(Trimethoxysilyl)propyl)ethylenediamine)(cas no. 1760-24-3), Dibutylbis(pentane-2,4-dionatoO,O')tin(cas no. 22673-19-4) 중 1종 이상을 사용할 수 있으며, 특히 N-(3-(트리메톡시실릴)프로필)에틸렌디아민을 포함하여 사용함이 바람직하다. 이는 상기 N-(3-(트리메톡시실릴)프로필)에틸렌디아민을 사용할 경우 TPO 소재에 대한 접착력이 현저히 개선되기 때문이다.More specifically, as the above reaction catalyst, at least one of N-(3-(trimethoxysilyl)propyl)ethylenediamine (cas no. 1760-24-3), Dibutylbis(pentane-2,4-dionatoO,O')tin (cas no. 22673-19-4) can be used, and in particular, it is preferable to use N-(3-(trimethoxysilyl)propyl)ethylenediamine. This is because when N-(3-(trimethoxysilyl)propyl)ethylenediamine is used, the adhesion to the TPO material is significantly improved.

상기 반응촉매는 조성물 내 4~30중량부로 포함됨이 바람직한데, 그 함량이 너무 적으면 그 효과가 미미하고, 과량이 되더라도 더 이상의 증진된 효과가 없어 경제적이지 못하기 때문이다. It is preferable that the above reaction catalyst be included in the composition in an amount of 4 to 30 parts by weight. If the content is too small, the effect is minimal, and even if it is excessive, there is no further enhanced effect, making it uneconomical.

상기 다관능성 티올 화합물은 TPO 소재, 구체적으로 TPO 시트에서의 접착력을 현저히 개선해주는 소재로, 1,4-비스(3-머캅토부티릴옥시)부탄, 1,3,5-트리스(3-머캅토부틸옥시에틸)-1,3,5-트리아진2,4,6(1H,3H,5H)-트리온, 트리메틸올프로판트리스(3-머갑토프로피오네이트), 펜타에리쓰리톨테트라(3-머캅토부틸레이트), 펜타에리쓰리톨테트라(3-머캅토프로피오네이트), 디펜타에리쓰리톨헥사(3-머캅토프로피오네이트) 및 테트라에틸렌글리콜비스(3-머캅토프로피오네이트) 중 1종 이상의 것을 사용할 수 있다. The above multifunctional thiol compound is a material that significantly improves the adhesion to a TPO material, specifically, a TPO sheet, and may be at least one selected from the group consisting of 1,4-bis(3-mercaptobutyryloxy)butane, 1,3,5-tris(3-mercaptobutyloxyethyl)-1,3,5-triazine2,4,6(1H,3H,5H)-trione, trimethylolpropane tris(3-mercaptopropionate), pentaerythritol tetra(3-mercaptobutyrate), pentaerythritol tetra(3-mercaptopropionate), dipentaerythritol hexa(3-mercaptopropionate), and tetraethylene glycol bis(3-mercaptopropionate).

상기 다관능성 티올 화합물은 조성물 내 1~10중량부로 포함됨이 바람직한데, 그 함량이 너무 적으면 접착성 개선의 효과가 미미하고, 과량이 되더라도 더 이상의 증진된 효과가 없어 경제적이지 못하기 때문이다. It is preferable that the above multifunctional thiol compound be included in the composition in an amount of 1 to 10 parts by weight. If the amount is too small, the effect of improving adhesion is minimal, and even if the amount is excessive, there is no further improvement in effect, making it uneconomical.

아울러, 본 발명의 실란트 조성물은 1-o-톨릴비구아니드(1-(o-Tolyl)biguanide) 0.1~20중량부를 더 포함하는 것이 바람직하다.In addition, it is preferable that the sealant composition of the present invention further contains 0.1 to 20 parts by weight of 1-o-tolylbiguanide.

상기 1-o-톨릴비구아니드(1-(o-Tolyl)biguanide)는 종래 가황촉진제로 사용되어 왔으나, 본 발명에서는 TPO 시트에의 접착력 향상 및 인장 강도의 향상을 위해 사용된다.The above 1-o-tolylbiguanide has been used as a vulcanization accelerator in the past, but in the present invention, it is used to improve adhesion to TPO sheets and tensile strength.

상기 1-o-톨릴비구아니드의 입자 형상은 제한하지 않으며, 그 입도 역시 제한하지 않는다. The particle shape of the above 1-o-tolylbiguanide is not limited, and its particle size is also not limited.

또한, 본 발명의 실란트 조성물은 접착성 강화제 1~10중량부를 더 포함하는 것이 바람직하다.In addition, it is preferable that the sealant composition of the present invention further contains 1 to 10 parts by weight of an adhesive reinforcing agent.

상기 접착성 강화제는 기타 소재는 물론, 특히 TPO 소재와의 접착력 향상을 위한 것이다. 이러한 접착성 강화제로는 구체적으로 나프탈릭 안하이드라이드, 포스포릭 안하이드라이드, 말레익 안하이드라이드, 프탈릭 안하이드라이드, 아세틱 안하이드라이드, 이태코닉 안하이드라이드, 클로렌딕 안하이드라이드, 보릭 안하이드라이드 및 트리멜리틱 안하이드라이드 중 1종 이상의 것을 사용할 수 있다.The above-mentioned adhesive reinforcing agent is for improving the adhesion with other materials, especially with TPO materials. Specifically, one or more of naphthalic anhydride, phosphoric anhydride, maleic anhydride, phthalic anhydride, acetic anhydride, itaconic anhydride, chlorendic anhydride, boric anhydride, and trimellitic anhydride can be used as the adhesive reinforcing agent.

그리고 본 발명의 실란트 조성물은 탄소섬유칩 1~10중량부를 더 포함하는 것이 바람직하다. And it is preferable that the sealant composition of the present invention further contains 1 to 10 parts by weight of carbon fiber chips.

상기 탄소섬유칩은 실란트 조성물의 전체적인 강도, 내화성, 내구성 등의 물성을 개선해주는 것으로, 탄소섬유만을 그대로 사용할 경우 그 접착성이 저하된다는 단점이 있다. 따라서, 본 발명에서는 상기 탄소섬유를 플라즈마 처리하고, 이를 헥사메틸디실라잔 코팅액으로 처리하여 건조한 후, 0.1~100㎛로 분쇄한 것을 사용함이 바람직하다. 앞서 설명된 바와 같이, 헥사메틸실라잔은 TPO 소재와의 접착성을 개선하는 것으로, 탄소섬유를 이로 코팅함으로써, 접착성 저하의 문제를 개선하는 것이다The above carbon fiber chips improve the overall strength, fire resistance, durability, etc. of the sealant composition, but if only the carbon fibers are used, there is a disadvantage in that the adhesiveness is reduced. Therefore, in the present invention, it is preferable to use the carbon fibers that are subjected to plasma treatment, treated with a hexamethyldisilazane coating solution, dried, and then ground to 0.1 to 100 μm. As explained above, hexamethylsilazane improves the adhesiveness with the TPO material, and by coating the carbon fibers with it, the problem of reduced adhesiveness is improved.

더욱 구체적으로, 탄소섬유에 공기, 산소, 질소 또는 이들을 결합한 가스를 1~20cc/min으로 주입하고, 50~100W의 전압을 인가하여 0.1~5분간 플라즈마 처리하고, 이를 2~3부피배의 헥사메틸디실라잔 코팅액에 20~30℃ 정도의 온도에서 1~10분간 침지한 후, 건조하고, 0.1~100㎛로 분쇄하는 것이 바람직하다. 이때, 상기 코팅은 1~10wt% 농도의 헥사메틸디실라잔 코팅액을 사용하면 족하며, 용매로는 아세톤, ISA 등을 사용할 수 있다. More specifically, it is preferable to inject air, oxygen, nitrogen or a gas combining these into carbon fibers at a rate of 1 to 20 cc/min, apply a voltage of 50 to 100 W, perform plasma treatment for 0.1 to 5 minutes, immerse this in 2 to 3 volumes of a hexamethyldisilazane coating solution at a temperature of about 20 to 30°C for 1 to 10 minutes, dry, and grind to 0.1 to 100 μm. At this time, it is sufficient to use a hexamethyldisilazane coating solution having a concentration of 1 to 10 wt%, and acetone, ISA, etc. can be used as a solvent.

한편, 본 발명에서 별다른 설명은 생략되었다면, 각 분말 재료의 입자 크기는 실란트 조성물의 물성을 고려할 때 0.1~500㎛ 정도임이 바람직하다. Meanwhile, if a separate description is omitted in the present invention, the particle size of each powder material is preferably about 0.1 to 500 ㎛ when considering the properties of the sealant composition.

아울러, 용매인 CHLOROBENZENE, ETHYLBENZENE 등을 더 포함할 수도 있으며, 통상 실리콘 실란트에 사용하는 첨가제를 더 포함할 수도 있는 것으로, 그 실시를 제한하지 않는다. In addition, it may further include solvents such as CHLOROBENZENE and ETHYLBENZENE, and may further include additives commonly used in silicone sealants, but the implementation thereof is not limited.

상기와 같이 구성된 본 발명의 실리콘 실란트 조성물은, TPO 시트에 대한 접착성이 우수하며, 내구성, 수밀성 역시 우수하여, TPO 시트의 시공 편의성을 높이고, 그 품질을 높일 수 있다는 장점이 있다. The silicone sealant composition of the present invention, configured as described above, has excellent adhesion to a TPO sheet, and also has excellent durability and water-tightness, so it has the advantage of increasing the convenience of construction of the TPO sheet and improving its quality.

이하, 본 발명을 구체적인 실시예를 통해 상세히 설명한다. Hereinafter, the present invention will be described in detail through specific examples.

(실시예 1)(Example 1)

하기 표 1과 같은 조성비로 통상의 방법에 따라 실란트 조성물을 제조하였다.A sealant composition was prepared using a conventional method with a composition ratio as shown in Table 1 below.

실시예 1 조성비Example 1 Composition ratio 구분division Cas No.Cas No. 조성비(중량부)Composition ratio (by weight) α,α',α"-1,2,3-Propanetriyltris[ω-(3-dimethoxymethylsilyl)propoxy]poly[oxy(methyl-1,2-ethanediyl)]α,α',α"-1,2,3-Propanetriyltris[ω-(3-dimethoxymethylsilyl)propoxy]poly[oxy(methyl-1,2-ethanediyl)] 151865-59-7 151865-59-7 100100 Silicon dioxideSilicon dioxide 112945-52-5112945-52-5 2020 TrimethoxyvinylsilaneTrimethoxyvinylsilane 2768-02-072768-02-07 1212 Calcium carbonateCalcium carbonate 1317-65-31317-65-3 160160 Polypropylene glycolPolypropylene glycol 25322-69-4 25322-69-4 4040 N-(3- (Trimethoxysilyl)propyl)ethylenediamineN-(3-(Trimethoxysilyl)propyl)ethylenediamine 1760-24-31760-24-3 88 4-비스(3-머캅토부티릴옥시)부탄4-Bis(3-mercaptobutyryloxy)butane 55

(실시예 2)(Example 2)

실시예 1과 동일하게 실시하되, 1-(o-Tolyl)biguanide 5중량부를 더 포함하는 실란트 조성물을 제조하였다.A sealant composition was prepared in the same manner as in Example 1, but further containing 5 parts by weight of 1-(o-Tolyl)biguanide.

(실시예 3)(Example 3)

실시예 1과 동일하게 실시하되, 나프탈릭 안하이드라이드 5중량부를 더 포함하는 실란트 조성물을 제조하였다.A sealant composition was prepared in the same manner as in Example 1, but further containing 5 parts by weight of naphthalic anhydride.

(실시예 4) (Example 4)

실시예 2와 동일하게 실시하되, 탄소섬유칩 5중량부를 더 포함하는 실란트 조성물을 제조하였다.A sealant composition was prepared in the same manner as in Example 2, but containing an additional 5 parts by weight of carbon fiber chips.

이때, 상기 탄소섬유칩은 탄소섬유에 공기를 1~20cc/min으로 주입하고, 60W의 전압을 인가하여 3분간 플라즈마 처리한 후, 이를 3부피배의 헥사메틸디실라잔 코팅액(헥사메틸디실라잔 5wt%, isopropyl alcohol 95wt%)에 25℃의 온도에서 5분간 침지한 후, 40℃로 건조하고, 0.1~100㎛로 분쇄하여 제조하였다. At this time, the carbon fiber chip was manufactured by injecting air into the carbon fiber at a rate of 1 to 20 cc/min, applying a voltage of 60 W to perform plasma treatment for 3 minutes, immersing it in a hexamethyldisilazane coating solution (hexamethyldisilazane 5 wt%, isopropyl alcohol 95 wt%) three times the volume of the carbon fiber at 25°C for 5 minutes, drying it at 40°C, and pulverizing it to 0.1 to 100 μm.

(실시예 5)(Example 5)

실시예 1과 동일하게 실시하되, 무기 충전제를 표면처리하여 사용하였다.The same procedure as Example 1 was followed, but an inorganic filler was used after surface treatment.

상기 무기 충전제의 표면처리는 헥사메틸디실라잔, isopropyl alcohol, 칼슘카보네이트를 1:20:100 중량비로 혼합하고, 이를 기계식 교반기에서 300rpm으로 30℃의 온도에서 30분간 교반한 후, 50℃에서 60분간 건조하여 용매를 제거함으로써, 실시하였다.The surface treatment of the above-mentioned inorganic filler was performed by mixing hexamethyldisilazane, isopropyl alcohol, and calcium carbonate in a weight ratio of 1:20:100, stirring the mixture in a mechanical stirrer at 300 rpm and 30°C for 30 minutes, and then drying the mixture at 50°C for 60 minutes to remove the solvent.

(비교예 1)(Comparative Example 1)

실시예 1과 동일하게 실시하되, 반응촉매로 N-(3- (Trimethoxysilyl)propyl)ethylenediamine을 대신하여 Dibutylbis(pentane-2,4-dionatoO,O')tin(cas no. 22673-19-4)을 사용하였고, 4-비스(3-머캅토부티릴옥시)부탄을 사용하지 않았다.The same procedure as in Example 1 was followed, except that Dibutylbis(pentane-2,4-dionatoO,O')tin (cas no. 22673-19-4) was used instead of N-(3-(Trimethoxysilyl)propyl)ethylenediamine as a reaction catalyst, and 4-bis(3-mercaptobutyryloxy)butane was not used.

(시험예 1)(Example 1)

실시예 1 내지 5 및 비교예 1의 인장강도, 접착강도를 테스트하고, 그 결과를 하기 표 2에 나타내었다.The tensile strength and adhesive strength of Examples 1 to 5 and Comparative Example 1 were tested, and the results are shown in Table 2 below.

접착강도: 전착강판(폭 25 mm, 길이 150 mm) 두 장 사이에 실란트를 폭과 넓이를 각각 25mm 두께를 3mm로 하여 실온에서 7일간 경화한 후 만능인장시험기(UTM)로 접착강도를 구하였다.Adhesive strength: The sealant was placed between two electrodeposited steel plates (25 mm in width and 150 mm in length) with a width of 25 mm and a thickness of 3 mm. After curing for 7 days at room temperature, the adhesive strength was measured using a universal tensile tester (UTM).

인장강도: 실란트의 두께를 3mm로 하여 실온에서 7일간 경화한 후 아령형 3 호로 시험편을 만들고, 만능인장시험기(UTM)로 인장강도를 구하였다.Tensile strength: The sealant was cured at room temperature for 7 days with a thickness of 3 mm. Test specimens were made into dumbbell No. 3 specimens and the tensile strength was measured using a universal tensile testing machine (UTM).

시험예 1의 물성 측정 결과Results of property measurement in Test Example 1 구분division 인장강도(kg/㎠)Tensile strength (kg/㎠) 접착강도(kg/㎠)Adhesive strength (kg/㎠) 실시예 1Example 1 3232 2828 실시예 2Example 2 3434 3030 실시예 3Example 3 3232 2929 실시예 4Example 4 3737 3131 실시예 5Example 5 3535 2929 비교예 1Comparative Example 1 3030 2626

상기 표 2에서와 같이, 본 발명의 실시예 1 내지 4는 비교예 1에 비해 접착성 및 인장강도가 다소 개선됨을 확인할 수 있었다. As shown in Table 2 above, it was confirmed that Examples 1 to 4 of the present invention had somewhat improved adhesiveness and tensile strength compared to Comparative Example 1.

(시험예 2)(Example 2)

실시예 1 내지 5 및 비교예 1의 TPO 시트에 대한 접착강도를 테스트하고, 그 결과를 하기 표 3에 나타내었다.The adhesive strength of the TPO sheets of Examples 1 to 5 and Comparative Example 1 was tested, and the results are shown in Table 3 below.

그 방법은 시험예 1과 동일하게 실시하되, 전착강판을 대신하여 TPO 시트를 사용하였다.The method was the same as in Test Example 1, but a TPO sheet was used instead of the electroplated steel plate.

시험예 2의 물성 측정 결과Results of property measurement in Test Example 2 구분division 접착성(kg/㎠)Adhesion (kg/㎠) 실시예 1Example 1 2929 실시예 2Example 2 3030 실시예 3Example 3 3232 실시예 4Example 4 3030 실시예 5Example 5 3232 비교예 1Comparative Example 1 2222

상기 표 3에서와 같이, 본 발명의 실시예 1 내지 4는 비교예 1에 비해 접착성이 현저히 개선됨을 확인할 수 있었다. 이는 시험예 1의 강판을 사용한 테스트에 비해서도 그 접착성능이 개선된 것으로, 이를 통해 실시예 1 내지 4는 TPO 시트에서의 접착성이 더욱 우수함을 확인하였다. As shown in Table 3 above, it was confirmed that Examples 1 to 4 of the present invention had significantly improved adhesiveness compared to Comparative Example 1. This means that the adhesive performance was improved compared to the test using the steel plate of Test Example 1, and through this, it was confirmed that Examples 1 to 4 had better adhesiveness on the TPO sheet.

따라서, 본 발명에 의한 실란트 조성물은 특히 TPO 소재에 사용할 경우 그 품질 및 시공 편의성을 높일 수 있을 것이라 판단되었다.Therefore, it was judged that the sealant composition according to the present invention can improve the quality and convenience of construction, especially when used for TPO materials.

이상 설명한 내용을 통해 당업자라면 본 발명의 기술사상을 일탈하지 아니하는 범위에서 다양한 변경 및 수정 가능함을 알 수 있을 것이다. 따라서, 본 발명의 기술적 범위는 명세서의 상세한 설명에 기재된 내용으로 한정되는 것이 아니라 특허청구범위에 의해 정해져야만 할 것이다.Through the above explanation, those skilled in the art will be able to see that various changes and modifications can be made without departing from the technical idea of the present invention. Therefore, the technical scope of the present invention should not be limited to the contents described in the detailed description of the specification, but should be defined by the scope of the patent claims.

Claims (4)

변성실리콘 수지 100중량부, 실리콘디옥사이드(Silicon dioxide) 4~35중량부, 실란경화제 1~20중량부, 무기 충전제 100~300중량부, 가소제 30~100중량부, 반응촉매 4~30중량부 및 다관능성 티올 화합물 1~10중량부를 포함하며,
상기 반응촉매는 N-(3-(트리메톡시실릴)프로필)에틸렌디아민(N-(3- (Trimethoxysilyl)propyl)ethylenediamine)을 포함하는 것임을 특징으로 하는 TPO 시트 부착용 변성 실리콘 실란트 조성물.
It comprises 100 parts by weight of modified silicone resin, 4 to 35 parts by weight of silicon dioxide, 1 to 20 parts by weight of silane curing agent, 100 to 300 parts by weight of inorganic filler, 30 to 100 parts by weight of plasticizer, 4 to 30 parts by weight of reaction catalyst, and 1 to 10 parts by weight of multifunctional thiol compound.
A modified silicone sealant composition for TPO sheet attachment, characterized in that the reaction catalyst comprises N-(3-(trimethoxysilyl)propyl)ethylenediamine.
제1항에 있어서,
1-o-톨릴비구아니드(1-(o-Tolyl)biguanide) 0.1~20중량부를 더 포함하며,
상기 무기 충전제는 헥사메틸디실라잔으로 표면처리된 것임을 특징으로 하는 TPO 시트 부착용 변성 실리콘 실란트 조성물.
In the first paragraph,
Contains 0.1 to 20 parts by weight of 1-o-tolylbiguanide,
A modified silicone sealant composition for attachment to a TPO sheet, characterized in that the above-mentioned inorganic filler is surface-treated with hexamethyldisilazane.
제1항에 있어서,
접착성 강화제 1~10중량부를 더 포함하되,
상기 접착성 강화제는 나프탈릭 안하이드라이드, 포스포릭 안하이드라이드, 말레익 안하이드라이드, 프탈릭 안하이드라이드, 아세틱 안하이드라이드, 이태코닉 안하이드라이드, 클로렌딕 안하이드라이드, 보릭 안하이드라이드 및 트리멜리틱 안하이드라이드 중 1종 이상의 것임을 특징으로 하는 TPO 시트 부착용 변성 실리콘 실란트 조성물.
In the first paragraph,
Contains 1 to 10 parts by weight of an adhesive strengthener,
A modified silicone sealant composition for attaching a TPO sheet, characterized in that the adhesive reinforcing agent is at least one selected from the group consisting of naphthalic anhydride, phosphoric anhydride, maleic anhydride, phthalic anhydride, acetic anhydride, itaconic anhydride, chlorendic anhydride, boric anhydride, and trimellitic anhydride.
제1항 내지 제3항 중 어느 한 항에 있어서,
탄소섬유칩 1~10중량부를 더 포함하되,
상기 탄소섬유칩은 탄소섬유를 플라즈마 처리하고, 이를 20~30℃의 온도에서 헥사메틸디실라잔 코팅액에 1~10분간 침지한 후, 건조하고 0.1~100㎛로 분쇄한 것임을 특징으로 하는 TPO 시트 부착용 변성 실리콘 실란트 조성물.
In any one of claims 1 to 3,
Contains 1 to 10 parts by weight of carbon fiber chips,
The above carbon fiber chip is a modified silicone sealant composition for attachment to a TPO sheet, characterized in that the carbon fiber chip is obtained by plasma-treating carbon fiber, immersing the carbon fiber in a hexamethyldisilazane coating solution at a temperature of 20 to 30°C for 1 to 10 minutes, drying the same, and pulverizing the same to 0.1 to 100 μm.
KR1020240086562A 2024-07-02 2024-07-02 Silicone sealant composition for tpo sheet KR102700493B1 (en)

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Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20100133898A (en) * 2009-06-12 2010-12-22 신에쓰 가가꾸 고교 가부시끼가이샤 Resin composition for sealing an optical semiconductor device
KR101202767B1 (en) 2012-06-27 2012-11-19 케이엘건설 주식회사 Thermoplastic adhesive increasing agent and manufacturing method thereof, thermoplastic adhesive increasing agent coated thermoplastic olefin waterproofing sheet and construction method for waterproofing using this
KR102645121B1 (en) * 2023-11-02 2024-03-11 (주)지에스모아 Fire resistant and heat resistant modified silicone sealant composition

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20100133898A (en) * 2009-06-12 2010-12-22 신에쓰 가가꾸 고교 가부시끼가이샤 Resin composition for sealing an optical semiconductor device
KR101202767B1 (en) 2012-06-27 2012-11-19 케이엘건설 주식회사 Thermoplastic adhesive increasing agent and manufacturing method thereof, thermoplastic adhesive increasing agent coated thermoplastic olefin waterproofing sheet and construction method for waterproofing using this
KR102645121B1 (en) * 2023-11-02 2024-03-11 (주)지에스모아 Fire resistant and heat resistant modified silicone sealant composition

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