CN108703891A - A kind of dental adhesive composition and preparation method thereof having no irritating odor - Google Patents

A kind of dental adhesive composition and preparation method thereof having no irritating odor Download PDF

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Publication number
CN108703891A
CN108703891A CN201810684678.4A CN201810684678A CN108703891A CN 108703891 A CN108703891 A CN 108703891A CN 201810684678 A CN201810684678 A CN 201810684678A CN 108703891 A CN108703891 A CN 108703891A
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CN
China
Prior art keywords
weight
parts
acrylate
irritating odor
dental adhesive
Prior art date
Legal status (The legal status 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 status listed.)
Pending
Application number
CN201810684678.4A
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Chinese (zh)
Inventor
闫鹏涛
慕琪
吴慧
殷锐
马荣堂
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
JILIN DENGTAIKE DENTISTRY MATERIAL CO Ltd
Original Assignee
JILIN DENGTAIKE DENTISTRY MATERIAL CO Ltd
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.)
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Publication date
Application filed by JILIN DENGTAIKE DENTISTRY MATERIAL CO Ltd filed Critical JILIN DENGTAIKE DENTISTRY MATERIAL CO Ltd
Priority to CN201810684678.4A priority Critical patent/CN108703891A/en
Publication of CN108703891A publication Critical patent/CN108703891A/en
Pending legal-status Critical Current

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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K6/00Preparations for dentistry
    • A61K6/80Preparations for artificial teeth, for filling teeth or for capping teeth
    • A61K6/884Preparations for artificial teeth, for filling teeth or for capping teeth comprising natural or synthetic resins
    • A61K6/887Compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • 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
    • A61K6/60Preparations for dentistry comprising organic or organo-metallic additives
    • A61K6/62Photochemical radical initiators
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K6/00Preparations for dentistry
    • A61K6/70Preparations for dentistry comprising inorganic additives
    • A61K6/79Initiators

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Oral & Maxillofacial Surgery (AREA)
  • General Health & Medical Sciences (AREA)
  • Epidemiology (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Plastic & Reconstructive Surgery (AREA)
  • Chemical & Material Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Biophysics (AREA)
  • Dental Preparations (AREA)

Abstract

The present invention provides a kind of dental adhesive compositions having no irritating odor, including:30~100 parts by weight of acrylate compounds;0.1~1 parts by weight of photoinitiator;20~40 parts by weight of acetone;Tasty and refreshing dose of 0.01~0.1 parts by weight;0.2~2 parts by weight of thickener;The acrylate compounds include polyfunctional acrylic ester compound and comonomer.Composition provided by the invention uses acetone as solvent using more acrylate compounds as key component, does not contain methyl methacrylate.The composition the photoinitiator the effects that under can quickly solidify to form stable, hard, glossiness surface.The composition does not have niff, and storage period keeps the generation of non-stimulated smell within 3 months to 2 years.

Description

A kind of dental adhesive composition and preparation method thereof having no irritating odor
Technical field
The present invention relates to field of material technology, more particularly, to a kind of dental adhesive composition having no irritating odor and Preparation method.
Background technology
Dental adhesive connects dummy and tooth, is a ring of dental filling success or not most critical.Disclosed in the prior art Dental adhesive such as 3M's, it is mainly made of acrylate and photoinitiator, ethyl alcohol, water, above-mentioned dental adhesive composition is past Toward incidental stimulus smell, when use most patient to receive wish poor.Especially ethyl alcohol is that the dental composition of solvent is storing It also will produce niff in the process.This smell is generated by the presence of ethyl acrylate, it is acrylate monomer The product of transesterification reaction occurred with ethyl alcohol.This reaction is fundamentally difficult to prevent.
Therefore, a kind of bonding agent having no irritating odor of exploitation is very important.
Invention content
In view of this, the technical problem to be solved in the present invention is to provide a kind of dental adhesive group having no irritating odor Object is closed, adhesive composite provided by the invention has no irritating odor.
The present invention provides a kind of dental adhesive compositions having no irritating odor, including:
The acrylate compounds include polyfunctional acrylic ester compound and comonomer.
Preferably, the polyfunctional acrylic ester compound and the weight ratio of comonomer are (20~70):(10~ 40)。
Preferably, the polyfunctional acrylic ester compound is the acrylate of tetra functional or more.
Preferably, the acrylate more than tetra functional includes double pentaerythritol C5 methacrylate, dipentaerythritol The double pentaerythritol methacrylate of six acrylate, Polycaprolactone modified double pentaerythritol C5 methacrylate and caprolactone modification One or more of.
Preferably, the comonomer includes ethoxylated bisphenol A dimethylacrylates, urethane dimethacrylate One or more of with polyethylene glycol dimethacrylate.
Preferably, the photoinitiator includes one or more of camphorquinone and phosphine oxide.
Preferably, described tasty and refreshing dose is peppermint;The thickener is gas-phase silicon.
Preferably, the dental adhesive composition having no irritating odor includes:
The present invention provides a kind of preparation methods for the dental adhesive composition having no irritating odor, including:
Acrylate compounds, photoinitiator, acetone, tasty and refreshing dose and thickener are mixed, stirred to get.
Preferably, the temperature of the mixing is 20~35 DEG C;The time of the stirring is 2~3h.
Compared with prior art, the present invention provides a kind of dental adhesive compositions having no irritating odor, including:Third 30~100 parts by weight of enoic acid ester compounds;0.1~1 parts by weight of photoinitiator;20~40 parts by weight of acetone;Tasty and refreshing dose 0.01~ 0.1 parts by weight;0.2~2 parts by weight of thickener;The acrylate compounds include polyfunctional acrylic ester compound and are total to Polycondensation monomer.Composition provided by the invention uses acetone as solvent using more acrylate compounds as key component, does not contain Methyl methacrylate.The composition the photoinitiator the effects that under can quickly solidify to form stable, hard, glossiness table Face.The composition does not have niff, and storage period keeps the generation of non-stimulated smell within 3 months to 2 years.
Specific implementation mode
The present invention provides a kind of dental adhesive composition having no irritating odor, those skilled in the art can use for reference Present disclosure is suitably modified technological parameter realization.In particular, it should be pointed out that all similar substitutions and modifications are to this field skill It is for art personnel it will be apparent that they shall fall within the protection scope of the present invention.The method of the present invention and application have passed through Preferred embodiment is described, related personnel obviously can not depart from the content of present invention, in spirit and scope to the side of this paper Method and application are modified or suitably change and combine, to realize and apply the technology of the present invention.
The present invention provides a kind of dental adhesive compositions having no irritating odor, including:
A kind of dental adhesive composition having no irritating odor provided by the invention includes the propylene of 30~100 parts by weight Ester compound;Wherein, the acrylate compounds preferably include polyfunctional acrylic ester compound and comonomer.Institute The weight ratio for stating polyfunctional acrylic ester compound and comonomer is (20~70):(10~40).
Specifically, the dental adhesive composition provided by the invention having no irritating odor includes parts by weight in 20~70 Polyfunctional acrylic ester compound;More preferably include the polyfunctional acrylic ester compound of 20~60 parts by weight;Most preferably Polyfunctional acrylic ester compound including 20~50 parts by weight.
Polyfunctional acrylic ester compound of the present invention is preferably the acrylate of tetra functional or more.Four official The acrylate of energy degree or more preferably includes double pentaerythritol C5 methacrylate, double pentaerythritol methacrylate, polycaprolactone One or more of the double pentaerythritol methacrylate of modified double pentaerythritol C5 methacrylate and caprolactone modification.
The present invention to its source without limit, it is commercially available.
The dental adhesive composition provided by the invention having no irritating odor includes the comonomer of 10~40 parts by weight; More preferably include the comonomer of 20~40 parts by weight;Most preferably include the comonomer of 30~40 parts by weight.
The comonomer preferably include ethoxylated bisphenol A dimethylacrylates, urethane dimethacrylate and One or more of polyethylene glycol dimethacrylate.
The present invention to its source without limit, it is commercially available.
Of the invention innovative is reacted using polyfunctional acrylic ester compound and comonomer, obtained bonding agent, Using polyfunctional acrylic ester compound, the generation of side reaction can be effectively reduced, to reduce the production of penetrating odor It is raw.
A kind of dental adhesive composition having no irritating odor provided by the invention includes that the light of 0.1~1 parts by weight draws Send out agent;Preferably include the photoinitiator of 0.3~1 parts by weight;More preferably include the photoinitiator of 0.5~1 parts by weight.
Photoinitiator of the present invention preferably includes one or more of camphorquinone and phosphine oxide;More preferably camphorquinone And phosphine oxide.
The present invention is to its source without limiting.
The present invention causes polyfunctional acrylic ester compound and comonomer reaction using above-mentioned photoinitiator, relative to The photocuring reaction that acrylate monomer occurs, reduces the generation of bad smell.
The dental adhesive composition provided by the invention having no irritating odor includes the acetone of 20~40 parts by weight;It is preferred that Include the acetone of 25~40 parts by weight;More preferably include the acetone of 30~40 parts by weight.
The product of transesterification reaction occurred relative to traditional acrylate monomer and ethyl alcohol generates difficulty during storage The smell of news, being reacted with acetone using polyfunctional acrylic ester compound for the invention, greatly reduces unpleasant gas The generation of taste.
The dental adhesive composition provided by the invention having no irritating odor includes the tasty and refreshing of 0.01~0.1 parts by weight Agent;Preferably include tasty and refreshing dose of 0.01~0.08 parts by weight;More preferably include tasty and refreshing dose of 0.01~0.06 parts by weight.
Tasty and refreshing dose of the present invention is preferably peppermint.
The dental adhesive composition provided by the invention having no irritating odor includes the thickener of 0.2~2 parts by weight;It is excellent Choosing includes the thickener of 0.2~1.5 parts by weight;More preferably include the thickener of 0.2~1.0 parts by weight;Thickening of the present invention Agent is preferably gas-phase silicon.The present invention to its without limit, it is commercially available.
In a portion preferred embodiment of the present invention, the dental adhesive composition packet having no irritating odor It includes:
Invention provides a kind of dental adhesive composition having no irritating odor, including:Acrylate compounds 30~ 100 parts by weight;0.1~1 parts by weight of photoinitiator;20~40 parts by weight of acetone;Tasty and refreshing dose of 0.01~0.1 parts by weight;Thickener 0.2~2 parts by weight;The acrylate compounds include polyfunctional acrylic ester compound and comonomer.The present invention carries The composition of confession uses acetone as solvent using more acrylate compounds as key component, does not contain methyl methacrylate. The composition the photoinitiator the effects that under can quickly solidify to form stable, hard, glossiness surface.The composition does not have Niff, storage period keeps the generation of non-stimulated smell within 3 months to 2 years.
The present invention provides a kind of preparation methods for the dental adhesive composition having no irritating odor, including:
Acrylate compounds, photoinitiator, acetone, tasty and refreshing dose and thickener are mixed, stirred to get.
Component and proportioning of the present invention for the acrylate compounds, photoinitiator, acetone, tasty and refreshing dose and thickener Above-mentioned to be clearly described, details are not described herein.
The present invention for it is described mixing and stirring concrete operations without limit, it is well known to those skilled in the art i.e. It can.
According to the present invention, the temperature of the mixing is preferably 20~35 DEG C;The time of the stirring is preferably 2~3h.
The present invention contains more acrylate compounds, uses acetone as solvent, does not contain methyl methacrylate.The group Stable, hard, glossiness surface can be quickly solidified to form by closing object.The composition does not have a niff, 3 months to 2 years Storage period keeps the generation of non-stimulated smell.
The dental composition of the present invention will not generate niff after very long storage time.It can be applicable to The fields such as dental surface, tooth, dental implant, artificial tooth, bone, nail.
In order to further illustrate the present invention, with reference to embodiments to a kind of tooth having no irritating odor provided by the invention Section's adhesive composite is described in detail.
Embodiment 1
Following component is bound together to form adhesive composite (quality %)
Double pentaerythritol methacrylate 20
Polyethylene glycol dimethacrylate 30
Urethane dimethacrylate 10
TPO 0.75
Camphorquinone 0.25
Acetone 38.79
Gas-phase silicon 0.2
Peppermint 0.01
Embodiment 2
Following component is bound together to form adhesive composite (quality %)
Aromatic urethane acrylate oligomer 20
Trimethylolpropane trimethacrylate 20
Ethoxylated bisphenol A dimethylacrylates 20
TPO 0.75
Camphorquinone 0.25
Acetone 38.79
Gas-phase silicon 0.2
Peppermint 0.01
Embodiment 3
Following component is bound together to form adhesive composite (quality %)
Five propene phosphoric acid ester 21 of dipentaerythritol
Tripropylene glycol dimethylacrylate 20
Polyethylene glycol dimethacrylate 20
TPO 0.75
Camphorquinone 0.25
Acetone 37.79
Gas-phase silicon 0.2
Peppermint 0.01
Comparative example 1
Following component is bound together to form adhesive composite (quality %)
Acrylate 20
Polyethylene glycol dimethacrylate 30
Urethane dimethacrylate 10
TPO 0.75
Camphorquinone 0.25
Ethyl alcohol 38.79
Gas-phase silicon 0.2
Peppermint 0.01
Comparative example 2
Following component is bound together to form adhesive composite (quality %)
Kayexalate 20
Polyethylene glycol dimethacrylate 30
Urethane dimethacrylate 10
TPO 0.75
Camphorquinone 0.25
Ethyl alcohol 38.79
Gas-phase silicon 0.2
Peppermint 0.01
Embodiment 4
To the caking property and smell of the adhesive composite that the embodiment of the present invention 1~3 and comparative example 1~2 are prepared It is measured, the results are shown in Table 1.
Table 1
The above is only a preferred embodiment of the present invention, it is noted that for the ordinary skill people of the art For member, various improvements and modifications may be made without departing from the principle of the present invention, these improvements and modifications are also answered It is considered as protection scope of the present invention.

Claims (10)

1. a kind of dental adhesive composition having no irritating odor, including:
The acrylate compounds include polyfunctional acrylic ester compound and comonomer.
2. composition according to claim 1, which is characterized in that the polyfunctional acrylic ester compound and copolymerization are single The weight ratio of body is (20~70):(10~40).
3. composition according to claim 1, which is characterized in that the polyfunctional acrylic ester compound is tetrafunctional Degree or more acrylate.
4. composition according to claim 3, which is characterized in that the acrylate more than tetra functional includes double seasons Penta tetrol, five acrylate, double pentaerythritol methacrylate, Polycaprolactone modified double pentaerythritol C5 methacrylate and oneself in One or more of ester modified double pentaerythritol methacrylate.
5. composition according to claim 1, which is characterized in that the comonomer includes ethoxylated bisphenol A dimethyl One or more of acrylate, urethane dimethacrylate and polyethylene glycol dimethacrylate.
6. composition according to claim 1, which is characterized in that the photoinitiator includes in camphorquinone and phosphine oxide It is one or more of.
7. composition according to claim 1, which is characterized in that described tasty and refreshing dose is peppermint;The thickener is gas phase Silicon.
8. composition according to claim 1, which is characterized in that the dental adhesive composition having no irritating odor Including:
9. a kind of preparation method for the dental adhesive composition having no irritating odor, including:
Acrylate compounds, photoinitiator, acetone, tasty and refreshing dose and thickener are mixed, stirred to get.
10. preparation method according to claim 9, which is characterized in that the temperature of the mixing is 20~35 DEG C;It is described to stir The time mixed is 2~3h.
CN201810684678.4A 2018-06-28 2018-06-28 A kind of dental adhesive composition and preparation method thereof having no irritating odor Pending CN108703891A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201810684678.4A CN108703891A (en) 2018-06-28 2018-06-28 A kind of dental adhesive composition and preparation method thereof having no irritating odor

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Application Number Priority Date Filing Date Title
CN201810684678.4A CN108703891A (en) 2018-06-28 2018-06-28 A kind of dental adhesive composition and preparation method thereof having no irritating odor

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Publication Number Publication Date
CN108703891A true CN108703891A (en) 2018-10-26

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN111150878A (en) * 2018-11-07 2020-05-15 财团法人工业技术研究院 Biodegradable sealing glue and its use

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101164516A (en) * 2007-09-06 2008-04-23 湖南阳光新材料有限公司 Weak ultraviolet curing composition
CN101914361A (en) * 2010-06-02 2010-12-15 中国科学院长春应用化学研究所 Wettable binder and preparation method thereof
CN103740286A (en) * 2013-12-09 2014-04-23 北京保利世达科技有限公司 Visible-light-cured adhesive and preparation method thereof

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101164516A (en) * 2007-09-06 2008-04-23 湖南阳光新材料有限公司 Weak ultraviolet curing composition
CN101914361A (en) * 2010-06-02 2010-12-15 中国科学院长春应用化学研究所 Wettable binder and preparation method thereof
CN103740286A (en) * 2013-12-09 2014-04-23 北京保利世达科技有限公司 Visible-light-cured adhesive and preparation method thereof

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN111150878A (en) * 2018-11-07 2020-05-15 财团法人工业技术研究院 Biodegradable sealing glue and its use

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Application publication date: 20181026