KR20190023440A - Resin cement for dental curing - Google Patents

Resin cement for dental curing Download PDF

Info

Publication number
KR20190023440A
KR20190023440A KR1020170109231A KR20170109231A KR20190023440A KR 20190023440 A KR20190023440 A KR 20190023440A KR 1020170109231 A KR1020170109231 A KR 1020170109231A KR 20170109231 A KR20170109231 A KR 20170109231A KR 20190023440 A KR20190023440 A KR 20190023440A
Authority
KR
South Korea
Prior art keywords
resin cement
dental
present
hydroxypyridine
styrene
Prior art date
Application number
KR1020170109231A
Other languages
Korean (ko)
Inventor
성아영
정휘수
김득현
이민제
Original Assignee
한국광학기술 주식회사
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 한국광학기술 주식회사 filed Critical 한국광학기술 주식회사
Priority to KR1020170109231A priority Critical patent/KR20190023440A/en
Publication of KR20190023440A publication Critical patent/KR20190023440A/en

Links

Images

Classifications

    • A61K6/08
    • A61K6/083

Landscapes

  • Dental Preparations (AREA)

Abstract

The present invention relates to resin cement for dentistry and, more specifically, to resin cement for dentistry which uses bisphenol A glycerolate dimethacrylate (Bis-GMA) and hydroxypropyl methacrylate (HPMA) as main materials, improves shear bonding strength by adding styrene, and improves antibacterial properties by adding 3-hydroxypyridine to improve shear bonding strength and antibacterial capability. According to the present invention, the resin cement for dentistry uses bisphenol A glycerolate dimethacrylate (Bis-GMA) and hydroxypropyl methacrylate (HPMA) as main materials, and has 3-hydroxypyridine and styrene added thereto.

Description

치과용 레진 시멘트{RESIN CEMENT FOR DENTAL CURING}RESIN CEMENT FOR DENTAL CURING

본 발명은 치과용 레진 시멘트에 관한 것으로, 보다 상세하게는 Bis-GMA 및 HPMA를 주재료로 사용하고 스티렌(styrene)을 첨가하여 전단결합강도를 향상시키면서 3-히드록시피리딘(3-hydroxypyridine)을 첨가하여 항균성을 향상시켜 전단결합강도 및 항균력을 향상시킬 수 있는 치과용 레진 시멘트에 관한 것이다.The present invention relates to a dental resin cement, and more particularly, to a dental resin cement, which comprises Bis-GMA and HPMA as main materials and styrene to improve shear bond strength while adding 3-hydroxypyridine To improve the antimicrobial activity and improve the shear bond strength and the antibacterial activity.

치과용 시멘트는 손상된 치아 치료를 위해 치아 파손부위의 수복, 교정장치의 고정, 생체조직 재생을 돕는 차폐막 등 치과 재료로 구강의 피부에 접착시켜 사용하는 재료이다. Dental cement is a material used for dental treatment of damaged teeth, such as repair of damaged areas, fixation of orthodontic appliances, and shielding film to help regenerate living tissue.

컴포지트 레진은 30년 전 처음 사용되었으며, 심미성에 관심이 증가하는 이 때에 구치부 수복용으로 또한 많이 사용되고 있다. 레진을 경화하는 방법으로 1980년에 영국의 ICI사에서 인체에 무해한 가시광선을 사용해 경화하는 방법으로 치아 수복용 재료를 개발한 이후 대부분 가시광선을 통한 경화방법이 사용되는 추세이다.Composite resins were first used more than 30 years ago, and they are also being used for posterior teeth at times of increased interest in aesthetics. In 1980, UK ICI Company developed curing method using visibly harmless visible light, which is a method of curing resin. Most of the curing method using visible light is used after developing materials for dental restoration.

치과용 레진의 주재료로 사용되고 있는 Bis-GMA(bisphenol a glycerolate dimethacrylate)는 3차원적인 가교 구조를 형성하는 메타크릴산염(methacrylate)가 양끝단에 위치하여 가교된 3차원의 중합체를 생성하여 빨리 굳고, 휘발성이 없는 장점이 있다.Bis-GMA (bisphenol a glycerolate dimethacrylate), which is used as a main material of dental resin, is a three-dimensional crosslinked structure of methacrylate which is located at both ends, There is an advantage that it is not volatile.

그러나 히드록실기의 수소 결합으로 점도가 높아 치과용 재료로 사용할 때 제한 요소로 작용하는 약점이 있다. However, since the hydrogen bond of the hydroxyl group is high, there is a drawback that it acts as a limiting factor when used as a dental material.

이러한 약점을 상쇄하기 위해 희석제로 TEGDMA(triethylene glycol dimethacrylate)를 같이 사용한다. 그리고 440nm 파장대, 즉 가시광선 영역에서 빛을 흡수하여 자유라디칼을 생성시키는 camphoroquinone이 광개시제로 사용되고 있다. TEGDMA (triethylene glycol dimethacrylate) is used as a diluent to offset this weakness. And camphoroquinone, which absorbs light in the 440 nm wavelength range, that is, visible light, to generate free radicals, is used as a photoinitiator.

치과용 수복재로 100년 이상 사용되어온 아말감은 조작이 간편하고, 비용이 저렵하여 오랫동안 사용되어 왔지만 수은의 구성성분이 50% 차지하여, 구토, 투통, 신경장애등 수은중독 증상을 발생시킨다. Amalgam, which has been used for more than 100 years as a dental restorative material, has been used for a long time because of its simple operation and low cost. However, it occupies 50% of the constituents of mercury and causes symptoms of mercury poisoning such as vomiting,

수은중독과 같은 부작용을 피하기 위하여 최근 심미성이 뛰어난 심미보철에 대한 수요가 늘어나고 있는데, 지르코니아는 생체적합성이 뛰어나고 강도 또한 우수해 보철재료로 적합하다. 이러한 지르코니아는 강한 강도로 인해 수공 작업이 불가능하였으나, 최근에는 CAM/CAD 기술이 치과에 도입되면서 정밀한 보철제작이 가능하게 되어 인레이, 임플란트 지대주 등 다양한 치과 보철 분야에 사용되고 있다. 대한민국 공개특허 제10-2017-0046212호(치과 보철물용 지르코니아 소결체 및 그 제조 방법)이나 대한민국 공개특허 제10-2016-0006200호(지르코니아 소결체, 지르코니아 조성물 및 지르코니아 가소체, 그리고 치과용 보철물) 등에는 지르코니아를 치과 보철물의 소재로 이용하는 기술이 개시되어 있다.In order to avoid side effects such as mercury poisoning, there is an increasing demand for esthetically superior aesthetic prosthesis. Zirconia is excellent in biocompatibility and strength and is suitable as a prosthetic material. In recent years, CAM / CAD technology has been introduced into dentistry, making it possible to produce precise prosthesis, which is used in a variety of dental prosthetic fields such as inlays and implant abutments. Korean Patent Laid-Open No. 10-2017-0046212 (zirconia sintered body for dental prosthesis and its manufacturing method) and Korean Patent Laid-Open No. 10-2016-0006200 (zirconia sintered body, zirconia composition and zirconia plastic body, and dental prosthesis) A technique of using zirconia as a material of a dental prosthesis is disclosed.

한편, 보철물의 합착을 위해서는 시멘트가 이용되는데, 최근에는 레진 시멘트가 주로 이용된다. 대한민국 등록특허 제10-0518998호(치과용 자가중합형 레진시멘트 조성물) 및 대한민국 등록특허 제10-0733425호(치과용 이원중합형 레진 시멘트 조성물)에는 Bis-GMA(Bisphenol A glycerolate dimethacrylate)을 이용한 폴리머를 이용한 치과용 레진 시멘트에 대한 기술이 개시되어 있다. On the other hand, cement is used for cementing the prosthesis. Recently, resin cement is mainly used. A resin using Bis-GMA (Bisphenol A glycerolate dimethacrylate) was used in Korean Patent No. 10-0518998 (self-curing resin cement composition for dental use) and Korean Patent No. 10-0733425 (dental dual- A technique for using dental resin cement is disclosed.

지르코니아를 이용한 보철물의 합착시에는 기계적 강도와 심미성이 뛰어난 레진 시멘트가 사용되어야 하는데, 그중에서도 이중 중합이 가능한 레진 시멘트가 주고 사용되고 있다.Resin cement with excellent mechanical strength and aesthetics should be used for the cementation of the prosthesis using zirconia. Among them, resin cement capable of double polymerization is being used.

한편, 항균성을 포함하는 물질 중 피리딘계(Pyridine)는 이온교환수지(ion exchange resins), 바이오센서 재료(biosensor materials), 정밀여과막(microfiltration membranes)등 여러 분야에서 사용되고 있으며, 콘택트렌즈 소재로 사용되었을 때 고습윤성 그리고 항균성을 나타내는 재료로 쓰이고 있다.Pyridine is used in many fields such as ion exchange resins, biosensor materials, and microfiltration membranes, and has been used as a contact lens material. It is used as a material showing high wettability and antibacterial property.

스티렌(Styrene)은 벤젠고리에서 수소 1개를 바이닐기로 치환한 구조를 가진 방향족 탄화수소이며, 다양한 고분자연구에 사용되었다. 스티렌(styrene)을 첨가한 폴리머 필름은 인장강도 그리고 접착강도를 크게 증가시키는 결과를 나타내었으며, 또한 친수성 렌즈 재료로서 첨가제로 사용되었을 때, 인장강도 및 굴절률을 증가시키는 경향을 갖는다.Styrene is an aromatic hydrocarbon having a structure in which one hydrogen in the benzene ring is substituted with a vinyl group, and is used in various polymer studies. The polymer film with styrene added showed a significant increase in tensile strength and adhesion strength, and also has a tendency to increase tensile strength and refractive index when used as an additive as a hydrophilic lens material.

대한민국 공개특허 제10-2017-0046212호 : 치과 보철물용 지르코니아 소결체 및 그 제조 방법Korean Patent Publication No. 10-2017-0046212: Zirconia sintered body for dental prosthesis and manufacturing method thereof 대한민국 공개특허 제10-2016-0006200호 : 지르코니아 소결체, 지르코니아 조성물 및 지르코니아 가소체, 그리고 치과용 보철물Korean Patent Publication No. 10-2016-0006200: zirconia sintered body, zirconia composition and zirconia plasticizer, and dental prosthesis 대한민국 등록특허 제10-0518998호 : 치과용 자가중합형 레진시멘트 조성물Korean Patent No. 10-0518998: Dental autopolymerizing type resin cement composition 대한민국 등록특허 제10-0733425호 : 치과용 이원중합형 레진 시멘트 조성물Korean Registered Patent No. 10-0733425: Dental Double-Wound Resin Cement Composition

본 발명은 상기와 같은 점을 인식하여 안출된 것으로 본 발명의 목적은 Bis-GMA 및 HPMA를 주재료로 사용하고 스티렌(styrene)을 첨가하여 전단결합강도를 향상시키면서 3-히드록시피리딘(3-hydroxypyridine)을 첨가하여 항균성을 향상시켜 전단결합강도 및 항균력을 향상시킬 수 있는 치과용 레진 시멘트를 제공하기 위한 것이다.SUMMARY OF THE INVENTION The present invention has been made in view of the above-described circumstances, and it is an object of the present invention to provide a method for producing a polyurethane foam by using Bis-GMA and HPMA as main materials, ) To improve the antimicrobial activity, thereby improving the shear bond strength and the antibacterial activity of the dental resin cement.

상기와 같은 목적을 달성하기 위하여 본 발명에 따른 치과용 레진 시멘트는, Bis-GMA(Bisphenol A glycerolate dimethacrylate)와 HPMA(Hydroxypropyl methacrylate)를 주재료로 하는 치과용 레진 시멘트에 있어서, 히드록시피리딘(3-hydroxypyridine)이 첨가된 것을 특징으로 한다.In order to achieve the above object, the dental resin cement according to the present invention is a dental resin cement based on Bis-GMA (Bisphenol A glycerolate dimethacrylate) and HPMA (Hydroxypropyl methacrylate) hydroxypyridine) is added.

또한, 본 발명에 따른 치과용 레진 시멘트는 스티렌(styrene)이 더 첨가된 것을 특징으로 한다.Further, the dental resin cement according to the present invention is characterized in that styrene is further added.

상기와 같은 구성에 의하여 본 발명에 따른 치과용 레진 시멘트는 Bis-GMA 및 HPMA를 주재료로 사용하고 스티렌(styrene)을 첨가하여 전단결합강도를 향상시키면서 3-히드록시피리딘(3-hydroxypyridine)을 첨가하여 항균성을 향상시켜 전단결합강도 및 항균력을 향상시킬 수 있는 장점을 갖는다.According to the present invention, the dental resin cement according to the present invention uses Bis-GMA and HPMA as main materials and styrene is added to improve the shear bond strength while 3-hydroxypyridine is added Thereby improving the antimicrobial activity and improving the shear bond strength and the antibacterial activity.

도 1은 본 발명의 일실시예에 따른 치과용 레진 시멘트에 대한 점도를 측정한 결과(Results of viscosity variation of samples)를 도시한 그래프
도 2는 본 발명의 일실시예에 따른 치과용 레진 시멘트에 대한 샘플 및 대조군의 전단결합강도를 나타낸 그래프
도 3은 본 발명의 일실시예에 따른 치과용 레진 시멘트에 대한 샘플 및 대조군에 대한 항균 효과를 촬영한 사진
도 4는 본 발명의 일실시예에 따른 치과용 레진 시멘트에 대한 샘플 및 대조군에 대한 항균 결과를 나타낸 그래프
1 is a graph showing the results of measuring the viscosity of dental resin cement according to an embodiment of the present invention
FIG. 2 is a graph showing shear bond strengths of a sample and a control group of a dental resin cement according to an embodiment of the present invention
FIG. 3 is a photograph showing the antibacterial effect of a dental resin cement according to an embodiment of the present invention on a sample and a control group
4 is a graph showing antibacterial results of a sample and a control group of dental resin cement according to an embodiment of the present invention

이하에서는 도면 및 실시예를 참조하여 본 발명에 따른 치과용 레진 시멘트를 보다 상세하게 설명하기로 한다.Hereinafter, the dental resin cement according to the present invention will be described in detail with reference to the drawings and examples.

도 1은 본 발명의 일실시예에 따른 치과용 레진 시멘트에 대한 점도를 측정한 결과(Results of viscosity variation of samples)를 도시한 그래프이고, 도 2는 본 발명의 일실시예에 따른 치과용 레진 시멘트에 대한 샘플 및 대조군의 전단결합강도를 나타낸 그래프이며, 도 3은 본 발명의 일실시예에 따른 치과용 레진 시멘트에 대한 샘플 및 대조군에 대한 항균 효과를 촬영한 사진이고, 도 4는 본 발명의 일실시예에 따른 치과용 레진 시멘트에 대한 샘플 및 대조군에 대한 항균 결과를 나타낸 그래프이다.FIG. 1 is a graph showing the results of the viscosity variation of samples for a dental resin cement according to an embodiment of the present invention. FIG. 2 is a graph showing the results of the viscosity variation of the dental resin cement according to an embodiment of the present invention. FIG. 3 is a photograph showing the antibacterial effect of the dental resin cement according to the present invention on the sample and the control group. FIG. 4 is a graph showing the antibacterial effect of the dental resin cement according to the present invention FIG. 3 is a graph showing antibacterial results of a dental resin cement according to one embodiment of the present invention and a control group. FIG.

상술한 바와 같이 본 발명의 일실시예에 따른 치과용 레진 조성물은 Bis-GMA(Bisphenol A glycerolate dimethacrylate)와 HPMA(Hydroxypropyl methacrylate)를 주재료로 하는 치과용 레진 시멘트에 히드록시피리딘(3-hydroxypyridine)과 스티렌(styrene)이 첨가되어 항균성과 전단결합강도를 향상시킨 것을 특징으로 한다.As described above, the dental resin composition according to one embodiment of the present invention includes hydroxypyridine (3-hydroxypyridine) and dicyclopentadiene diester resin cements having bis-GMA (Bisphenol A glycerolate dimethacrylate) and HPMA (Hydroxypropyl methacrylate) Styrene is added to improve antimicrobial activity and shear bond strength.

<< 실시예Example 1 : 치과용 레진 시멘트 제조> 1: Manufacture of dental resin cement>

- 시약 및 재료- reagents and materials

본 실험에서 사용한 주재료인 Bis-GMA(Bisphenol A glycerolate dimethacrylate), HPMA(Hydroxypropyl methacrylate), 희석제로 TEGDMA(Triethylene glycol dimethacrylate), 광 개시제로 사용된 Camphoroquinone은 SIGMA-ALDRICH사 제품을 사용하였다.Bis-GMA (Bisphenol A glycerolate dimethacrylate), HPMA (Hydroxypropyl methacrylate), TEGDMA (triethylene glycol dimethacrylate) as a diluent, and Camphoroquinone used as a photoinitiator were manufactured by SIGMA-ALDRICH.

전단결합강도 증가를 위하여 스티렌(styrene)을 첨가하였고, 항균효과의 확보를 위해 3-히드록시피리딘(3-hydroxypyridine)을 첨가하였다. 상기 스티렌과 피리딘은 SIGMA-ALDRICH사 제품을 사용하였다.Styrene was added to increase the shear bond strength, and 3-hydroxypyridine was added to secure the antimicrobial effect. The above-mentioned styrene and pyridine were manufactured by SIGMA-ALDRICH.

- 고분자 중합- Polymerization

Bis-GMA 그리고 HPMA를 적절한 비율로 12시간 이상 교반기(Vortex GENIE 2, Scientific Industries, USA)를 사용하여 교반한 다음 희석제로 TEGDMA를 전체 중량을 기준으로 1~30wt% 첨가 후 1시간 교반한다. 광개시제인 Camphorquinone을 전체 중량을 기준으로 1~20wt% 첨가 후 3시간 교반한다. 다음으로 첨가제인 스티렌(styrene) 및 3-히드록시피리딘(3-hydroxypyridine)을 각각 전체 중량을 기준으로 1~30wt% 첨가 후 3시간 교반 하였다. 또한 460nm 파장대에서 약30초동안 광중합 하여 본 발명의 일실시예에 따른 치과용 레진 시멘트를 제조하였다.Bis-GMA and HPMA were stirred at a suitable ratio for 12 hours or more using a stirrer (Vortex GENIE 2, Scientific Industries, USA), and then 1 to 30 wt% of TEGDMA was added as a diluent. Camphorquinone, a photoinitiator, is added in an amount of 1 to 20 wt% based on the total weight, followed by stirring for 3 hours. Next, styrene and 3-hydroxypyridine, which are additives, were added in an amount of 1 to 30 wt% based on the total weight, respectively, and then stirred for 3 hours. And photopolymerized at a wavelength of 460 nm for about 30 seconds to prepare a dental resin cement according to an embodiment of the present invention.

실험에 사용된 각시료는 기본조합에 HPMA가 첨가되었을 때 Hp로 각각 명명하였다. 또한 styrene 및 3-hydroxypyridien를 대조군조합(Ref.)에 첨가한 조합은 샘플조합(SP)로 명명하였다. Each sample used in the experiment was named Hp when HPMA was added to the base combination. The combination of addition of styrene and 3-hydroxypyridien to the control combination (Ref.) Was named as the sample combination (SP).

<< 실시예Example 2 ; 분석2 ; analysis >>

- 전단결합강도(shear bond strength)- shear bond strength

1. 재료 및 방법1. Materials and Methods

디스크 형태의 지르코니아 시편(Zirmonⓡ; Kuwotech, Gwangju, Korea)을 표면처리 후 제작된 복합 레진을 치과용 레진시멘트를 이용하여 접착하였다.The composite resin prepared after surface treatment of zirconia specimen (Zirmonⓡ; Kuwotech, Gwangju, Korea) in the form of disk was bonded using dental resin cement.

2. 전단결합강도 측정2. Shear bond strength measurement

지르코니아 시편과 레진 시멘트의 전단결합강도는 만능물성시험기 (Unitech®, RB Model 301 Unitech MTM, Korea)를 이용하여 측정하였다. Shear bond strengths of zirconia specimens and resin cements were measured using a universal physical property tester (Unitech ® , RB Model 301 Unitech MTM, Korea).

지그를 이용하여 시편을 고정하고 지르코니아와 레진 접착계면에 0.5 ㎜/min의 하중속도로 하중을 가하여 복합레진 실린더가 지르코니아에서 분리될 때의 최대하중 (P)을 측정한 후, 다음의 수학식1을 이용하여 전단결합강도를 계산하였다.The maximum load (P) at the time when the composite resin cylinder was separated from the zirconia was measured by applying a load at a load rate of 0.5 mm / min to the interface between the zirconia and resin adhesive using a jig, Shear bond strength was calculated.

Figure pat00001
Figure pat00001

P : 최대 하중(kgf), r : 복합레진 실린더의 반지름(mm)P: Maximum load (kgf), r: Radius of composite resin cylinder (mm)

- 항균성 (Antibacterial)- Antibacterial

항균성 평가는 첨가제를 포함하지 않는 Ref.와 첨가제로 styrene을 5~50wt%, 그리고 3-hydroxypyridine을 1~30wt%첨가하여 레진시멘트를 제조 하여 항균성 실험을 하였으며, 대장균(E. coli)을 사용하여 항균성을 평가 하였다.The antimicrobial activity of resin cement was investigated by adding 5 ~ 50wt% of styrene and 1 ~ 30wt% of 3-hydroxypyridine as an additive. The antimicrobial activity was evaluated.

<< 실시예Example 2 : 배합비에2: in proportion 따른 특성 검토> Review of characteristics according to>

- 고분자 중합 및 점도의 측정- Polymer Polymerization and Measurement of Viscosity

치과용 세라믹과 치아결손부 간의 증진을 위한 치과용 레진 시멘트에 있어서 점도 또한 중요한 요소 중 하나이다. 본 발명에서는 치과용 레진 시멘트의 주재료인 Bis-GMA 및 HPMA를 약 50~80wt%의 비율로 구성한 뒤 희석제인 TEGDMA를 첨가하여 배합한 뒤 점도를 측정한 결과 Bis-GMA 및 HPMA의 비율이 증가할수록 점도가 높아지는 경향을 나타내었다. 조합의 배합비(Percent compositions of samples)는 표 1 및 표 2에 정리하였다. 도 1은 점도를 측정한 결과(Results of viscosity variation of samples)를 도시한 그래프이다.Viscosity is also an important factor in the dental resin cement for the enhancement between dental ceramics and tooth defects. In the present invention, Bis-GMA and HPMA, which are the main ingredients of dental resin cement, were formed at a ratio of about 50 to 80 wt%, and then TEGDMA, a diluent, was added thereto. And the viscosity tended to increase. Percent compositions of samples are summarized in Tables 1 and 2. FIG. 1 is a graph showing the results of the viscosity variation of samples. FIG.

SampleSample BIs-GMABIs-GMA HPMAHPMA TEGDMATEGDMA 3-hydroxypyridine3-hydroxypyridine StyreneStyrene SUMSUM GH GH 32.43 32.43 32.4332.43 10.81 10.81 8.118.11 16.2116.21 100.00 100.00 GH2GH2 37.55 37.55 37.5537.55 12.45 12.45 4.154.15 8.308.30 100.00 100.00

(unit: wt%)                                                 (unit: wt%)

SampleSample BIs-GMABIs-GMA HPMAHPMA TEGDMATEGDMA Photo InitiatorPhoto Initiator 3-hydroxypyridine3-hydroxypyridine StyreneStyrene SUMSUM SPSP 39.85 ~ 43.6139.85 to 43.61 39.85 ~ 43.6139.85 to 43.61 1.32 ~ 1.441.32 to 1.44 1.78 ~ 7.081.78 to 7.08 0.84 ~ 4.120.84 to 4.12 7.97 ~ 8.727.97 ~ 8.72 100 100

(unit: wt%)                                                                (unit: wt%)

- 전단결합강도- shear bond strength

샘플(sample)의 전단결합강도를 측정한 결과, 비교를 위한 대조군(control)의 경우 6.05 Mpa, 샘플조합(SP)의 경우 5.60~12.50 Mpa의 값을 나타내었다. Styrene이 일정비율 이상 첨가되었을 경우 전단 결합 강도가 대조군(control) 조합보다 낮게 나왔는데 이는 styrene이 일정비율 이상 첨가되었을 때 중합도가 감소하는 경향을 나타내었는데 이러한 영향으로 전단결합강도가 감소된 것으로 판단된다. 표 3은 샘플 조합에 대한 전단결합강도 값(Shear bond strength of sample)을 정리한 것이고, 도 2는 샘플의 전단결합강도를 나타낸 그래프이다.The shear bond strength of the sample was found to be 6.05 Mpa for the control and 5.60-12.50 Mpa for the sample combination (SP). When styrene was added more than a certain ratio, the shear bond strength was lower than that of the control combination. The tendency was that the degree of polymerization decreased when styrene was added at a certain ratio or more. Table 3 summarizes the shear bond strength of the sample combination, and FIG. 2 is a graph showing the shear bond strength of the sample.

GroupGroup shear bond strength (MPa)shear bond strength (MPa) MM ±SD± SD ControlControl 6.056.05 0.930.93 SPSP 8.308.30 2.512.51

(Unit: Mpa)                                             (Unit: Mpa)

- 항균성 (Antibacterial)- Antibacterial

E. Coli 균을 통한 항균실험결과 3-hydroxypyridine이 첨가되지 않은 Ref. 조합 보다 3-hydroxypyridine이 첨가된 샘플1(SP-1) 조합의 경우 균의 colonies의 숫자가 감소하는 경향을 나타내었다. 3-hydroxypyridine이 첨가 되었을 때 대장균에서 항균효과를 나타내었다. 도 3은 샘플에 대한 항균 효과(Antibacterial effect of samples)를 촬영한 사진이고, 도 4는 샘플에 대한 항균 결과를 나타낸 그래프(Antibacterial graph of samples)이다.The antimicrobial activity of E. coli showed that 3-hydroxypyridine was not added. In the case of sample 1 (SP-1) with 3-hydroxypyridine added, the number of colonies of the bacteria tended to decrease. When 3-hydroxypyridine was added, it showed antibacterial effect in E. coli. FIG. 3 is a photograph of an antibacterial effect of samples, and FIG. 4 is an antibacterial graph of samples. FIG.

- - 결 론conclusion

Bis-GMA 및 HPMA를 주재료로 사용하고 전단결합강도 향상을 위한 첨가제로 styrene 그리고 항균을 위한 첨가제로 3-hydroxypyridine을 사용하여 460nm 파장대에서 광중합하여 제조한 치과용 레진 시멘트의 경우 전단결합강도 측정결과 Styrene을 적절한 비율로 첨가하였을 때 전단결합강도가 증가하는 경향을 나타내었으며, 일정 비율 이상 첨가되었을 때에는 중합도가 낮아져 오히려 전단결합 강도가 감소하는 경향을 나타내었다. Bis-GMA and HPMA as main materials, and styrene as an additive for the improvement of shear bond strength and 3-hydroxypyridine as an additive for antimicrobial were used for dental resin cement prepared by photopolymerization at 460nm wavelength band. , The shear bond strength tended to increase, and the shear bond strength tended to decrease as the degree of polymerization decreased.

또한 항균을 위한 3-hydroxypyridine을 첨가 하였을 때 대장균에서 항균효과를 나타내었다. 이러한 결과로 볼 때 본 발명의 일실시예에 따른 치과용 레진 시멘트로서 매우 적합하다.When 3-hydroxypyridine was added for antibacterial activity, it showed antibacterial effect in E. coli. From these results, it is very suitable as a dental resin cement according to an embodiment of the present invention.

앞에서 설명되고 도면에 도시된 치과용 레진 시멘트는 본 발명을 실시하기 위한 하나의 실시예에 불과하며, 본 발명의 기술적 사상을 한정하는 것으로 해석되어서는 안된다. 본 발명의 보호범위는 이하의 특허청구범위에 기재된 사항에 의해서만 정하여지며, 본 발명의 요지를 벗어남이 없이 개량 및 변경된 실시예는 본 발명이 속하는 기술분야에서 통상의 지식을 가진 자에게 자명한 것인 한 본 발명의 보호범위에 속한다고 할 것이다.The dental resin cement described above and shown in the drawings is only one embodiment for carrying out the present invention and should not be construed as limiting the technical idea of the present invention. The scope of protection of the present invention is defined only by the matters set forth in the following claims, and the embodiments improved and changed without departing from the gist of the present invention are obvious to those having ordinary skill in the art to which the present invention belongs It will be understood that the invention is not limited thereto.

Claims (2)

Bis-GMA(Bisphenol A glycerolate dimethacrylate)와 HPMA(Hydroxypropyl methacrylate)를 주재료로 하는 치과용 레진 시멘트에 있어서,
히드록시피리딘(3-hydroxypyridine)이 첨가된 것을 특징으로 하는 치과용 레진 시멘트.
In dental resin cements based on bis-GMA (Bisphenol A glycerolate dimethacrylate) and HPMA (Hydroxypropyl methacrylate)
A dental resin cement characterized by addition of hydroxypyridine (3-hydroxypyridine).
제1항에 있어서,
스티렌(styrene)이 더 첨가된 것을 특징으로 하는 치과용 레진 시멘트.
The method according to claim 1,
A styrene resin cement according to claim 1, wherein styrene is further added.
KR1020170109231A 2017-08-29 2017-08-29 Resin cement for dental curing KR20190023440A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
KR1020170109231A KR20190023440A (en) 2017-08-29 2017-08-29 Resin cement for dental curing

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
KR1020170109231A KR20190023440A (en) 2017-08-29 2017-08-29 Resin cement for dental curing

Publications (1)

Publication Number Publication Date
KR20190023440A true KR20190023440A (en) 2019-03-08

Family

ID=65800583

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1020170109231A KR20190023440A (en) 2017-08-29 2017-08-29 Resin cement for dental curing

Country Status (1)

Country Link
KR (1) KR20190023440A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN115778851A (en) * 2022-06-06 2023-03-14 东莞市百拓实业有限公司 High-hardness, high-adhesion and high-wear-resistance nail polish gel without HEMA and preparation method thereof
KR20240069127A (en) 2022-11-11 2024-05-20 장보경 Light-curing resin cement composition for bonding dental prostheses

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100518998B1 (en) 2003-08-29 2005-10-06 한국과학기술연구원 Composition of Dental Self-Curing Resin Cements
KR100733425B1 (en) 2005-08-31 2007-07-11 주식회사 덴키스트 Dental dal-curing resin cement compositions
KR20160006200A (en) 2013-05-10 2016-01-18 쿠라레 노리타케 덴탈 가부시키가이샤 Zirconia sintered body, zirconia composition and zirconia calcined body, and dental prosthesis
KR20170046212A (en) 2015-10-20 2017-05-02 (주)에큐세라 Zirconia sintered body for dental prosthesis and fabrication thereof

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100518998B1 (en) 2003-08-29 2005-10-06 한국과학기술연구원 Composition of Dental Self-Curing Resin Cements
KR100733425B1 (en) 2005-08-31 2007-07-11 주식회사 덴키스트 Dental dal-curing resin cement compositions
KR20160006200A (en) 2013-05-10 2016-01-18 쿠라레 노리타케 덴탈 가부시키가이샤 Zirconia sintered body, zirconia composition and zirconia calcined body, and dental prosthesis
KR20170046212A (en) 2015-10-20 2017-05-02 (주)에큐세라 Zirconia sintered body for dental prosthesis and fabrication thereof

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN115778851A (en) * 2022-06-06 2023-03-14 东莞市百拓实业有限公司 High-hardness, high-adhesion and high-wear-resistance nail polish gel without HEMA and preparation method thereof
CN115778851B (en) * 2022-06-06 2023-06-02 东莞市百拓实业有限公司 HEMA-free nail polish gel with high hardness, high adhesive force and high wear resistance and preparation method thereof
KR20240069127A (en) 2022-11-11 2024-05-20 장보경 Light-curing resin cement composition for bonding dental prostheses

Similar Documents

Publication Publication Date Title
Kashi et al. An in vitro assessment of the effects of three surface treatments on repair bond strength of aged composites
Magne et al. New zirconia primer improves bond strength of resin-based cements
Machado et al. Changes in roughness of denture base and reline materials by chemical disinfection or microwave irradiation: surface roughness of denture base and reline materials
EP2764859A2 (en) Dental resin modified glass-ionomer composition
US8426488B2 (en) Easily removable dental curable composition
KR102122202B1 (en) Method for manufacturing composite using chemical bonding between inorganic and organic materials using silane coupling agent
MARQUES MELO et al. Bond strength of two resin cements on dentin using different cementation strategies
Shokouhinejad et al. Effect of acidic environment on dislocation resistance of endosequence root repair material and mineral trioxide aggregate
Falacho et al. Luting indirect restorations with resin cements versus composite resins: Effects of preheating and ultrasound energy on film thickness
Faria-e-Silva et al. Immediate and delayed photoactivation of self-adhesive resin cements and retention of glass-fiber posts
CN106535949B (en) Self-polymerizable prosthetic material and polymeric, fracture-tough prosthetic material with improved color stability
Rohr et al. A comprehensive in vitro study on the performance of two different strategies to simplify adhesive bonding
KR20190023440A (en) Resin cement for dental curing
Li et al. A comparison study on the flexural strength and compressive strength of four resin-modified luting glass ionomer cements
Ozer et al. Bond Strengths of Silorane‐and Methacrylate‐Based Composites to Various Underlying Materials
Chaharom et al. Effect of smear layer thickness and pH of self-adhesive resin cements on the shear bond strength to dentin
Padunglappisit et al. Effects of different amine activators on the monomer conversion, biaxial flexural strength, and color stability of experimental provisional dental restorations
Barbosa De Souza et al. Deproteinized dentin: A favorable substrate to self‐bonding resin cements?
El-Askary et al. Immediate and delayed repair bond strength of a new ormocer resin restorative material as a function of mechanical and chemical surface conditioning methods
Aguiar et al. The Effect of Light Exposure on Water Sorption and Solubility of Self‐Adhesive Resin Cements
Moosavi et al. Push-out bond strength of composite polymerization methods with universal adhesive to coronal dentin
Ahmed et al. Microshear bond strength of bioactive materials to dentin and resin composite
Shafiei et al. Effect of antibacterial/adhesive approaches on bonding durability of fiber posts cemented with self-etch resin cement
Santos-Daroz et al. Bond strength of a resin cement to dentin using the resin coating technique
Valente et al. Repair bond strength of resin composite with experimental primers–effect of formulation variables

Legal Events

Date Code Title Description
A201 Request for examination
E902 Notification of reason for refusal
E701 Decision to grant or registration of patent right