KR102585562B1 - Dental Temporary Resin Cement Composition - Google Patents

Dental Temporary Resin Cement Composition Download PDF

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KR102585562B1
KR102585562B1 KR1020230074225A KR20230074225A KR102585562B1 KR 102585562 B1 KR102585562 B1 KR 102585562B1 KR 1020230074225 A KR1020230074225 A KR 1020230074225A KR 20230074225 A KR20230074225 A KR 20230074225A KR 102585562 B1 KR102585562 B1 KR 102585562B1
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benzotriazole
methylphenyl
hydroxy
methylphenol
tert
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KR1020230074225A
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Korean (ko)
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안제모
이병후
서무현
백승태
허현서
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(주)스피덴트
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K6/00Preparations for dentistry
    • A61K6/30Compositions for temporarily or permanently fixing teeth or palates, e.g. primers for dental adhesives
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K6/00Preparations for dentistry
    • A61K6/15Compositions characterised by their physical properties

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  • Health & Medical Sciences (AREA)
  • Oral & Maxillofacial Surgery (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
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  • Veterinary Medicine (AREA)
  • Dental Preparations (AREA)

Abstract

본 발명은 크라운과 임플란트 접합부(implant abutment)와의 임시 합착에 사용하기 위한 치과용 임시 레진 시멘트 조성물로, 우수한 강도와 내구성을 가지고 있어 높은 유지력을 나타내며 임플란트 보철물의 장기간 접착(long-term cementation)이 가능한 치과용 임시 레진 시멘트 조성물에 관한 것이다.The present invention is a dental temporary resin cement composition for use in temporary cementation between a crown and an implant abutment. It has excellent strength and durability, exhibits high retention power, and is capable of long-term cementation of an implant prosthesis. It relates to a temporary resin cement composition for dental use.

Description

치과용 임시 레진 시멘트 조성물 {Dental Temporary Resin Cement Composition}Dental temporary resin cement composition {Dental Temporary Resin Cement Composition}

본 발명은 크라운과 임플란트 접합부(implant abutment)와의 임시 합착에 사용하기 위한 치과용 임시 레진 시멘트 조성물로, 우수한 강도와 내구성을 가지고 있어 높은 유지력을 나타내며 임플란트 보철물의 장기간 접착(long-term cementation)이 가능한 치과용 임시 레진 시멘트 조성물에 관한 것이다.The present invention is a dental temporary resin cement composition for use in temporary cementation between a crown and an implant abutment. It has excellent strength and durability, exhibits high retention power, and is capable of long-term cementation of an implant prosthesis. It relates to a temporary resin cement composition for dental use.

우식이나 사고 등에 의해 기능을 잃은 치아는 예를 들면, 이에 봉박기나 크라운으로 불리는 금속이나 세라믹제의 치관용 수복 재료를 치아로 고정함으로써 수복되어 치관용 수복 재료의 치아로의 고정에는 치과용 시멘트로 불리는 접착재료가 이용되고 있다.Teeth that have lost their function due to caries or accidents, for example, are restored by fixing crown restorative materials made of metal or ceramic, called tooth seals or crowns, to the teeth. Dental cement is used to fix the crown restorative materials to the teeth. An adhesive material called is being used.

통상, 치아 및 임플란트 지대주에 임시 치관을 임시치과용 시멘트를 이용하여 접착할 때, 약간 지나친 양의 치과용 시멘트를 임시 치관의 내벽면에 도포하고, 상하치아를 교합시킨다. 교합 시 임시치과용 시멘트의 과잉분을 치아와 임시 치관의 접합부에서 비어져 나오게 해 그 초과한 잉여 시멘트를 제거한다. 따라서, 치과용 시멘트는 임시 치관에 도포하기 쉽고, 또한, 접합부로부터 적절히 과잉분이 나오도록 유동성이 높은 페이스트 상의 조성물로서 제공된다. 여기서, 잉여 시멘트는 완전히 제거하지 않으면 심미성으로 뒤떨어질 뿐만 아니라, 초과해 경화한 시멘트가 구강 내의 조직에 흡수 및 손상시킬 가능성이 있다. 통상, 이 잉여 시멘트는 치과용 기구 등을 이용하여 제거하지만, 시멘트가 전혀 경화되지 않고 유동성이 높은 상태에서는 기구에 의한 제거가 곤란하다. 한편, 잉여 시멘트가 완전히 경화되면 제거하기가 어려워지기 때문에, 경화가 어느 정도까지 진행하고 유동성이 없어진 상태(반경화 상태)로 잉여 시멘트의 제거가 행해진다. 잉여 시멘트를 반경화 상태로 하기 위해서는 잉여 시멘트로 몇 초간(통상, 1~2초간 정도)의 광조사하는 Tack cure를 실시한다.Normally, when attaching a temporary crown to a tooth or implant abutment using temporary dental cement, a slightly excessive amount of dental cement is applied to the inner wall of the temporary crown and the upper and lower teeth are brought into occlusion. During occlusion, the excess temporary dental cement is protruded from the joint between the tooth and the temporary crown and the excess cement is removed. Therefore, dental cement is provided as a paste-like composition with high fluidity that is easy to apply to a temporary crown and allows excess to be properly released from the joint. Here, if the excess cement is not completely removed, not only does the aesthetics deteriorate, but there is a possibility that the excessively hardened cement may be absorbed into and damage the tissues in the oral cavity. Normally, this excess cement is removed using dental instruments, etc., but when the cement is not hardened at all and has high fluidity, it is difficult to remove it with the instrument. On the other hand, since it becomes difficult to remove excess cement once it has completely hardened, removal of the excess cement is performed in a state where hardening has progressed to a certain extent and fluidity has disappeared (semi-hardened state). To semi-harden the excess cement, perform a tack cure by irradiating the excess cement with light for a few seconds (usually about 1 to 2 seconds).

임시 치과용 시멘트는 Tack cure 실시 후 잉여 시멘트의 제거성이 뛰어나고, 또한 본 조사 직후부터 높은 기계적 강도를 발현하도록 하는 것이 바람직하지만, 이들을 양립하는 것은 어렵다. Tack cure 시의 반경화 상태를 중시해 시멘트의 광경화성을 낮음으로 설정하면 본 조사 후 기계적 강도가 충분하지 않고, 반대로 본 조사 후 기계적 강도를 중시해 시멘트의 광경화성을 높게 설정하면 임시 조사에 있어서 잉여 시멘트가 완전히 경화해 버려 제거가 어려워지기 때문이다.It is desirable for temporary dental cement to have excellent removal of excess cement after performing a tack cure and to develop high mechanical strength immediately after the main investigation, but it is difficult to achieve both. If the photocurability of the cement is set to low with emphasis on the semi-hardening state at the time of tack cure, the mechanical strength after main irradiation will not be sufficient. Conversely, if the photocurability of the cement is set high with emphasis on the mechanical strength after main irradiation, the photocurability of the cement is set to high in the temporary irradiation. This is because the excess cement hardens completely and becomes difficult to remove.

이와 관련하여, 일본공개특허 제2006-076912호에는 활성빛의 조사 시간이 짧아도 뛰어난 중합 활성을 나타내고, 또한, 딱딱한 물체를 태양광으로 장시간 쬐어도, 심미성으로 영향을 부여할 정도의 변색이 없다(태양광 안정성이 뛰어나는) 딱딱한 물체를 부여하는 치과용 수복 재료에 관하여 개시하고 있다.In this regard, Japanese Patent Laid-Open No. 2006-076912 shows excellent polymerization activity even when the irradiation time of activating light is short, and furthermore, even when a hard object is exposed to sunlight for a long time, there is no discoloration that affects aesthetics ( Disclosed is a dental restorative material that provides a hard object with excellent solar stability.

또한, 일본공개특허 제2022-033811호에는 자기 경화 또는 이중 경화 복합재료, 특히, 산화 성분(예를 들면, 과산화물) 및 환원 성분(예를 들면, 아민)을 포함한 레독스 개시제계를 함유하는 자기 경화 또는 이중 경화 치과용 복합재료를, 치경조직의 표면으로 제대로 접착시키기 위해서 사용할 수 있는 치과용 접착제 조성물에 관하여 개시하고 있다.Additionally, Japanese Patent Laid-Open No. 2022-033811 discloses self-curing or dual-curing composite materials, especially self-curing composites containing a redox initiator system containing an oxidizing component (e.g., peroxide) and a reducing component (e.g., amine). Disclosed is a dental adhesive composition that can be used to properly adhere a cured or dual-cured dental composite material to the surface of alveolar tissue.

일본공개특허 제2006-076912호Japanese Patent Publication No. 2006-076912 일본공개특허 제2022-033811호Japanese Patent Publication No. 2022-033811

본 발명은 크라운과 임플란트 접합부(implant abutment)와의 임시 합착에 사용하기 위한 치과용 임시 레진 시멘트 조성물로, 우수한 강도와 내구성을 가지고 있어 높은 유지력을 나타내며 임플란트 보철물의 장기간 접착(long-term cementation)이 가능한 치과용 임시 레진 시멘트 조성물을 제공하고자 한다.The present invention is a dental temporary resin cement composition for use in temporary cementation between a crown and an implant abutment. It has excellent strength and durability, exhibits high retention power, and is capable of long-term cementation of an implant prosthesis. The object is to provide a temporary resin cement composition for dental use.

상기 과제를 해결하기 위하여,In order to solve the above problems,

본 발명은 일실시예에서, 트리에틸렌 글리콜 디메타크릴레이트(Triethylene glycol dimethacrylate), 디우레탄 디메타크릴레이트(Diurethane dimethacylate), 2-하이드록시에틸 메타크릴레이트(2-Hydroxyethyl methacrylate), 에톡실레이티드 비스페놀 A 디아크릴레이트(Ethoxylated bisphenol A dimethacrylate), 탄성 모노머, 2,6-디-터트-부틸-4-메틸페놀(2,6-Di-tert-butyl-4-methylphenol), 2-(2-하이드록시-5-메틸페닐)벤조트리아졸[2-(2-Hydroxy-5-methylphenyl)benzotriazole], p-토릴 디에탄올아민(p-Tolyl Diethanolamine), 에틸 4-디메틸아미노벤조에이트(Ethyl 4-dimethylaminobenzoate), 캄포퀴논(Camphorquinone), 바륨 유리(Ba glass), 실리카(Silica) 및 흄드 실리카(Fumed silica)로 이루어진 베이스 성분; 및 트리에틸렌 글리콜 디메타크릴레이트(Triethylene glycol dimethacrylate), 2,6-디-터트-부틸-4-메틸페놀(2,6-Di-tert-butyl-4-methylphenol), 2-(2-하이드록시-5-메틸페닐)벤조트리아졸[2-(2-Hydroxy-5-methylphenyl)benzotriazole], 벤조일 퍼옥사이드(Benzoyl peroxide), 바륨 유리(Ba glass) 및 흄드 실리카(Fumed silica)로 이루어진 촉매 성분을 포함하는 치과용 임시 레진 시멘트 조성물을 제공한다.In one embodiment, the present invention includes triethylene glycol dimethacrylate, diurethane dimethacylate, 2-Hydroxyethyl methacrylate, and ethoxylate. Ethoxylated bisphenol A dimethacrylate, elastic monomer, 2,6-Di-tert-butyl-4-methylphenol, 2-(2 -Hydroxy-5-methylphenyl)benzotriazole [2-(2-Hydroxy-5-methylphenyl)benzotriazole], p-Tolyl Diethanolamine, Ethyl 4-dimethylaminobenzoate (Ethyl 4- base component consisting of dimethylaminobenzoate, camphorquinone, barium glass, silica, and fumed silica; and Triethylene glycol dimethacrylate, 2,6-Di-tert-butyl-4-methylphenol, 2-(2-hyde The catalyst component consists of hydroxy-5-methylphenyl)benzotriazole [2-(2-Hydroxy-5-methylphenyl)benzotriazole], benzoyl peroxide, barium glass, and fumed silica. Provided is a temporary dental resin cement composition comprising:

상기 치과용 임시 레진 시멘트 조성물은, 트리에틸렌 글리콜 디메타크릴레이트(Triethylene glycol dimethacrylate) 5 내지 10 wt%, 디우레탄 디메타크릴레이트(Diurethane dimethacylate) 20 내지 25 wt%, 2-하이드록시에틸 메타크릴레이트(2-Hydroxyethyl methacrylate) 5 내지 10 wt%, 에톡실레이티드 비스페놀 A 디아크릴레이트(Ethoxylated bisphenol A dimethacrylate) 15 내지 20 wt%, 탄성 모노머 15 내지 20 wt%, 2,6-디-터트-부틸-4-메틸페놀(2,6-Di-tert-butyl-4-methylphenol) 0.01 내지 0.05 wt%, 2-(2-하이드록시-5-메틸페닐)벤조트리아졸[2-(2-Hydroxy-5-methylphenyl)benzotriazole] 0.01 내지 0.05 wt%, p-토릴 디에탄올아민(p-Tolyl Diethanolamine) 1 내지 5 wt%, 에틸 4-디메틸아미노벤조에이트(Ethyl 4-dimethylaminobenzoate) 0.1 내지 1 wt%, 캄포퀴논(Camphorquinone) 0.1 내지 1 wt%, 바륨 유리(Ba glass) 15 내지 20 wt%, 실리카(Silica) 5 내지 10 wt% 및 흄드 실리카(Fumed silica) 1 내지 5 wt%로 이루어진 베이스 성분; 및 트리에틸렌 글리콜 디메타크릴레이트(Triethylene glycol dimethacrylate) 70 내지 80 wt%, 2,6-디-터트-부틸-4-메틸페놀(2,6-Di-tert-butyl-4-methylphenol) 0.01 내지 0.05 wt%, 2-(2-하이드록시-5-메틸페닐)벤조트리아졸[2-(2-Hydroxy-5-methylphenyl)benzotriazole] 0.01 내지 0.05 wt%, 벤조일 퍼옥사이드(Benzoyl peroxide) 0.1 내지 0.5 wt%, 바륨 유리(Ba glass) 20 내지 30 wt% 및 흄드 실리카(Fumed silica) 5 내지 10 wt%로 이루어진 촉매 성분을 포함하는 것일 수 있다.The dental temporary resin cement composition includes 5 to 10 wt% of triethylene glycol dimethacrylate, 20 to 25 wt% of diurethane dimethacrylate, and 2-hydroxyethyl methacrylate. 5 to 10 wt% of 2-Hydroxyethyl methacrylate, 15 to 20 wt% of ethoxylated bisphenol A dimethacrylate, 15 to 20 wt% of elastic monomer, 2,6-di-tert- Butyl-4-methylphenol (2,6-Di-tert-butyl-4-methylphenol) 0.01 to 0.05 wt%, 2-(2-hydroxy-5-methylphenyl)benzotriazole [2-(2-Hydroxy- 5-methylphenyl)benzotriazole] 0.01 to 0.05 wt%, p-Tolyl Diethanolamine 1 to 5 wt%, Ethyl 4-dimethylaminobenzoate 0.1 to 1 wt%, Camphor A base component consisting of 0.1 to 1 wt% of camphorquinone, 15 to 20 wt% of barium glass, 5 to 10 wt% of silica, and 1 to 5 wt% of fumed silica; And 70 to 80 wt% of Triethylene glycol dimethacrylate, 0.01 to 2,6-Di-tert-butyl-4-methylphenol (2,6-Di-tert-butyl-4-methylphenol) 0.05 wt%, 2-(2-Hydroxy-5-methylphenyl)benzotriazole [2-(2-Hydroxy-5-methylphenyl)benzotriazole] 0.01 to 0.05 wt%, Benzoyl peroxide 0.1 to 0.5 wt %, it may contain a catalyst component consisting of 20 to 30 wt% of barium glass (Ba glass) and 5 to 10 wt% of fumed silica.

또한, 본 발명은 일실시예에서, 트리에틸렌 글리콜 디메타크릴레이트(Triethylene glycol dimethacrylate), 디우레탄 디메타크릴레이트(Diurethane dimethacylate), 2-하이드록시에틸 메타크릴레이트(2-Hydroxyethyl methacrylate), 에톡실레이티드 비스페놀 A 디아크릴레이트(Ethoxylated bisphenol A dimethacrylate), 탄성 모노머, 2,6-디-터트-부틸-4-메틸페놀(2,6-Di-tert-butyl-4-methylphenol), 2-(2-하이드록시-5-메틸페닐)벤조트리아졸[2-(2-Hydroxy-5-methylphenyl)benzotriazole], p-토릴 디에탄올아민(p-Tolyl Diethanolamine), 에틸 4-디메틸아미노벤조에이트(Ethyl 4-dimethylaminobenzoate), 캄포퀴논(Camphorquinone), 탈크(Talc), 바륨 유리(Ba glass), 실리카(Silica) 및 흄드 실리카(Fumed silica)로 이루어진 베이스 성분; 및 트리에틸렌 글리콜 디메타크릴레이트(Triethylene glycol dimethacrylate), 2,6-디-터트-부틸-4-메틸페놀(2,6-Di-tert-butyl-4-methylphenol), 2-(2-하이드록시-5-메틸페닐)벤조트리아졸[2-(2-Hydroxy-5-methylphenyl)benzotriazole], 벤조일 퍼옥사이드(Benzoyl peroxide), 바륨 유리(Ba glass) 및 흄드 실리카(Fumed silica)로 이루어진 촉매 성분을 포함하는 치과용 임시 레진 시멘트 조성물을 제공한다.In addition, in one embodiment, the present invention includes triethylene glycol dimethacrylate, diurethane dimethacylate, 2-Hydroxyethyl methacrylate, Ethoxylated bisphenol A dimethacrylate, elastic monomer, 2,6-Di-tert-butyl-4-methylphenol, 2- (2-Hydroxy-5-methylphenyl)benzotriazole [2-(2-Hydroxy-5-methylphenyl)benzotriazole], p-Tolyl Diethanolamine, ethyl 4-dimethylaminobenzoate (Ethyl Base ingredient consisting of 4-dimethylaminobenzoate, Camphorquinone, Talc, Barium glass, Silica and Fumed silica; and Triethylene glycol dimethacrylate, 2,6-Di-tert-butyl-4-methylphenol, 2-(2-hyde The catalyst component consists of hydroxy-5-methylphenyl)benzotriazole [2-(2-Hydroxy-5-methylphenyl)benzotriazole], benzoyl peroxide, barium glass, and fumed silica. Provided is a temporary dental resin cement composition comprising:

상기 치과용 임시 레진 시멘트 조성물은, 트리에틸렌 글리콜 디메타크릴레이트(Triethylene glycol dimethacrylate) 5 내지 10 wt%, 디우레탄 디메타크릴레이트(Diurethane dimethacylate) 20 내지 25 wt%, 2-하이드록시에틸 메타크릴레이트(2-Hydroxyethyl methacrylate) 5 내지 10 wt%, 에톡실레이티드 비스페놀 A 디아크릴레이트(Ethoxylated bisphenol A dimethacrylate) 15 내지 20 wt%, 탄성 모노머 15 내지 20 wt%, 2,6-디-터트-부틸-4-메틸페놀(2,6-Di-tert-butyl-4-methylphenol) 0.01 내지 0.05 wt%, 2-(2-하이드록시-5-메틸페닐)벤조트리아졸[2-(2-Hydroxy-5-methylphenyl)benzotriazole] 0.01 내지 0.05 wt%, p-토릴 디에탄올아민(p-Tolyl Diethanolamine) 1 내지 5 wt%, 에틸 4-디메틸아미노벤조에이트(Ethyl 4-dimethylaminobenzoate) 0.1 내지 1 wt%, 캄포퀴논(Camphorquinone) 0.1 내지 1 wt%, 탈크 5 내지 20 wt%, 바륨 유리(Ba glass) 5 내지 20 wt%, 실리카(Silica) 5 내지 10 wt% 및 흄드 실리카(Fumed silica) 1 내지 5 wt%로 이루어진 베이스 성분; 및 트리에틸렌 글리콜 디메타크릴레이트(Triethylene glycol dimethacrylate) 70 내지 80 wt%, 2,6-디-터트-부틸-4-메틸페놀(2,6-Di-tert-butyl-4-methylphenol) 0.01 내지 0.05 wt%, 2-(2-하이드록시-5-메틸페닐)벤조트리아졸[2-(2-Hydroxy-5-methylphenyl)benzotriazole] 0.01 내지 0.05 wt%, 벤조일 퍼옥사이드(Benzoyl peroxide) 0.1 내지 0.5 wt%, 바륨 유리(Ba glass) 5 내지 20 wt% 및 흄드 실리카(Fumed silica) 5 내지 10 wt%로 이루어진 촉매 성분을 포함하는 것일 수 있다.The dental temporary resin cement composition includes 5 to 10 wt% of triethylene glycol dimethacrylate, 20 to 25 wt% of diurethane dimethacrylate, and 2-hydroxyethyl methacrylate. 5 to 10 wt% of 2-Hydroxyethyl methacrylate, 15 to 20 wt% of ethoxylated bisphenol A dimethacrylate, 15 to 20 wt% of elastic monomer, 2,6-di-tert- Butyl-4-methylphenol (2,6-Di-tert-butyl-4-methylphenol) 0.01 to 0.05 wt%, 2-(2-hydroxy-5-methylphenyl)benzotriazole [2-(2-Hydroxy- 5-methylphenyl)benzotriazole] 0.01 to 0.05 wt%, p-Tolyl Diethanolamine 1 to 5 wt%, Ethyl 4-dimethylaminobenzoate 0.1 to 1 wt%, Camphor Quinone (Camphorquinone) 0.1 to 1 wt%, Talc 5 to 20 wt%, Barium glass (Ba glass) 5 to 20 wt%, Silica (Silica) 5 to 10 wt% and Fumed silica (Fumed silica) 1 to 5 wt% A base ingredient consisting of; And 70 to 80 wt% of Triethylene glycol dimethacrylate, 0.01 to 2,6-Di-tert-butyl-4-methylphenol (2,6-Di-tert-butyl-4-methylphenol) 0.05 wt%, 2-(2-Hydroxy-5-methylphenyl)benzotriazole [2-(2-Hydroxy-5-methylphenyl)benzotriazole] 0.01 to 0.05 wt%, Benzoyl peroxide 0.1 to 0.5 wt %, it may include a catalyst component consisting of 5 to 20 wt% of barium glass (Ba glass) and 5 to 10 wt% of fumed silica.

더불어, 본 발명은 일실시예에서, 트리에틸렌 글리콜 디메타크릴레이트(Triethylene glycol dimethacrylate), 디우레탄 디메타크릴레이트(Diurethane dimethacylate), 2-하이드록시에틸 메타크릴레이트(2-Hydroxyethyl methacrylate), 에톡실레이티드 비스페놀 A 디아크릴레이트(Ethoxylated bisphenol A dimethacrylate), 탄성 모노머, 2,6-디-터트-부틸-4-메틸페놀(2,6-Di-tert-butyl-4-methylphenol), 2-(2-하이드록시-5-메틸페닐)벤조트리아졸[2-(2-Hydroxy-5-methylphenyl)benzotriazole], p-토릴 디에탄올아민(p-Tolyl Diethanolamine), 에틸 4-디메틸아미노벤조에이트(Ethyl 4-dimethylaminobenzoate), 캄포퀴논(Camphorquinone), 탈크(Talc), 실리카(Silica) 및 흄드 실리카(Fumed silica)로 이루어진 베이스 성분; 및 트리에틸렌 글리콜 디메타크릴레이트(Triethylene glycol dimethacrylate), 2,6-디-터트-부틸-4-메틸페놀(2,6-Di-tert-butyl-4-methylphenol), 2-(2-하이드록시-5-메틸페닐)벤조트리아졸[2-(2-Hydroxy-5-methylphenyl)benzotriazole], 벤조일 퍼옥사이드(Benzoyl peroxide), 탈크(Talc) 및 흄드 실리카(Fumed silica)로 이루어진 촉매 성분을 포함하는 치과용 임시 레진 시멘트 조성물을 제공한다.In addition, in one embodiment, the present invention includes triethylene glycol dimethacrylate, diurethane dimethacylate, 2-Hydroxyethyl methacrylate, Ethoxylated bisphenol A dimethacrylate, elastic monomer, 2,6-Di-tert-butyl-4-methylphenol, 2- (2-Hydroxy-5-methylphenyl)benzotriazole [2-(2-Hydroxy-5-methylphenyl)benzotriazole], p-Tolyl Diethanolamine, ethyl 4-dimethylaminobenzoate (Ethyl Base ingredient consisting of 4-dimethylaminobenzoate, Camphorquinone, Talc, Silica and Fumed silica; and Triethylene glycol dimethacrylate, 2,6-Di-tert-butyl-4-methylphenol, 2-(2-hyde Containing a catalyst component consisting of hydroxy-5-methylphenyl)benzotriazole [2-(2-Hydroxy-5-methylphenyl)benzotriazole], benzoyl peroxide, talc, and fumed silica. A temporary resin cement composition for dental use is provided.

상기 치과용 임시 레진 시멘트 조성물은, 트리에틸렌 글리콜 디메타크릴레이트(Triethylene glycol dimethacrylate) 5 내지 10 wt%, 디우레탄 디메타크릴레이트(Diurethane dimethacylate) 20 내지 25 wt%, 2-하이드록시에틸 메타크릴레이트(2-Hydroxyethyl methacrylate) 5 내지 10 wt%, 에톡실레이티드 비스페놀 A 디아크릴레이트(Ethoxylated bisphenol A dimethacrylate) 15 내지 20 wt%, 탄성 모노머 15 내지 20 wt%, 2,6-디-터트-부틸-4-메틸페놀(2,6-Di-tert-butyl-4-methylphenol) 0.01 내지 0.05 wt%, 2-(2-하이드록시-5-메틸페닐)벤조트리아졸[2-(2-Hydroxy-5-methylphenyl)benzotriazole] 0.01 내지 0.05 wt%, p-토릴 디에탄올아민(p-Tolyl Diethanolamine) 1 내지 5 wt%, 에틸 4-디메틸아미노벤조에이트(Ethyl 4-dimethylaminobenzoate) 0.1 내지 1 wt%, 캄포퀴논(Camphorquinone) 0.1 내지 1 wt%, 탈크 15 내지 20 wt%, 실리카(Silica) 5 내지 10 wt% 및 흄드 실리카(Fumed silica) 1 내지 5 wt%로 이루어진 베이스 성분; 및 트리에틸렌 글리콜 디메타크릴레이트(Triethylene glycol dimethacrylate) 70 내지 80 wt%, 2,6-디-터트-부틸-4-메틸페놀(2,6-Di-tert-butyl-4-methylphenol) 0.01 내지 0.05 wt%, 2-(2-하이드록시-5-메틸페닐)벤조트리아졸[2-(2-Hydroxy-5-methylphenyl)benzotriazole] 0.01 내지 0.05 wt%, 벤조일 퍼옥사이드(Benzoyl peroxide) 0.1 내지 0.5 wt%, 탈크 20 내지 30 wt% 및 흄드 실리카(Fumed silica) 5 내지 10 wt%로 이루어진 촉매 성분을 포함하는 것일 수 있다.The dental temporary resin cement composition includes 5 to 10 wt% of triethylene glycol dimethacrylate, 20 to 25 wt% of diurethane dimethacrylate, and 2-hydroxyethyl methacrylate. 5 to 10 wt% of 2-Hydroxyethyl methacrylate, 15 to 20 wt% of ethoxylated bisphenol A dimethacrylate, 15 to 20 wt% of elastic monomer, 2,6-di-tert- Butyl-4-methylphenol (2,6-Di-tert-butyl-4-methylphenol) 0.01 to 0.05 wt%, 2-(2-hydroxy-5-methylphenyl)benzotriazole [2-(2-Hydroxy- 5-methylphenyl)benzotriazole] 0.01 to 0.05 wt%, p-Tolyl Diethanolamine 1 to 5 wt%, Ethyl 4-dimethylaminobenzoate 0.1 to 1 wt%, Camphor A base component consisting of 0.1 to 1 wt% of quinone (Camphorquinone), 15 to 20 wt% of talc, 5 to 10 wt% of silica, and 1 to 5 wt% of fumed silica; And 70 to 80 wt% of Triethylene glycol dimethacrylate, 0.01 to 2,6-Di-tert-butyl-4-methylphenol (2,6-Di-tert-butyl-4-methylphenol) 0.05 wt%, 2-(2-Hydroxy-5-methylphenyl)benzotriazole [2-(2-Hydroxy-5-methylphenyl)benzotriazole] 0.01 to 0.05 wt%, Benzoyl peroxide 0.1 to 0.5 wt %, it may contain a catalyst component consisting of 20 to 30 wt% of talc and 5 to 10 wt% of fumed silica.

상기 치과용 임시 레진 시멘트 조성물은 광중합 시 1 내지 2 초의 광조사에 의해 잉여 시멘트의 제거가 가능한 것일 수 있다.The temporary resin cement composition for dental use may be capable of removing excess cement by irradiating light for 1 to 2 seconds during light polymerization.

상기 치과용 임시 레진 시멘트 조성물은 실린지에 넣어 사용하고, 상기 실린지에 넣어 사용할 경우 토출압이 80 내지 165 N인 것일 수 있다. The dental temporary resin cement composition is used in a syringe, and when used in the syringe, the discharge pressure may be 80 to 165 N.

상기 치과용 임시 레진 시멘트 조성물은 ISO 4049에 따라 측정한 평균 피막도는 1 내지 35 ㎛인 것일 수 있다.The temporary dental resin cement composition may have an average film thickness of 1 to 35 ㎛ measured according to ISO 4049.

상기 탄성 모노머는 우레탄 프리폴리머를 포함하는 것일 수 있다.The elastic monomer may include urethane prepolymer.

본 발명에 따른 치과용 임시 레진 시멘트 조성물은 크라운과 임플란트 접합부와의 임시 합착을 위한 것으로, 임시 합착을 위한 작업시간은 1 내지 2 분이며 경화시간은 자가중합 시 구강 내 조건에서 3 내지 4 분으로 충분한 작업시간과 빠른 경화시간을 가진다. The temporary dental resin cement composition according to the present invention is for temporary cementation between crown and implant joints. The working time for temporary cementation is 1 to 2 minutes and the curing time is 3 to 4 minutes under intraoral conditions during self-polymerization. It has sufficient working time and fast curing time.

또한, 종래 자가중합방식의 제품은 시멘트가 굳을 때까지 기다려서 잉여시멘트를 제거해야 하지만, 본 발명에 따른 치과용 임시 레진 시멘트 조성물은 이원 중합형으로 잉여 시멘트를 광조사 후 600 mW/cm2 이하에서 약 2 초 또는 1,800 mW/cm2 이상에서 약 1 초 만에 빠르고 쉽게 제거할 수 있다.In addition, conventional self-curing products require waiting until the cement hardens to remove excess cement, but the dental temporary resin cement composition according to the present invention is a dual polymerization type that removes excess cement at 600 mW/cm 2 or less after irradiation with light. It can be removed quickly and easily in about 2 seconds or about 1 second at over 1,800 mW/cm 2 .

도 1은 본원의 일 실시예에 있어서, 치과용 임시 레진 시멘트 조성물의 토출압을 측정한 결과이다.
도 2는 본원의 일 실시예에 있어서, 치과용 임시 레진 시멘트 조성물의 피막도를 측정한 결과이다.
Figure 1 shows the results of measuring the discharge pressure of a temporary resin cement composition for dental use in an example of the present application.
Figure 2 shows the results of measuring the coating degree of a temporary dental resin cement composition in an example of the present application.

본 발명은 다양한 변경을 가할 수 있고 여러 가지 실시예를 가질 수 있는 바, 특정 실시예들을 도면에 예시하고 상세한 설명에 구체적으로 설명하고자 한다.Since the present invention can make various changes and have various embodiments, specific embodiments will be illustrated in the drawings and described in detail in the detailed description.

그러나, 이는 본 발명을 특정한 실시 형태에 대해 한정하려는 것이 아니며, 본 발명의 사상 및 기술 범위에 포함되는 모든 변경, 균등물 내지 대체물을 포함하는 것으로 이해되어야 한다.However, this is not intended to limit the present invention to specific embodiments, and should be understood to include all changes, equivalents, and substitutes included in the spirit and technical scope of the present invention.

본 발명에서, "포함한다" 또는 "가지다" 등의 용어는 명세서상에 기재된 특징, 숫자, 단계, 동작, 구성요소, 부품 또는 이들을 조합한 것이 존재함을 지정하려는 것이지, 하나 또는 그 이상의 다른 특징들이나 숫자, 단계, 동작, 구성요소, 부품 또는 이들을 조합한 것들의 존재 또는 부가 가능성을 미리 배제하지 않는 것으로 이해되어야 한다.In the present invention, terms such as "comprise" or "have" are intended to designate the presence of features, numbers, steps, operations, components, parts, or combinations thereof described in the specification, but are not intended to indicate the presence of one or more other features. It should be understood that this does not exclude in advance the possibility of the existence or addition of elements, numbers, steps, operations, components, parts, or combinations thereof.

이하, 본 발명에 대하여 구체적으로 설명하기로 한다.Hereinafter, the present invention will be described in detail.

본 발명에 따른 치과용 임시 레진 시멘트 조성물은 우수한 강도와 내구성을 가지고 있어 높은 유지력을 나타내며 임플란트 보철물의 장기간 접착(long-term cementation)이 가능하며, 기계적인 합착력과 적당한 탄성을 가지고 있어 임시 보철물의 제거를 원할 때 용이하게 할 수 있다.The dental temporary resin cement composition according to the present invention has excellent strength and durability, exhibits high holding power, and enables long-term cementation of implant prosthesis. It has mechanical cementation and appropriate elasticity, so it can be used for temporary prosthesis. It can be easily removed when desired.

구체적으로, 본 발명은 크라운과 임플란트 접합부(implant abutment)와의 임시 합착에 사용하기 위한 치과용 임시 레진 시멘트 조성물로, 상기 치과용 임시 레진 시멘트 조성물은 트리에틸렌 글리콜 디메타크릴레이트(Triethylene glycol dimethacrylate), 디우레탄 디메타크릴레이트(Diurethane dimethacylate), 2-하이드록시에틸 메타크릴레이트(2-Hydroxyethyl methacrylate), 에톡실레이티드 비스페놀 A 디아크릴레이트(Ethoxylated bisphenol A dimethacrylate), 탄성 모노머, 2,6-디-터트-부틸-4-메틸페놀(2,6-Di-tert-butyl-4-methylphenol), 2-(2-하이드록시-5-메틸페닐)벤조트리아졸[2-(2-Hydroxy-5-methylphenyl)benzotriazole], p-토릴 디에탄올아민(p-Tolyl Diethanolamine), 에틸 4-디메틸아미노벤조에이트(Ethyl 4-dimethylaminobenzoate), 캄포퀴논(Camphorquinone), 바륨 유리(Ba glass), 실리카(Silica) 및 흄드 실리카(Fumed silica)로 이루어진 베이스 성분; 및 트리에틸렌 글리콜 디메타크릴레이트(Triethylene glycol dimethacrylate), 2,6-디-터트-부틸-4-메틸페놀(2,6-Di-tert-butyl-4-methylphenol), 2-(2-하이드록시-5-메틸페닐)벤조트리아졸[2-(2-Hydroxy-5-methylphenyl)benzotriazole], 벤조일 퍼옥사이드(Benzoyl peroxide), 바륨 유리(Ba glass) 및 흄드 실리카(Fumed silica)로 이루어진 촉매 성분을 포함한다.Specifically, the present invention is a temporary dental resin cement composition for use in temporary cementation between a crown and an implant abutment. The temporary dental resin cement composition includes triethylene glycol dimethacrylate, Diurethane dimethacylate, 2-Hydroxyethyl methacrylate, Ethoxylated bisphenol A dimethacrylate, elastic monomer, 2,6-dimethacrylate -tert-butyl-4-methylphenol (2,6-Di-tert-butyl-4-methylphenol), 2-(2-hydroxy-5-methylphenyl)benzotriazole [2-(2-Hydroxy-5- methylphenyl)benzotriazole], p-Tolyl Diethanolamine, Ethyl 4-dimethylaminobenzoate, Camphorquinone, Barium glass, Silica and Base component consisting of fumed silica; and Triethylene glycol dimethacrylate, 2,6-Di-tert-butyl-4-methylphenol, 2-(2-hyde The catalyst component consists of hydroxy-5-methylphenyl)benzotriazole [2-(2-Hydroxy-5-methylphenyl)benzotriazole], benzoyl peroxide, barium glass, and fumed silica. Includes.

상기 치과용 임시 레진 시멘트 조성물은, 트리에틸렌 글리콜 디메타크릴레이트(Triethylene glycol dimethacrylate) 5 내지 10 wt%, 디우레탄 디메타크릴레이트(Diurethane dimethacylate) 20 내지 25 wt%, 2-하이드록시에틸 메타크릴레이트(2-Hydroxyethyl methacrylate) 5 내지 10 wt%, 에톡실레이티드 비스페놀 A 디아크릴레이트(Ethoxylated bisphenol A dimethacrylate) 15 내지 20 wt%, 탄성 모노머 15 내지 20 wt%, 2,6-디-터트-부틸-4-메틸페놀(2,6-Di-tert-butyl-4-methylphenol) 0.01 내지 0.05 wt%, 2-(2-하이드록시-5-메틸페닐)벤조트리아졸[2-(2-Hydroxy-5-methylphenyl)benzotriazole] 0.01 내지 0.05 wt%, p-토릴 디에탄올아민(p-Tolyl Diethanolamine) 1 내지 5 wt%, 에틸 4-디메틸아미노벤조에이트(Ethyl 4-dimethylaminobenzoate) 0.1 내지 1 wt%, 캄포퀴논(Camphorquinone) 0.1 내지 1 wt%, 바륨 유리(Ba glass) 15 내지 20 wt%, 실리카(Silica) 5 내지 10 wt% 및 흄드 실리카(Fumed silica) 1 내지 5 wt%로 이루어진 베이스 성분; 및 트리에틸렌 글리콜 디메타크릴레이트(Triethylene glycol dimethacrylate) 70 내지 80 wt%, 2,6-디-터트-부틸-4-메틸페놀(2,6-Di-tert-butyl-4-methylphenol) 0.01 내지 0.05 wt%, 2-(2-하이드록시-5-메틸페닐)벤조트리아졸[2-(2-Hydroxy-5-methylphenyl)benzotriazole] 0.01 내지 0.05 wt%, 벤조일 퍼옥사이드(Benzoyl peroxide) 0.1 내지 0.5 wt%, 바륨 유리(Ba glass) 20 내지 30 wt% 및 흄드 실리카(Fumed silica) 5 내지 10 wt%로 이루어진 촉매 성분을 포함하는 것일 수 있다.The dental temporary resin cement composition includes 5 to 10 wt% of triethylene glycol dimethacrylate, 20 to 25 wt% of diurethane dimethacrylate, and 2-hydroxyethyl methacrylate. 5 to 10 wt% of 2-Hydroxyethyl methacrylate, 15 to 20 wt% of ethoxylated bisphenol A dimethacrylate, 15 to 20 wt% of elastic monomer, 2,6-di-tert- Butyl-4-methylphenol (2,6-Di-tert-butyl-4-methylphenol) 0.01 to 0.05 wt%, 2-(2-hydroxy-5-methylphenyl)benzotriazole [2-(2-Hydroxy- 5-methylphenyl)benzotriazole] 0.01 to 0.05 wt%, p-Tolyl Diethanolamine 1 to 5 wt%, Ethyl 4-dimethylaminobenzoate 0.1 to 1 wt%, Camphor A base component consisting of 0.1 to 1 wt% of camphorquinone, 15 to 20 wt% of barium glass, 5 to 10 wt% of silica, and 1 to 5 wt% of fumed silica; And 70 to 80 wt% of Triethylene glycol dimethacrylate, 0.01 to 2,6-Di-tert-butyl-4-methylphenol (2,6-Di-tert-butyl-4-methylphenol) 0.05 wt%, 2-(2-Hydroxy-5-methylphenyl)benzotriazole [2-(2-Hydroxy-5-methylphenyl)benzotriazole] 0.01 to 0.05 wt%, Benzoyl peroxide 0.1 to 0.5 wt %, it may contain a catalyst component consisting of 20 to 30 wt% of barium glass (Ba glass) and 5 to 10 wt% of fumed silica.

상기 치과용 임시 레진 시멘트 조성물은 탈크(Talc)를 포함하지 않지만, 하기 치과용 임시 레진 시멘트 조성물들은 탈크를 포함함으로써 조성물의 토출압 및 피막도를 개선해 사용성과 유지력을 향상시킬 수 있다. The temporary dental resin cement composition does not contain talc, but the following temporary dental resin cement compositions contain talc, thereby improving the discharge pressure and coating degree of the composition, thereby improving usability and retention.

하기 치과용 임시 레진 시멘트 조성물이 탈크를 포함할 경우, 베이스 성분 내의 필러인 바륨 유리, 실리카 및 흄드 실리카의 양이 탈크의 양만큼 적게 포함하는 것일 수 있다.When the following dental temporary resin cement composition contains talc, the amount of fillers such as barium glass, silica, and fumed silica in the base component may be less than the amount of talc.

구체적으로, 탈크를 포함하는 본 발명의 치과용 임시 레진 시멘트 조성물은 트리에틸렌 글리콜 디메타크릴레이트(Triethylene glycol dimethacrylate), 디우레탄 디메타크릴레이트(Diurethane dimethacylate), 2-하이드록시에틸 메타크릴레이트(2-Hydroxyethyl methacrylate), 에톡실레이티드 비스페놀 A 디아크릴레이트(Ethoxylated bisphenol A dimethacrylate), 탄성 모노머, 2,6-디-터트-부틸-4-메틸페놀(2,6-Di-tert-butyl-4-methylphenol), 2-(2-하이드록시-5-메틸페닐)벤조트리아졸[2-(2-Hydroxy-5-methylphenyl)benzotriazole], p-토릴 디에탄올아민(p-Tolyl Diethanolamine), 에틸 4-디메틸아미노벤조에이트(Ethyl 4-dimethylaminobenzoate), 캄포퀴논(Camphorquinone), 탈크(Talc), 바륨 유리(Ba glass), 실리카(Silica) 및 흄드 실리카(Fumed silica)로 이루어진 베이스 성분; 및 트리에틸렌 글리콜 디메타크릴레이트(Triethylene glycol dimethacrylate), 2,6-디-터트-부틸-4-메틸페놀(2,6-Di-tert-butyl-4-methylphenol), 2-(2-하이드록시-5-메틸페닐)벤조트리아졸[2-(2-Hydroxy-5-methylphenyl)benzotriazole], 벤조일 퍼옥사이드(Benzoyl peroxide), 바륨 유리(Ba glass) 및 흄드 실리카(Fumed silica)로 이루어진 촉매 성분을 포함한다.Specifically, the dental temporary resin cement composition of the present invention containing talc includes triethylene glycol dimethacrylate, diurethane dimethacylate, and 2-hydroxyethyl methacrylate ( 2-Hydroxyethyl methacrylate), Ethoxylated bisphenol A dimethacrylate, elastic monomer, 2,6-Di-tert-butyl-4-methylphenol (2,6-Di-tert-butyl- 4-methylphenol), 2-(2-Hydroxy-5-methylphenyl)benzotriazole [2-(2-Hydroxy-5-methylphenyl)benzotriazole], p-Tolyl Diethanolamine, ethyl 4 - Base ingredient consisting of Ethyl 4-dimethylaminobenzoate, Camphorquinone, Talc, Barium glass, Silica and Fumed silica; and Triethylene glycol dimethacrylate, 2,6-Di-tert-butyl-4-methylphenol, 2-(2-hyde The catalyst component consists of hydroxy-5-methylphenyl)benzotriazole [2-(2-Hydroxy-5-methylphenyl)benzotriazole], benzoyl peroxide, barium glass, and fumed silica. Includes.

상기 치과용 임시 레진 시멘트 조성물은, 트리에틸렌 글리콜 디메타크릴레이트(Triethylene glycol dimethacrylate) 5 내지 10 wt%, 디우레탄 디메타크릴레이트(Diurethane dimethacylate) 20 내지 25 wt%, 2-하이드록시에틸 메타크릴레이트(2-Hydroxyethyl methacrylate) 5 내지 10 wt%, 에톡실레이티드 비스페놀 A 디아크릴레이트(Ethoxylated bisphenol A dimethacrylate) 15 내지 20 wt%, 탄성 모노머 15 내지 20 wt%, 2,6-디-터트-부틸-4-메틸페놀(2,6-Di-tert-butyl-4-methylphenol) 0.01 내지 0.05 wt%, 2-(2-하이드록시-5-메틸페닐)벤조트리아졸[2-(2-Hydroxy-5-methylphenyl)benzotriazole] 0.01 내지 0.05 wt%, p-토릴 디에탄올아민(p-Tolyl Diethanolamine) 1 내지 5 wt%, 에틸 4-디메틸아미노벤조에이트(Ethyl 4-dimethylaminobenzoate) 0.1 내지 1 wt%, 캄포퀴논(Camphorquinone) 0.1 내지 1 wt%, 탈크 5 내지 20 wt%, 바륨 유리(Ba glass) 5 내지 20 wt%, 실리카(Silica) 5 내지 10 wt% 및 흄드 실리카(Fumed silica) 1 내지 5 wt%로 이루어진 베이스 성분; 및 트리에틸렌 글리콜 디메타크릴레이트(Triethylene glycol dimethacrylate) 70 내지 80 wt%, 2,6-디-터트-부틸-4-메틸페놀(2,6-Di-tert-butyl-4-methylphenol) 0.01 내지 0.05 wt%, 2-(2-하이드록시-5-메틸페닐)벤조트리아졸[2-(2-Hydroxy-5-methylphenyl)benzotriazole] 0.01 내지 0.05 wt%, 벤조일 퍼옥사이드(Benzoyl peroxide) 0.1 내지 0.5 wt%, 바륨 유리(Ba glass) 5 내지 20 wt% 및 흄드 실리카(Fumed silica) 5 내지 10 wt%로 이루어진 촉매 성분을 포함하는 것일 수 있다.The dental temporary resin cement composition includes 5 to 10 wt% of triethylene glycol dimethacrylate, 20 to 25 wt% of diurethane dimethacrylate, and 2-hydroxyethyl methacrylate. 5 to 10 wt% of 2-Hydroxyethyl methacrylate, 15 to 20 wt% of ethoxylated bisphenol A dimethacrylate, 15 to 20 wt% of elastic monomer, 2,6-di-tert- Butyl-4-methylphenol (2,6-Di-tert-butyl-4-methylphenol) 0.01 to 0.05 wt%, 2-(2-hydroxy-5-methylphenyl)benzotriazole [2-(2-Hydroxy- 5-methylphenyl)benzotriazole] 0.01 to 0.05 wt%, p-Tolyl Diethanolamine 1 to 5 wt%, Ethyl 4-dimethylaminobenzoate 0.1 to 1 wt%, Camphor Quinone (Camphorquinone) 0.1 to 1 wt%, Talc 5 to 20 wt%, Barium glass (Ba glass) 5 to 20 wt%, Silica (Silica) 5 to 10 wt% and Fumed silica (Fumed silica) 1 to 5 wt% A base ingredient consisting of; And 70 to 80 wt% of Triethylene glycol dimethacrylate, 0.01 to 2,6-Di-tert-butyl-4-methylphenol (2,6-Di-tert-butyl-4-methylphenol) 0.05 wt%, 2-(2-Hydroxy-5-methylphenyl)benzotriazole [2-(2-Hydroxy-5-methylphenyl)benzotriazole] 0.01 to 0.05 wt%, Benzoyl peroxide 0.1 to 0.5 wt %, it may include a catalyst component consisting of 5 to 20 wt% of barium glass (Ba glass) and 5 to 10 wt% of fumed silica.

또한, 탈크를 포함하는 본 발명의 치과용 임시 레진 시멘트 조성물은, 트리에틸렌 글리콜 디메타크릴레이트(Triethylene glycol dimethacrylate), 디우레탄 디메타크릴레이트(Diurethane dimethacylate), 2-하이드록시에틸 메타크릴레이트(2-Hydroxyethyl methacrylate), 에톡실레이티드 비스페놀 A 디아크릴레이트(Ethoxylated bisphenol A dimethacrylate), 탄성 모노머, 2,6-디-터트-부틸-4-메틸페놀(2,6-Di-tert-butyl-4-methylphenol), 2-(2-하이드록시-5-메틸페닐)벤조트리아졸[2-(2-Hydroxy-5-methylphenyl)benzotriazole], p-토릴 디에탄올아민(p-Tolyl Diethanolamine), 에틸 4-디메틸아미노벤조에이트(Ethyl 4-dimethylaminobenzoate), 캄포퀴논(Camphorquinone), 탈크(Talc), 실리카(Silica) 및 흄드 실리카(Fumed silica)로 이루어진 베이스 성분; 및 트리에틸렌 글리콜 디메타크릴레이트(Triethylene glycol dimethacrylate), 2,6-디-터트-부틸-4-메틸페놀(2,6-Di-tert-butyl-4-methylphenol), 2-(2-하이드록시-5-메틸페닐)벤조트리아졸[2-(2-Hydroxy-5-methylphenyl)benzotriazole], 벤조일 퍼옥사이드(Benzoyl peroxide), 탈크(Talc) 및 흄드 실리카(Fumed silica)로 이루어진 촉매 성분을 포함한다.In addition, the dental temporary resin cement composition of the present invention containing talc includes triethylene glycol dimethacrylate, diurethane dimethacylate, and 2-hydroxyethyl methacrylate ( 2-Hydroxyethyl methacrylate), Ethoxylated bisphenol A dimethacrylate, elastic monomer, 2,6-Di-tert-butyl-4-methylphenol (2,6-Di-tert-butyl- 4-methylphenol), 2-(2-Hydroxy-5-methylphenyl)benzotriazole [2-(2-Hydroxy-5-methylphenyl)benzotriazole], p-Tolyl Diethanolamine, ethyl 4 - Base ingredient consisting of Ethyl 4-dimethylaminobenzoate, Camphorquinone, Talc, Silica and Fumed silica; and Triethylene glycol dimethacrylate, 2,6-Di-tert-butyl-4-methylphenol, 2-(2-hyde It contains a catalyst component consisting of hydroxy-5-methylphenyl)benzotriazole [2-(2-Hydroxy-5-methylphenyl)benzotriazole], benzoyl peroxide, talc, and fumed silica. .

상기 치과용 임시 레진 시멘트 조성물은, 트리에틸렌 글리콜 디메타크릴레이트(Triethylene glycol dimethacrylate) 5 내지 10 wt%, 디우레탄 디메타크릴레이트(Diurethane dimethacylate) 20 내지 25 wt%, 2-하이드록시에틸 메타크릴레이트(2-Hydroxyethyl methacrylate) 5 내지 10 wt%, 에톡실레이티드 비스페놀 A 디아크릴레이트(Ethoxylated bisphenol A dimethacrylate) 15 내지 20 wt%, 탄성 모노머 15 내지 20 wt%, 2,6-디-터트-부틸-4-메틸페놀(2,6-Di-tert-butyl-4-methylphenol) 0.01 내지 0.05 wt%, 2-(2-하이드록시-5-메틸페닐)벤조트리아졸[2-(2-Hydroxy-5-methylphenyl)benzotriazole] 0.01 내지 0.05 wt%, p-토릴 디에탄올아민(p-Tolyl Diethanolamine) 1 내지 5 wt%, 에틸 4-디메틸아미노벤조에이트(Ethyl 4-dimethylaminobenzoate) 0.1 내지 1 wt%, 캄포퀴논(Camphorquinone) 0.1 내지 1 wt%, 탈크 15 내지 20 wt%, 실리카(Silica) 5 내지 10 wt% 및 흄드 실리카(Fumed silica) 1 내지 5 wt%로 이루어진 베이스 성분; 및 트리에틸렌 글리콜 디메타크릴레이트(Triethylene glycol dimethacrylate) 70 내지 80 wt%, 2,6-디-터트-부틸-4-메틸페놀(2,6-Di-tert-butyl-4-methylphenol) 0.01 내지 0.05 wt%, 2-(2-하이드록시-5-메틸페닐)벤조트리아졸[2-(2-Hydroxy-5-methylphenyl)benzotriazole] 0.01 내지 0.05 wt%, 벤조일 퍼옥사이드(Benzoyl peroxide) 0.1 내지 0.5 wt%, 탈크 20 내지 30 wt% 및 흄드 실리카(Fumed silica) 5 내지 10 wt%로 이루어진 촉매 성분을 포함하는 것일 수 있다.The dental temporary resin cement composition includes 5 to 10 wt% of triethylene glycol dimethacrylate, 20 to 25 wt% of diurethane dimethacrylate, and 2-hydroxyethyl methacrylate. 5 to 10 wt% of 2-Hydroxyethyl methacrylate, 15 to 20 wt% of ethoxylated bisphenol A dimethacrylate, 15 to 20 wt% of elastic monomer, 2,6-di-tert- Butyl-4-methylphenol (2,6-Di-tert-butyl-4-methylphenol) 0.01 to 0.05 wt%, 2-(2-hydroxy-5-methylphenyl)benzotriazole [2-(2-Hydroxy- 5-methylphenyl)benzotriazole] 0.01 to 0.05 wt%, p-Tolyl Diethanolamine 1 to 5 wt%, Ethyl 4-dimethylaminobenzoate 0.1 to 1 wt%, Camphor A base component consisting of 0.1 to 1 wt% of quinone (Camphorquinone), 15 to 20 wt% of talc, 5 to 10 wt% of silica, and 1 to 5 wt% of fumed silica; And 70 to 80 wt% of Triethylene glycol dimethacrylate, 0.01 to 2,6-Di-tert-butyl-4-methylphenol (2,6-Di-tert-butyl-4-methylphenol) 0.05 wt%, 2-(2-Hydroxy-5-methylphenyl)benzotriazole [2-(2-Hydroxy-5-methylphenyl)benzotriazole] 0.01 to 0.05 wt%, Benzoyl peroxide 0.1 to 0.5 wt %, it may contain a catalyst component consisting of 20 to 30 wt% of talc and 5 to 10 wt% of fumed silica.

본 발명에 따른 치과용 임시 레진 시멘트 조성물은 크라운과 임플란트 접합부와의 임시 합착을 위한 것으로, 임시 합착을 위한 작업시간은 1 내지 2 분일 수 있고, 경화시간은 자가중합 시 구강 내 조건에서 3 내지 4 분일 수 있어, 충분한 작업시간과 빠른 경화시간을 가지는 것일 수 있다.The temporary dental resin cement composition according to the present invention is for temporary cementation between crown and implant joints. The working time for temporary cementation may be 1 to 2 minutes, and the curing time is 3 to 4 minutes under intraoral conditions during self-polymerization. It can be minutes, so it can have sufficient working time and fast curing time.

상기 치과용 임시 레진 시멘트 조성물은 광중합 시 1 내지 2 초의 광조사에 의해 잉여 시멘트의 제거가 가능한 것일 수 있다.The temporary resin cement composition for dental use may be capable of removing excess cement by irradiating light for 1 to 2 seconds during light polymerization.

종래 자가중합방식의 제품은 시멘트가 굳을 때까지 기다려서 잉여시멘트를 제거해야 하지만, 상기 치과용 임시 레진 시멘트 조성물은 이원 중합형으로 잉여 시멘트를 광조사 후 600 mW/cm2 이하에서 약 2 초 또는 1,800 mW/cm2 이상에서 약 1 초 만에 빠르고 쉽게 제거할 수 있다.Conventional self-curing products require waiting until the cement hardens to remove excess cement, but the temporary resin cement composition for dental use is a binary polymerization type, and after irradiating the excess cement with light, it is heated for about 2 seconds or 1,800 mW/cm 2 or less. It can be removed quickly and easily in about 1 second at mW/cm 2 or higher.

상기 치과용 임시 레진 시멘트 조성물은 실린지에 넣어 사용하고, 상기 실린지에 넣어 사용할 경우 토출압이 80 내지 165 N인 것일 수 있다. 상기 토출압은 낮을수록 사용성이 개선된 것일 수 있다. 예를 들어, 상기 탈크를 포함하지 않는 치과용 임시 레진 시멘트 조성물의 토출압은 80 내지 165 N, 100 내지 165 N, 120 내지 165 N 또는 140 내지 165 N일 수 있고, 상기 탈크를 포함하는 치과용 임시 레진 시멘트 조성물의 토출압은 80 내지 165 N, 80 내지 140 N, 80 내지 120 N 또는 80 내지 100 N일 수 있다. 토출압은 시린지형 제품을 사용할 때 중요한 요소로 토출압이 낮을수록 제품을 보다 쉽게 사용할 수 있다.The dental temporary resin cement composition is used in a syringe, and when used in the syringe, the discharge pressure may be 80 to 165 N. The lower the discharge pressure, the improved usability may be. For example, the discharge pressure of the dental temporary resin cement composition not containing the talc may be 80 to 165 N, 100 to 165 N, 120 to 165 N, or 140 to 165 N, and the dental temporary resin cement composition containing the talc may be 80 to 165 N, 100 to 165 N, 120 to 165 N, or 140 to 165 N. The discharge pressure of the temporary resin cement composition may be 80 to 165 N, 80 to 140 N, 80 to 120 N, or 80 to 100 N. Discharge pressure is an important factor when using syringe-type products. The lower the discharge pressure, the easier it is to use the product.

상기 치과용 임시 레진 시멘트 조성물은 ISO 4049에 따라 측정한 평균 피막도는 1 내지 35 ㎛인 것일 수 있다. 상기 피막도는 치과용 시멘트의 주요한 성능으로 피막도가 얇을수록 치관과 지대치 사이에 잘 스며들어 높은 유지력을 보이는 것일 수 있다. 예를 들어, 상기 피막도는 1 내지 30 ㎛, 1 내지 25 ㎛, 1 내지 20 ㎛, 1 내지 15 ㎛, 15 내지 35 ㎛, 20 내지 35 ㎛ 또는 25 내지 35 ㎛일 수 있다.The temporary dental resin cement composition may have an average film thickness of 1 to 35 ㎛ measured according to ISO 4049. The degree of film is a major performance of dental cement. The thinner the degree of film, the better it penetrates between the crown and the abutment, showing a high retention power. For example, the coating degree may be 1 to 30 ㎛, 1 to 25 ㎛, 1 to 20 ㎛, 1 to 15 ㎛, 15 to 35 ㎛, 20 to 35 ㎛, or 25 to 35 ㎛.

상기 치과용 임시 레진 시멘트 조성물은 압축 강도가 200 내지 400 MPa인 것일 수 있다. 예를 들어, 상기 압축 강도는 200 내지 350 MPa, 200 내지 300 MPa, 200 내지 250 MPa, 250 내지 400 MPa, 300 내지 400 MPa 또는 350 내지 400 MPa인 것일 수 있다.The temporary dental resin cement composition may have a compressive strength of 200 to 400 MPa. For example, the compressive strength may be 200 to 350 MPa, 200 to 300 MPa, 200 to 250 MPa, 250 to 400 MPa, 300 to 400 MPa, or 350 to 400 MPa.

상기 탄성 모노머는 우레탄 프리폴리머를 포함하는 것일 수 있다.The elastic monomer may include urethane prepolymer.

상기 치과용 임시 레진 시멘트 조성물은 치아에 사용 시, 예를 들어, 듀얼 실린지(dual syringe)를 이용하여 사용하는 것일 수 있다. 상기 듀얼 실린지의 각각의 실린지에 베이스 성분과 촉매 성분을 넣어 사용 시 automix tip 등을 이용하여 혼합되도록 하여 사용하는 것일 수 있다.When the dental temporary resin cement composition is used on teeth, for example, it may be used using a dual syringe. When using the base component and catalyst component in each syringe of the dual syringe, they may be mixed using an automix tip, etc.

예를 들어, 상기 치과용 임시 레진 시멘트 조성물을 사용하는 방법은, 수복물의 교합, 인접면, 접합 상태를 확인한 후, 준비된 Abutment를 건조 후 오염물질은 완전히 제거한 다음, 보철물의 안쪽면을 확인하고 세척 후 건조시킨다. Automix tip을 실린지에 끼우기 전에 앞부분을 짜서 버리고, automix tip을 실린지에 끼운 후 90도 돌려서 완전히 장착한 후 다시 일부분을 짜서 버린다. 보철물 내면에 마진 부위의 1/3지점까지 얇고 여백 없이 완벽하게 도포한다. 더 높은 유지력이 요구되는 경우 보철물 내면에 마진부위의 1/2지점까지 얇고 여백 없이 완벽하게 도포한다(상온에서의 작업시간은 90 초일 수 있음). 임플란트 보철물을 접합시킨 후, 초기 경화(2 내지 2.5 분)가 될 때까지 보철물을 고정시킨다. 잉여시멘트에 1 내지 2 초 광조사하여 gel상태로 경화시킨 후 익스플로러를 사용하여 잉여 시멘트를 제거하여 사용할 수 있다. 최종 자가중합시간은 구강 내 3 내지 4 분일 수 있다.For example, the method of using the dental temporary resin cement composition is to check the occlusion, adjacent surface, and bonding state of the restoration, dry the prepared abutment, completely remove contaminants, and then check and clean the inner surface of the prosthesis. Then dry. Before inserting the automix tip into the syringe, squeeze out the front part and discard it. After inserting the automix tip into the syringe, turn it 90 degrees to fully attach it, then squeeze out a portion again and discard it. Apply thinly and completely without any margins to 1/3 of the margin area on the inside of the prosthesis. If higher holding power is required, apply thinly and completely without margins to 1/2 of the margin area on the inner surface of the prosthesis (working time at room temperature may be 90 seconds). After bonding the implant prosthesis, the prosthesis is fixed until initial hardening (2 to 2.5 minutes). After irradiating the excess cement with light for 1 to 2 seconds to harden it into a gel state, the excess cement can be removed using an explorer. The final self-polymerization time may be 3 to 4 minutes intraorally.

이하 본 발명에 따르는 실시예 등을 통해 본 발명을 보다 상세히 설명하나, 본 발명의 범위가 하기 제시된 실시예에 의해 제한되는 것은 아니다.Hereinafter, the present invention will be described in more detail through examples according to the present invention, but the scope of the present invention is not limited to the examples presented below.

[실시예] [Example]

실시예 1: 치과용 임시 레진 시멘트 조성물의 제조(탈크 미포함)Example 1: Preparation of dental temporary resin cement composition (without talc)

베이스 성분으로 트리에틸렌 글리콜 디메타크릴레이트(Triethylene glycol dimethacrylate) 5 내지 10 wt%, 디우레탄 디메타크릴레이트(Diurethane dimethacylate) 20 내지 25 wt%, 2-하이드록시에틸 메타크릴레이트(2-Hydroxyethyl methacrylate) 5 내지 10 wt%, 에톡실레이티드 비스페놀 A 디아크릴레이트(Ethoxylated bisphenol A dimethacrylate) 15 내지 20 wt%, 탄성 모노머 15 내지 20 wt%, 2,6-디-터트-부틸-4-메틸페놀(2,6-Di-tert-butyl-4-methylphenol) 0.01 내지 0.05 wt%, 2-(2-하이드록시-5-메틸페닐)벤조트리아졸[2-(2-Hydroxy-5-methylphenyl)benzotriazole] 0.01 내지 0.05 wt%, p-토릴 디에탄올아민(p-Tolyl Diethanolamine) 1 내지 5 wt%, 에틸 4-디메틸아미노벤조에이트(Ethyl 4-dimethylaminobenzoate) 0.1 내지 1 wt%, 캄포퀴논(Camphorquinone) 0.1 내지 1 wt%, 바륨 유리(Ba glass) 15 내지 20 wt%, 실리카(Silica) 5 내지 10 wt% 및 흄드 실리카(Fumed silica) 1 내지 5 wt%를 혼합하였다.Base ingredients include 5 to 10 wt% of triethylene glycol dimethacrylate, 20 to 25 wt% of diurethane dimethacrylate, and 2-Hydroxyethyl methacrylate. ) 5 to 10 wt%, Ethoxylated bisphenol A dimethacrylate 15 to 20 wt%, elastic monomer 15 to 20 wt%, 2,6-di-tert-butyl-4-methylphenol (2,6-Di-tert-butyl-4-methylphenol) 0.01 to 0.05 wt%, 2-(2-hydroxy-5-methylphenyl)benzotriazole [2-(2-Hydroxy-5-methylphenyl)benzotriazole] 0.01 to 0.05 wt%, p-Tolyl Diethanolamine 1 to 5 wt%, Ethyl 4-dimethylaminobenzoate 0.1 to 1 wt%, Camphorquinone 0.1 to 1 wt% 1 wt%, 15 to 20 wt% of barium glass, 5 to 10 wt% of silica, and 1 to 5 wt% of fumed silica were mixed.

촉매 성분으로 트리에틸렌 글리콜 디메타크릴레이트(Triethylene glycol dimethacrylate) 70 내지 80 wt%, 2,6-디-터트-부틸-4-메틸페놀(2,6-Di-tert-butyl-4-methylphenol) 0.01 내지 0.05 wt%, 2-(2-하이드록시-5-메틸페닐)벤조트리아졸[2-(2-Hydroxy-5-methylphenyl)benzotriazole] 0.01 내지 0.05 wt%, 벤조일 퍼옥사이드(Benzoyl peroxide) 0.1 내지 0.5 wt%, 바륨 유리(Ba glass) 20 내지 30 wt% 및 흄드 실리카(Fumed silica) 5 내지 10 wt%를 혼합하였다.Catalyst components include 70 to 80 wt% of triethylene glycol dimethacrylate and 2,6-Di-tert-butyl-4-methylphenol. 0.01 to 0.05 wt%, 2-(2-hydroxy-5-methylphenyl)benzotriazole [2-(2-Hydroxy-5-methylphenyl)benzotriazole] 0.01 to 0.05 wt%, benzoyl peroxide 0.1 to 0.05 wt% 0.5 wt%, 20 to 30 wt% of barium glass (Ba glass), and 5 to 10 wt% of fumed silica were mixed.

상기 제조된 베이스 성분과 촉매 성분을 듀얼 실린지의 각각의 실린지에 넣어 사용 시 1:1의 비율로 혼합되도록 하여 사용하였다(현재 시판중인 제품: EsTemp® Implant).The prepared base component and catalyst component were put into each syringe of a dual syringe and mixed at a 1:1 ratio when used (currently commercially available product: EsTemp® Implant).

실시예 2: 탈크를 포함한 치과용 임시 레진 시멘트 조성물의 제조 1(베이스 성분에 탈크 포함)Example 2: Preparation 1 of dental temporary resin cement composition containing talc (talc included in base component)

베이스 성분으로 트리에틸렌 글리콜 디메타크릴레이트(Triethylene glycol dimethacrylate) 5 내지 10 wt%, 디우레탄 디메타크릴레이트(Diurethane dimethacylate) 20 내지 25 wt%, 2-하이드록시에틸 메타크릴레이트(2-Hydroxyethyl methacrylate) 5 내지 10 wt%, 에톡실레이티드 비스페놀 A 디아크릴레이트(Ethoxylated bisphenol A dimethacrylate) 15 내지 20 wt%, 탄성 모노머 15 내지 20 wt%, 2,6-디-터트-부틸-4-메틸페놀(2,6-Di-tert-butyl-4-methylphenol) 0.01 내지 0.05 wt%, 2-(2-하이드록시-5-메틸페닐)벤조트리아졸[2-(2-Hydroxy-5-methylphenyl)benzotriazole] 0.01 내지 0.05 wt%, p-토릴 디에탄올아민(p-Tolyl Diethanolamine) 1 내지 5 wt%, 에틸 4-디메틸아미노벤조에이트(Ethyl 4-dimethylaminobenzoate) 0.1 내지 1 wt%, 캄포퀴논(Camphorquinone) 0.1 내지 1 wt%, 탈크(Talc) 5 내지 20 wt%, 바륨 유리(Ba glass) 5 내지 20 wt%, 실리카(Silica) 5 내지 10 wt% 및 흄드 실리카(Fumed silica) 1 내지 5 wt%를 혼합하였다.Base ingredients include 5 to 10 wt% of triethylene glycol dimethacrylate, 20 to 25 wt% of diurethane dimethacrylate, and 2-Hydroxyethyl methacrylate. ) 5 to 10 wt%, Ethoxylated bisphenol A dimethacrylate 15 to 20 wt%, elastic monomer 15 to 20 wt%, 2,6-di-tert-butyl-4-methylphenol (2,6-Di-tert-butyl-4-methylphenol) 0.01 to 0.05 wt%, 2-(2-hydroxy-5-methylphenyl)benzotriazole [2-(2-Hydroxy-5-methylphenyl)benzotriazole] 0.01 to 0.05 wt%, p-Tolyl Diethanolamine 1 to 5 wt%, Ethyl 4-dimethylaminobenzoate 0.1 to 1 wt%, Camphorquinone 0.1 to 1 wt% 1 wt%, 5 to 20 wt% talc, 5 to 20 wt% barium glass, 5 to 10 wt% silica, and 1 to 5 wt% fumed silica were mixed. .

촉매 성분으로 트리에틸렌 글리콜 디메타크릴레이트(Triethylene glycol dimethacrylate) 70 내지 80 wt%, 2,6-디-터트-부틸-4-메틸페놀(2,6-Di-tert-butyl-4-methylphenol) 0.01 내지 0.05 wt%, 2-(2-하이드록시-5-메틸페닐)벤조트리아졸[2-(2-Hydroxy-5-methylphenyl)benzotriazole] 0.01 내지 0.05 wt%, 벤조일 퍼옥사이드(Benzoyl peroxide) 0.1 내지 0.5 wt%, 바륨 유리(Ba glass) 5 내지 20 wt% 및 흄드 실리카(Fumed silica) 5 내지 10 wt%를 혼합하였다.Catalyst components include 70 to 80 wt% of triethylene glycol dimethacrylate and 2,6-Di-tert-butyl-4-methylphenol. 0.01 to 0.05 wt%, 2-(2-hydroxy-5-methylphenyl)benzotriazole [2-(2-Hydroxy-5-methylphenyl)benzotriazole] 0.01 to 0.05 wt%, benzoyl peroxide 0.1 to 0.05 wt% 0.5 wt%, 5 to 20 wt% of barium glass (Ba glass), and 5 to 10 wt% of fumed silica were mixed.

상기 제조된 베이스 성분과 촉매 성분을 듀얼 실린지의 각각의 실린지에 넣어 사용 시 1:1의 비율로 혼합되도록 하여 사용하였다.The prepared base component and catalyst component were put into each syringe of the dual syringe and mixed at a 1:1 ratio when used.

실시예 3: 탈크를 포함한 치과용 임시 레진 시멘트 조성물의 제조 2(베이스 및 촉매 성분에 탈크 포함)Example 3: Preparation 2 of dental temporary resin cement composition containing talc (talc included in base and catalyst components)

베이스 성분으로 트리에틸렌 글리콜 디메타크릴레이트(Triethylene glycol dimethacrylate) 5 내지 10 wt%, 디우레탄 디메타크릴레이트(Diurethane dimethacylate) 20 내지 25 wt%, 2-하이드록시에틸 메타크릴레이트(2-Hydroxyethyl methacrylate) 5 내지 10 wt%, 에톡실레이티드 비스페놀 A 디아크릴레이트(Ethoxylated bisphenol A dimethacrylate) 15 내지 20 wt%, 탄성 모노머 15 내지 20 wt%, 2,6-디-터트-부틸-4-메틸페놀(2,6-Di-tert-butyl-4-methylphenol) 0.01 내지 0.05 wt%, 2-(2-하이드록시-5-메틸페닐)벤조트리아졸[2-(2-Hydroxy-5-methylphenyl)benzotriazole] 0.01 내지 0.05 wt%, p-토릴 디에탄올아민(p-Tolyl Diethanolamine) 1 내지 5 wt%, 에틸 4-디메틸아미노벤조에이트(Ethyl 4-dimethylaminobenzoate) 0.1 내지 1 wt%, 캄포퀴논(Camphorquinone) 0.1 내지 1 wt%, 탈크(Talc) 15 내지 20 wt%, 실리카(Silica) 5 내지 10 wt% 및 흄드 실리카(Fumed silica) 1 내지 5 wt%를 혼합하였다.Base ingredients include 5 to 10 wt% of triethylene glycol dimethacrylate, 20 to 25 wt% of diurethane dimethacrylate, and 2-Hydroxyethyl methacrylate. ) 5 to 10 wt%, Ethoxylated bisphenol A dimethacrylate 15 to 20 wt%, elastic monomer 15 to 20 wt%, 2,6-di-tert-butyl-4-methylphenol (2,6-Di-tert-butyl-4-methylphenol) 0.01 to 0.05 wt%, 2-(2-hydroxy-5-methylphenyl)benzotriazole [2-(2-Hydroxy-5-methylphenyl)benzotriazole] 0.01 to 0.05 wt%, p-Tolyl Diethanolamine 1 to 5 wt%, Ethyl 4-dimethylaminobenzoate 0.1 to 1 wt%, Camphorquinone 0.1 to 1 wt% 1 wt%, 15 to 20 wt% of talc, 5 to 10 wt% of silica, and 1 to 5 wt% of fumed silica were mixed.

촉매 성분으로 트리에틸렌 글리콜 디메타크릴레이트(Triethylene glycol dimethacrylate) 70 내지 80 wt%, 2,6-디-터트-부틸-4-메틸페놀(2,6-Di-tert-butyl-4-methylphenol) 0.01 내지 0.05 wt%, 2-(2-하이드록시-5-메틸페닐)벤조트리아졸[2-(2-Hydroxy-5-methylphenyl)benzotriazole] 0.01 내지 0.05 wt%, 벤조일 퍼옥사이드(Benzoyl peroxide) 0.1 내지 0.5 wt%, 탈크(Talc) 20 내지 30 wt% 및 흄드 실리카(Fumed silica) 5 내지 10 wt%를 혼합하였다.Catalyst components include 70 to 80 wt% of triethylene glycol dimethacrylate and 2,6-Di-tert-butyl-4-methylphenol. 0.01 to 0.05 wt%, 2-(2-hydroxy-5-methylphenyl)benzotriazole [2-(2-Hydroxy-5-methylphenyl)benzotriazole] 0.01 to 0.05 wt%, benzoyl peroxide 0.1 to 0.05 wt% 0.5 wt%, 20 to 30 wt% of talc, and 5 to 10 wt% of fumed silica were mixed.

상기 제조된 베이스 성분과 촉매 성분을 듀얼 실린지의 각각의 실린지에 넣어 사용 시 1:1의 비율로 혼합되도록 하여 사용하였다.The prepared base component and catalyst component were put into each syringe of the dual syringe and mixed at a 1:1 ratio when used.

실험예 1: 토출압 Experimental Example 1: Discharge pressure

토출압은 시린지형 제품을 사용할 때 중요한 요소로 토출압이 낮을수록 제품을 보다 쉽게 사용할 수 있다.Discharge pressure is an important factor when using syringe-type products. The lower the discharge pressure, the easier it is to use the product.

상기 실시예의 조성물의 토출압을 측정하여 도 1에 나타내었다. 도 1을 참조하면, 탈크를 포함하는 상기 실시예 2 및 3은 현재 시판중인 임시 레진 시멘트(실시예 1)에 비해 15 내지 45% 낮은 토출압을 보이며 기존 제품보다 사용성이 개선되었음을 알 수 있었다.The discharge pressure of the composition of the above example was measured and shown in Figure 1. Referring to Figure 1, Examples 2 and 3 containing talc showed a discharge pressure that was 15 to 45% lower than that of the currently commercially available temporary resin cement (Example 1), and it was found that usability was improved over existing products.

실험예 2: 피막도Experimental Example 2: Film degree

상기 제조된 실시예 조성물의 피막도를 국제표준규격인 ISO 4049에 명시된 가이드라인에 따라 5회 측정하였다.The coating degree of the prepared example composition was measured five times according to the guidelines specified in ISO 4049, an international standard.

피막도는 치과용 시멘트의 주요한 성능으로 피막도가 얇을수록 치관과 지대치 사이에 잘 스며들어 높은 유지력을 보인다. 도 2를 참조하면, 탈크를 포함하는 상기 실시예 2 및 3의 피막도는 20.67 ㎛및 23 ㎛로, 현재 시판중인 임시 레진 시멘트(실시예 1)에 비해 약 35% 낮은 피막도를 보이며 기존 제품보다 높은 유지력을 기대할 수 있다.Encapsulation is the main performance of dental cement. The thinner the encapsulation, the better it penetrates between the crown and abutment and the higher the retention power. Referring to Figure 2, the film degree of Examples 2 and 3 containing talc is 20.67 ㎛ and 23 ㎛, which is about 35% lower than that of the currently commercially available temporary resin cement (Example 1) and is comparable to that of existing products. Higher holding power can be expected.

또한, 상기 실시예 1 내지 3의 측정된 피막도는, 약 20 내지 35 ㎛로 측정되어 ISO 4049 규격에 명시되어 있는 50 ㎛ 이하의 조건을 충분히 충족하는 것을 확인할 수 있었다.In addition, the measured film thickness of Examples 1 to 3 was measured to be about 20 to 35 ㎛, confirming that it sufficiently satisfies the condition of 50 ㎛ or less specified in the ISO 4049 standard.

Claims (10)

트리에틸렌 글리콜 디메타크릴레이트(Triethylene glycol dimethacrylate), 디우레탄 디메타크릴레이트(Diurethane dimethacylate), 2-하이드록시에틸 메타크릴레이트(2-Hydroxyethyl methacrylate), 에톡실레이티드 비스페놀 A 디아크릴레이트(Ethoxylated bisphenol A dimethacrylate), 탄성 모노머, 2,6-디-터트-부틸-4-메틸페놀(2,6-Di-tert-butyl-4-methylphenol), 2-(2-하이드록시-5-메틸페닐)벤조트리아졸[2-(2-Hydroxy-5-methylphenyl)benzotriazole], p-토릴 디에탄올아민(p-Tolyl Diethanolamine), 에틸 4-디메틸아미노벤조에이트(Ethyl 4-dimethylaminobenzoate), 캄포퀴논(Camphorquinone), 바륨 유리(Ba glass), 실리카(Silica) 및 흄드 실리카(Fumed silica)로 이루어진 베이스 성분; 및
트리에틸렌 글리콜 디메타크릴레이트(Triethylene glycol dimethacrylate), 2,6-디-터트-부틸-4-메틸페놀(2,6-Di-tert-butyl-4-methylphenol), 2-(2-하이드록시-5-메틸페닐)벤조트리아졸[2-(2-Hydroxy-5-methylphenyl)benzotriazole], 벤조일 퍼옥사이드(Benzoyl peroxide), 바륨 유리(Ba glass) 및 흄드 실리카(Fumed silica)로 이루어진 촉매 성분을 포함하는 치과용 임시 레진 시멘트 조성물.
Triethylene glycol dimethacrylate, Diurethane dimethacylate, 2-Hydroxyethyl methacrylate, Ethoxylated Bisphenol A diacrylate bisphenol A dimethacrylate), elastic monomer, 2,6-Di-tert-butyl-4-methylphenol (2,6-Di-tert-butyl-4-methylphenol), 2-(2-hydroxy-5-methylphenyl) Benzotriazole [2-(2-Hydroxy-5-methylphenyl)benzotriazole], p-Tolyl Diethanolamine, Ethyl 4-dimethylaminobenzoate, Camphorquinone , a base component consisting of barium glass, silica, and fumed silica; and
Triethylene glycol dimethacrylate, 2,6-Di-tert-butyl-4-methylphenol, 2-(2-hydroxy Contains catalyst components consisting of -5-methylphenyl)benzotriazole [2-(2-Hydroxy-5-methylphenyl)benzotriazole], benzoyl peroxide, barium glass, and fumed silica. Temporary resin cement composition for dental use.
트리에틸렌 글리콜 디메타크릴레이트(Triethylene glycol dimethacrylate), 디우레탄 디메타크릴레이트(Diurethane dimethacylate), 2-하이드록시에틸 메타크릴레이트(2-Hydroxyethyl methacrylate), 에톡실레이티드 비스페놀 A 디아크릴레이트(Ethoxylated bisphenol A dimethacrylate), 탄성 모노머, 2,6-디-터트-부틸-4-메틸페놀(2,6-Di-tert-butyl-4-methylphenol), 2-(2-하이드록시-5-메틸페닐)벤조트리아졸[2-(2-Hydroxy-5-methylphenyl)benzotriazole], p-토릴 디에탄올아민(p-Tolyl Diethanolamine), 에틸 4-디메틸아미노벤조에이트(Ethyl 4-dimethylaminobenzoate), 캄포퀴논(Camphorquinone), 탈크(Talc), 바륨 유리(Ba glass), 실리카(Silica) 및 흄드 실리카(Fumed silica)로 이루어진 베이스 성분; 및
트리에틸렌 글리콜 디메타크릴레이트(Triethylene glycol dimethacrylate), 2,6-디-터트-부틸-4-메틸페놀(2,6-Di-tert-butyl-4-methylphenol), 2-(2-하이드록시-5-메틸페닐)벤조트리아졸[2-(2-Hydroxy-5-methylphenyl)benzotriazole], 벤조일 퍼옥사이드(Benzoyl peroxide), 바륨 유리(Ba glass) 및 흄드 실리카(Fumed silica)로 이루어진 촉매 성분을 포함하는 치과용 임시 레진 시멘트 조성물.
Triethylene glycol dimethacrylate, Diurethane dimethacylate, 2-Hydroxyethyl methacrylate, Ethoxylated Bisphenol A diacrylate bisphenol A dimethacrylate), elastic monomer, 2,6-Di-tert-butyl-4-methylphenol (2,6-Di-tert-butyl-4-methylphenol), 2-(2-hydroxy-5-methylphenyl) Benzotriazole [2-(2-Hydroxy-5-methylphenyl)benzotriazole], p-Tolyl Diethanolamine, Ethyl 4-dimethylaminobenzoate, Camphorquinone , a base component consisting of talc, barium glass, silica, and fumed silica; and
Triethylene glycol dimethacrylate, 2,6-Di-tert-butyl-4-methylphenol, 2-(2-hydroxy Contains catalyst components consisting of -5-methylphenyl)benzotriazole [2-(2-Hydroxy-5-methylphenyl)benzotriazole], benzoyl peroxide, barium glass, and fumed silica. Temporary resin cement composition for dental use.
트리에틸렌 글리콜 디메타크릴레이트(Triethylene glycol dimethacrylate), 디우레탄 디메타크릴레이트(Diurethane dimethacylate), 2-하이드록시에틸 메타크릴레이트(2-Hydroxyethyl methacrylate), 에톡실레이티드 비스페놀 A 디아크릴레이트(Ethoxylated bisphenol A dimethacrylate), 탄성 모노머, 2,6-디-터트-부틸-4-메틸페놀(2,6-Di-tert-butyl-4-methylphenol), 2-(2-하이드록시-5-메틸페닐)벤조트리아졸[2-(2-Hydroxy-5-methylphenyl)benzotriazole], p-토릴 디에탄올아민(p-Tolyl Diethanolamine), 에틸 4-디메틸아미노벤조에이트(Ethyl 4-dimethylaminobenzoate), 캄포퀴논(Camphorquinone), 탈크(Talc), 실리카(Silica) 및 흄드 실리카(Fumed silica)로 이루어진 베이스 성분; 및
트리에틸렌 글리콜 디메타크릴레이트(Triethylene glycol dimethacrylate), 2,6-디-터트-부틸-4-메틸페놀(2,6-Di-tert-butyl-4-methylphenol), 2-(2-하이드록시-5-메틸페닐)벤조트리아졸[2-(2-Hydroxy-5-methylphenyl)benzotriazole], 벤조일 퍼옥사이드(Benzoyl peroxide), 탈크(Talc) 및 흄드 실리카(Fumed silica)로 이루어진 촉매 성분을 포함하는 치과용 임시 레진 시멘트 조성물.
Triethylene glycol dimethacrylate, Diurethane dimethacylate, 2-Hydroxyethyl methacrylate, Ethoxylated Bisphenol A diacrylate bisphenol A dimethacrylate), elastic monomer, 2,6-Di-tert-butyl-4-methylphenol (2,6-Di-tert-butyl-4-methylphenol), 2-(2-hydroxy-5-methylphenyl) Benzotriazole [2-(2-Hydroxy-5-methylphenyl)benzotriazole], p-Tolyl Diethanolamine, Ethyl 4-dimethylaminobenzoate, Camphorquinone , a base component consisting of talc, silica, and fumed silica; and
Triethylene glycol dimethacrylate, 2,6-Di-tert-butyl-4-methylphenol, 2-(2-hydroxy Dental product containing a catalyst component consisting of -5-methylphenyl)benzotriazole [2-(2-Hydroxy-5-methylphenyl)benzotriazole], benzoyl peroxide, talc, and fumed silica. For temporary resin cement compositions.
제1항에 있어서,
상기 치과용 임시 레진 시멘트 조성물은,
트리에틸렌 글리콜 디메타크릴레이트(Triethylene glycol dimethacrylate) 5 내지 10 wt%, 디우레탄 디메타크릴레이트(Diurethane dimethacylate) 20 내지 25 wt%, 2-하이드록시에틸 메타크릴레이트(2-Hydroxyethyl methacrylate) 5 내지 10 wt%, 에톡실레이티드 비스페놀 A 디아크릴레이트(Ethoxylated bisphenol A dimethacrylate) 15 내지 20 wt%, 탄성 모노머 15 내지 20 wt%, 2,6-디-터트-부틸-4-메틸페놀(2,6-Di-tert-butyl-4-methylphenol) 0.01 내지 0.05 wt%, 2-(2-하이드록시-5-메틸페닐)벤조트리아졸[2-(2-Hydroxy-5-methylphenyl)benzotriazole] 0.01 내지 0.05 wt%, p-토릴 디에탄올아민(p-Tolyl Diethanolamine) 1 내지 5 wt%, 에틸 4-디메틸아미노벤조에이트(Ethyl 4-dimethylaminobenzoate) 0.1 내지 1 wt%, 캄포퀴논(Camphorquinone) 0.1 내지 1 wt%, 바륨 유리(Ba glass) 15 내지 20 wt%, 실리카(Silica) 5 내지 10 wt% 및 흄드 실리카(Fumed silica) 1 내지 5 wt%로 이루어진 베이스 성분; 및
트리에틸렌 글리콜 디메타크릴레이트(Triethylene glycol dimethacrylate) 70 내지 80 wt%, 2,6-디-터트-부틸-4-메틸페놀(2,6-Di-tert-butyl-4-methylphenol) 0.01 내지 0.05 wt%, 2-(2-하이드록시-5-메틸페닐)벤조트리아졸[2-(2-Hydroxy-5-methylphenyl)benzotriazole] 0.01 내지 0.05 wt%, 벤조일 퍼옥사이드(Benzoyl peroxide) 0.1 내지 0.5 wt%, 바륨 유리(Ba glass) 20 내지 30 wt% 및 흄드 실리카(Fumed silica) 5 내지 10 wt%로 이루어진 촉매 성분을 포함하는 치과용 임시 레진 시멘트 조성물.
According to paragraph 1,
The dental temporary resin cement composition,
Triethylene glycol dimethacrylate 5 to 10 wt%, diurethane dimethacylate 20 to 25 wt%, 2-Hydroxyethyl methacrylate 5 to 10 wt% 10 wt%, Ethoxylated bisphenol A dimethacrylate 15 to 20 wt%, elastic monomer 15 to 20 wt%, 2,6-di-tert-butyl-4-methylphenol (2, 6-Di-tert-butyl-4-methylphenol) 0.01 to 0.05 wt%, 2-(2-hydroxy-5-methylphenyl)benzotriazole [2-(2-Hydroxy-5-methylphenyl)benzotriazole] 0.01 to 0.05 wt%, p-Tolyl Diethanolamine 1 to 5 wt%, Ethyl 4-dimethylaminobenzoate 0.1 to 1 wt%, Camphorquinone 0.1 to 1 wt% , a base component consisting of 15 to 20 wt% of barium glass, 5 to 10 wt% of silica, and 1 to 5 wt% of fumed silica; and
Triethylene glycol dimethacrylate 70 to 80 wt%, 2,6-Di-tert-butyl-4-methylphenol 0.01 to 0.05 wt%, 2-(2-Hydroxy-5-methylphenyl)benzotriazole [2-(2-Hydroxy-5-methylphenyl)benzotriazole] 0.01 to 0.05 wt%, benzoyl peroxide 0.1 to 0.5 wt% A dental temporary resin cement composition comprising a catalyst component consisting of 20 to 30 wt% of barium glass and 5 to 10 wt% of fumed silica.
제2항에 있어서,
상기 치과용 임시 레진 시멘트 조성물은,
트리에틸렌 글리콜 디메타크릴레이트(Triethylene glycol dimethacrylate) 5 내지 10 wt%, 디우레탄 디메타크릴레이트(Diurethane dimethacylate) 20 내지 25 wt%, 2-하이드록시에틸 메타크릴레이트(2-Hydroxyethyl methacrylate) 5 내지 10 wt%, 에톡실레이티드 비스페놀 A 디아크릴레이트(Ethoxylated bisphenol A dimethacrylate) 15 내지 20 wt%, 탄성 모노머 15 내지 20 wt%, 2,6-디-터트-부틸-4-메틸페놀(2,6-Di-tert-butyl-4-methylphenol) 0.01 내지 0.05 wt%, 2-(2-하이드록시-5-메틸페닐)벤조트리아졸[2-(2-Hydroxy-5-methylphenyl)benzotriazole] 0.01 내지 0.05 wt%, p-토릴 디에탄올아민(p-Tolyl Diethanolamine) 1 내지 5 wt%, 에틸 4-디메틸아미노벤조에이트(Ethyl 4-dimethylaminobenzoate) 0.1 내지 1 wt%, 캄포퀴논(Camphorquinone) 0.1 내지 1 wt%, 탈크 5 내지 20 wt%, 바륨 유리(Ba glass) 5 내지 20 wt%, 실리카(Silica) 5 내지 10 wt% 및 흄드 실리카(Fumed silica) 1 내지 5 wt%로 이루어진 베이스 성분; 및
트리에틸렌 글리콜 디메타크릴레이트(Triethylene glycol dimethacrylate) 70 내지 80 wt%, 2,6-디-터트-부틸-4-메틸페놀(2,6-Di-tert-butyl-4-methylphenol) 0.01 내지 0.05 wt%, 2-(2-하이드록시-5-메틸페닐)벤조트리아졸[2-(2-Hydroxy-5-methylphenyl)benzotriazole] 0.01 내지 0.05 wt%, 벤조일 퍼옥사이드(Benzoyl peroxide) 0.1 내지 0.5 wt%, 바륨 유리(Ba glass) 5 내지 20 wt% 및 흄드 실리카(Fumed silica) 5 내지 10 wt%로 이루어진 촉매 성분을 포함하는 치과용 임시 레진 시멘트 조성물.
According to paragraph 2,
The dental temporary resin cement composition,
Triethylene glycol dimethacrylate 5 to 10 wt%, diurethane dimethacylate 20 to 25 wt%, 2-Hydroxyethyl methacrylate 5 to 10 wt% 10 wt%, Ethoxylated bisphenol A dimethacrylate 15 to 20 wt%, elastic monomer 15 to 20 wt%, 2,6-di-tert-butyl-4-methylphenol (2, 6-Di-tert-butyl-4-methylphenol) 0.01 to 0.05 wt%, 2-(2-hydroxy-5-methylphenyl)benzotriazole [2-(2-Hydroxy-5-methylphenyl)benzotriazole] 0.01 to 0.05 wt%, p-Tolyl Diethanolamine 1 to 5 wt%, Ethyl 4-dimethylaminobenzoate 0.1 to 1 wt%, Camphorquinone 0.1 to 1 wt% , a base component consisting of 5 to 20 wt% of talc, 5 to 20 wt% of barium glass, 5 to 10 wt% of silica, and 1 to 5 wt% of fumed silica; and
Triethylene glycol dimethacrylate 70 to 80 wt%, 2,6-Di-tert-butyl-4-methylphenol 0.01 to 0.05 wt%, 2-(2-Hydroxy-5-methylphenyl)benzotriazole [2-(2-Hydroxy-5-methylphenyl)benzotriazole] 0.01 to 0.05 wt%, benzoyl peroxide 0.1 to 0.5 wt% A temporary dental resin cement composition comprising a catalyst component consisting of 5 to 20 wt% of barium glass and 5 to 10 wt% of fumed silica.
제3항에 있어서,
상기 치과용 임시 레진 시멘트 조성물은,
트리에틸렌 글리콜 디메타크릴레이트(Triethylene glycol dimethacrylate) 5 내지 10 wt%, 디우레탄 디메타크릴레이트(Diurethane dimethacylate) 20 내지 25 wt%, 2-하이드록시에틸 메타크릴레이트(2-Hydroxyethyl methacrylate) 5 내지 10 wt%, 에톡실레이티드 비스페놀 A 디아크릴레이트(Ethoxylated bisphenol A dimethacrylate) 15 내지 20 wt%, 탄성 모노머 15 내지 20 wt%, 2,6-디-터트-부틸-4-메틸페놀(2,6-Di-tert-butyl-4-methylphenol) 0.01 내지 0.05 wt%, 2-(2-하이드록시-5-메틸페닐)벤조트리아졸[2-(2-Hydroxy-5-methylphenyl)benzotriazole] 0.01 내지 0.05 wt%, p-토릴 디에탄올아민(p-Tolyl Diethanolamine) 1 내지 5 wt%, 에틸 4-디메틸아미노벤조에이트(Ethyl 4-dimethylaminobenzoate) 0.1 내지 1 wt%, 캄포퀴논(Camphorquinone) 0.1 내지 1 wt%, 탈크 15 내지 20 wt%, 실리카(Silica) 5 내지 10 wt% 및 흄드 실리카(Fumed silica) 1 내지 5 wt%로 이루어진 베이스 성분; 및
트리에틸렌 글리콜 디메타크릴레이트(Triethylene glycol dimethacrylate) 70 내지 80 wt%, 2,6-디-터트-부틸-4-메틸페놀(2,6-Di-tert-butyl-4-methylphenol) 0.01 내지 0.05 wt%, 2-(2-하이드록시-5-메틸페닐)벤조트리아졸[2-(2-Hydroxy-5-methylphenyl)benzotriazole] 0.01 내지 0.05 wt%, 벤조일 퍼옥사이드(Benzoyl peroxide) 0.1 내지 0.5 wt%, 탈크 20 내지 30 wt% 및 흄드 실리카(Fumed silica) 5 내지 10 wt%로 이루어진 촉매 성분을 포함하는 치과용 임시 레진 시멘트 조성물.
According to paragraph 3,
The dental temporary resin cement composition,
Triethylene glycol dimethacrylate 5 to 10 wt%, diurethane dimethacylate 20 to 25 wt%, 2-Hydroxyethyl methacrylate 5 to 10 wt% 10 wt%, Ethoxylated bisphenol A dimethacrylate 15 to 20 wt%, elastic monomer 15 to 20 wt%, 2,6-di-tert-butyl-4-methylphenol (2, 6-Di-tert-butyl-4-methylphenol) 0.01 to 0.05 wt%, 2-(2-hydroxy-5-methylphenyl)benzotriazole [2-(2-Hydroxy-5-methylphenyl)benzotriazole] 0.01 to 0.05 wt%, p-Tolyl Diethanolamine 1 to 5 wt%, Ethyl 4-dimethylaminobenzoate 0.1 to 1 wt%, Camphorquinone 0.1 to 1 wt% , a base component consisting of 15 to 20 wt% of talc, 5 to 10 wt% of silica, and 1 to 5 wt% of fumed silica; and
Triethylene glycol dimethacrylate 70 to 80 wt%, 2,6-Di-tert-butyl-4-methylphenol 0.01 to 0.05 wt%, 2-(2-Hydroxy-5-methylphenyl)benzotriazole [2-(2-Hydroxy-5-methylphenyl)benzotriazole] 0.01 to 0.05 wt%, benzoyl peroxide 0.1 to 0.5 wt% , a temporary dental resin cement composition comprising a catalyst component consisting of 20 to 30 wt% of talc and 5 to 10 wt% of fumed silica.
제1항 내지 제3항 중 어느 한 항에 있어서,
상기 치과용 임시 레진 시멘트 조성물은 광중합 시 1 내지 2 초의 광조사에 의해 잉여 시멘트의 제거가 가능한 것을 특징으로 하는 치과용 임시 레진 시멘트 조성물.
According to any one of claims 1 to 3,
The temporary resin cement composition for dental use is characterized in that excess cement can be removed by light irradiation for 1 to 2 seconds during light polymerization.
제1항 내지 제3항 중 어느 한 항에 있어서,
상기 치과용 임시 레진 시멘트 조성물은 실린지에 넣어 사용하고,
상기 실린지에 넣어 사용할 경우 토출압이 80 내지 165 N인 것을 특징으로 하는 치과용 임시 레진 시멘트 조성물.
According to any one of claims 1 to 3,
The dental temporary resin cement composition is used by putting it in a syringe,
A temporary resin cement composition for dental use, characterized in that the discharge pressure is 80 to 165 N when used in the syringe.
제1항 내지 제3항 중 어느 한 항에 있어서,
상기 치과용 임시 레진 시멘트 조성물은 ISO 4049에 따라 측정한 평균 피막도는 1 내지 35 ㎛인 것을 특징으로 하는 치과용 임시 레진 시멘트 조성물.
According to any one of claims 1 to 3,
The temporary resin cement composition for dental use is characterized in that the average film thickness measured according to ISO 4049 is 1 to 35 ㎛.
제1항 내지 제3항 중 어느 한 항에 있어서,
상기 탄성 모노머는 우레탄 프리폴리머를 포함하는 것인 치과용 임시 레진 시멘트 조성물.
According to any one of claims 1 to 3,
A temporary dental resin cement composition wherein the elastic monomer includes a urethane prepolymer.
KR1020230074225A 2023-06-09 2023-06-09 Dental Temporary Resin Cement Composition KR102585562B1 (en)

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Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20050023109A (en) * 2003-08-29 2005-03-09 한국과학기술연구원 Composition of Dental Self-Curing Resin Cements
JP2006076912A (en) 2004-09-09 2006-03-23 Tokuyama Corp Dental repair material
KR20160049795A (en) * 2014-10-28 2016-05-10 (주)스피덴트 Dental composite comprising the stickiness preventing materials
KR20190044315A (en) * 2017-10-20 2019-04-30 박성원 Composition for forming artificial tooth, method of preparing artificial tooth and artificial tooth prepared thereby
KR20190127955A (en) * 2017-04-03 2019-11-13 제스트 아이피 홀딩스, 엘엘씨 Dental cement composition and method of use
KR20210049127A (en) * 2018-09-26 2021-05-04 가부시키가이샤 지씨 Dental composition
JP2022033811A (en) 2018-05-02 2022-03-02 スリーエム イノベイティブ プロパティズ カンパニー One-part dental adhesive composition for fixing dental composite materials

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20050023109A (en) * 2003-08-29 2005-03-09 한국과학기술연구원 Composition of Dental Self-Curing Resin Cements
JP2006076912A (en) 2004-09-09 2006-03-23 Tokuyama Corp Dental repair material
KR20160049795A (en) * 2014-10-28 2016-05-10 (주)스피덴트 Dental composite comprising the stickiness preventing materials
KR20190127955A (en) * 2017-04-03 2019-11-13 제스트 아이피 홀딩스, 엘엘씨 Dental cement composition and method of use
KR20190044315A (en) * 2017-10-20 2019-04-30 박성원 Composition for forming artificial tooth, method of preparing artificial tooth and artificial tooth prepared thereby
JP2022033811A (en) 2018-05-02 2022-03-02 スリーエム イノベイティブ プロパティズ カンパニー One-part dental adhesive composition for fixing dental composite materials
KR20210049127A (en) * 2018-09-26 2021-05-04 가부시키가이샤 지씨 Dental composition

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