KR20190058125A - Manufacturing method of hydrogel - Google Patents
Manufacturing method of hydrogel Download PDFInfo
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- KR20190058125A KR20190058125A KR1020170155801A KR20170155801A KR20190058125A KR 20190058125 A KR20190058125 A KR 20190058125A KR 1020170155801 A KR1020170155801 A KR 1020170155801A KR 20170155801 A KR20170155801 A KR 20170155801A KR 20190058125 A KR20190058125 A KR 20190058125A
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- 239000000017 hydrogel Substances 0.000 title claims abstract description 46
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 13
- 238000002156 mixing Methods 0.000 claims abstract description 40
- 239000000178 monomer Substances 0.000 claims abstract description 34
- 239000002994 raw material Substances 0.000 claims abstract description 29
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 24
- 239000000203 mixture Substances 0.000 claims abstract description 18
- 238000000034 method Methods 0.000 claims abstract description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 15
- 239000003792 electrolyte Substances 0.000 claims abstract description 13
- 230000001678 irradiating effect Effects 0.000 claims abstract description 11
- 238000000465 moulding Methods 0.000 claims abstract description 6
- 239000011248 coating agent Substances 0.000 claims abstract description 5
- 238000000576 coating method Methods 0.000 claims abstract description 5
- 239000002562 thickening agent Substances 0.000 claims abstract description 4
- 230000001737 promoting effect Effects 0.000 claims description 15
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 10
- MQDJYUACMFCOFT-UHFFFAOYSA-N bis[2-(1-hydroxycyclohexyl)phenyl]methanone Chemical group C=1C=CC=C(C(=O)C=2C(=CC=CC=2)C2(O)CCCCC2)C=1C1(O)CCCCC1 MQDJYUACMFCOFT-UHFFFAOYSA-N 0.000 claims description 9
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 8
- QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 claims description 8
- NDWUBGAGUCISDV-UHFFFAOYSA-N 4-hydroxybutyl prop-2-enoate Chemical compound OCCCCOC(=O)C=C NDWUBGAGUCISDV-UHFFFAOYSA-N 0.000 claims description 8
- 229920000642 polymer Polymers 0.000 claims description 5
- 230000000379 polymerizing effect Effects 0.000 claims description 5
- 239000011780 sodium chloride Substances 0.000 claims description 5
- 239000012956 1-hydroxycyclohexylphenyl-ketone Substances 0.000 claims description 4
- 230000001747 exhibiting effect Effects 0.000 abstract description 5
- 239000000853 adhesive Substances 0.000 description 15
- 230000001070 adhesive effect Effects 0.000 description 15
- 230000000052 comparative effect Effects 0.000 description 5
- 229920001296 polysiloxane Polymers 0.000 description 5
- 230000000694 effects Effects 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 108010010803 Gelatin Proteins 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000008273 gelatin Substances 0.000 description 3
- 229920000159 gelatin Polymers 0.000 description 3
- 235000019322 gelatine Nutrition 0.000 description 3
- 235000011852 gelatine desserts Nutrition 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 238000000691 measurement method Methods 0.000 description 2
- 210000003205 muscle Anatomy 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- 239000010935 stainless steel Substances 0.000 description 2
- 230000000638 stimulation Effects 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- 229920000936 Agarose Polymers 0.000 description 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 230000007794 irritation Effects 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 230000002522 swelling effect Effects 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
- 230000004580 weight loss Effects 0.000 description 1
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/46—Polymerisation initiated by wave energy or particle radiation
- C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/44—Polymerisation in the presence of compounding ingredients, e.g. plasticisers, dyestuffs, fillers
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
- C08F20/04—Acids, Metal salts or ammonium salts thereof
- C08F20/06—Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof
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- C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
- C08F20/10—Esters
- C08F20/26—Esters containing oxygen in addition to the carboxy oxygen
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- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/02—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques
- C08J3/03—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in aqueous media
- C08J3/075—Macromolecular gels
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Abstract
Description
개시된 내용은 하이드로겔의 제조방법에 관한 것으로, 더욱 상세하게는 투명도와 접착력이 우수하며, 두터운 두께로 형성되기 때문에 우수한 기계적 물성을 나타내는 하이드로겔의 제조방법에 관한 것이다.
The present invention relates to a method for producing a hydrogel, and more particularly, to a method for producing a hydrogel, which has excellent transparency and adhesion, and exhibits excellent mechanical properties because it is formed in a thick thickness.
하이드로겔은 기본적으로 물과의 친화성이 높은 폴리머가 수계 용매 중에서 팽윤된 것으로, 흡수성, 팽윤성, 점착성, 도전성 등의 각종 특성을 나타내며, 이들 특성을 살려 토목 건축, 농예, 식품, 의료, 화장품 및 전기 등의 광범위한 분야에 서 이용되고 있다.Hydrogel is basically a polymer having high affinity with water swelled in a water-based solvent and exhibits various properties such as water absorbency, swelling property, tackiness and conductivity. By taking advantage of these properties, hydrogels can be used for civil engineering construction, Electricity and so on.
예를 들면, 의료 현장에 있어서는, 심전도 등의 측정 장치의 전극 패드로서 점착성 하이드로겔이 사용되고 있다. 또한 근래에는, 체중 감량이나 근력 트레이닝을 목적으로 한 EMS(Electrical Muscle Stimulation)의 전극 패드로도 점착성 하이드로겔이 사용되고 있다. 이 EMS는 점착성 하이드로겔로 이루어지는 전극 패드를 피부에 첩부(貼付)하여 전기 자극에 의해 근육을 수축시키는 운동 기구이며, 일반 가정에서도 사용될 기회가 많아지고 있다.For example, in a medical field, a sticky hydrogel is used as an electrode pad of a measuring device such as an electrocardiograph. Recently, sticky hydrogels have also been used as electrode pads for EMS (Electrical Muscle Stimulation) for weight loss and strength training. This EMS is a exercise device that shrinks the muscles by electrical stimulation by sticking an electrode pad made of a sticky hydrogel to the skin, and the opportunity to be used in general households is increasing.
이러한 전극 패드에 사용되는 점착성 하이드로겔로는 피부에 대해 고점착성을 갖는 것이 요구되는데, 종래에는 소정량의 수용성 고분자를 사용함으로써 하이드로겔의 점착성을 향상시키는 기술이 주로 사용되었으나 상기와 같은 종래의 기술은 하이드로겔의 점착력을 향상시킬 수 있지만, 첩부와 박리를 수 차례 반복하는 것만으로도 점착력이 바로 저하되어 버리는, 즉 반복 사용시의 점착력이 충분한 것은 아니었다. 또한 피부로부터 박리시킨 후에 피부가 붉어진다는 문제도 있었다.Adhesive hydrogels used for such electrode pads are required to have high adhesiveness to the skin. Conventionally, a technique for improving the stickiness of hydrogels by using a predetermined amount of water-soluble polymers has been mainly used. However, The adhesive strength of the hydrogel can be improved. However, even if the adhesive and peeling are repeated several times, the adhesive force is immediately lowered, that is, the adhesive force at the time of repeated use is not sufficient. There was also a problem that the skin became red after peeling off from the skin.
여기서, 반복 사용시의 점착력이 저하되는 주된 원인 및 피부가 붉어지는 주된 원인으로는, 예를 들면 전극 패드를 피부로부터 박리할 때에 피부 표면으로부터 각질이 탈락되어 전극 패드의 표면에 부착되고, 유효한 점착면적이 저하되는 것을 들 수 있다.Here, as a main cause of deterioration of the adhesive force at the time of repeated use and a main cause of reddening of the skin, for example, when the electrode pad is peeled from the skin, the skin is detached from the skin surface and attached to the surface of the electrode pad, Is lowered.
반복 사용시의 점착력을 유지시키는 방법으로서, 피부에 대해 첩부, 박리를 수 차례 반복함으로써 점착력이 저하된 점착면을 수세함으로써 점착력을 회복시키는 기술이 개시되어 있다.As a method of maintaining the adhesive force at the time of repeated use, there is disclosed a technique of restoring the adhesive force by washing the adhesive surface with reduced adhesive strength by repeatedly applying and peeling the skin to the skin.
그러나, 하이드로겔은 수세 등의 작업이 필요하므로, 확실하게 점착력을 회복시키기 위해서는 세정 방법이나 건조 방법 등에 대해 취급 설명서 등에 기재된 조건을 지켜야 하기 때문에, 사용자에게 번잡함을 느끼게 한다는 문제가 있었다.However, the hydrogel requires a work such as washing with water, and therefore, in order to reliably restore the adhesive force, the conditions described in the manual or the like must be kept with respect to the cleaning method, the drying method, and the like.
또한 피부가 붉어지는 것을 억제하는, 즉 피부에 대한 자극을 완화시킨다고 하는 과제에 대해서는 해결되어 있지 않은 것이 현상황이며, 하이드로겔을 두껍게 성형하기 위해 증점제를 별도로 혼합하는 경우에는 하이드로겔의 투명성이 저하되어 투명한 성능을 요하는 부품으로는 사용이 불가한 문제점이 있었다.
In addition, the problem of suppressing the reddening of the skin, that is, the problem of alleviating irritation to the skin has not been solved, and when the thickener is separately blended to thicken the hydrogel, the transparency of the hydrogel is lowered There is a problem in that it can not be used as a component requiring transparent performance.
개시된 내용은 투명도와 접착력이 우수하며, 두터운 두께로 형성되기 때문에 우수한 기계적 물성을 나타내는 하이드로겔의 제조방법을 제공하는 것이다.
It is an object of the present invention to provide a method for producing a hydrogel exhibiting excellent mechanical properties because it is excellent in transparency and adhesion and is formed in a thick thickness.
하나의 일 실시예로서 이 개시의 내용은 아크릴단량체에 물 및 광개시제를 혼합하는 제1원료혼합단계, 상기 제1원료혼합단계를 통해 제조된 혼합물에 자외선을 조사하는 예비중합물생성단계, 상기 예비중합물생성단계를 통해 제조된 예비중합물에 점착증진용 모노머, 전해질 및 광개시제를 혼합하는 제2원료혼합단계, 상기 제2원료혼합단계를 통해 제조된 혼합물을 코팅한 후에 자외선을 조사하는 성형단계로 이루어지는 것을 특징으로 하는 하이드로겔의 제조방법에 대해 기술하고 있다.In one embodiment, the content of the disclosure includes a first raw material mixing step in which water and a photoinitiator are mixed with an acrylic monomer, a preliminary polymerized material generating step of irradiating the mixture prepared through the first raw material mixing step with ultraviolet rays, A second raw material mixing step of mixing the prepolymer prepared through the production step with a monomer for promoting adhesion, an electrolyte and a photoinitiator, and a molding step of irradiating ultraviolet rays after coating the mixture prepared through the second raw material mixing step And a method for producing the hydrogel is described.
바람직하기로는, 상기 제1원료혼합단계는 아크릴단량체 100 중량부, 물 1 내지 150 중량부 및 광개시제 0.001 내지 2 중량부를 혼합하여 이루어지는 것으로 한다.Preferably, the first raw material mixing step is performed by mixing 100 parts by weight of an acrylic monomer, 1 to 150 parts by weight of water and 0.001 to 2 parts by weight of a photoinitiator.
더 바람직하기로는, 상기 제2원료혼합단계는 상기 예비중합물생성단계를 통해 제조된 예비중합물에 100 중량부에 점착증진용 모노머 0.01 내지 40 중량부, 전해질 0.1 내지 4 중량부 및 광개시제 0.001 내지 2 중량부를 혼합하여 이루어지는 것으로 한다.More preferably, in the second raw material mixing step, 0.01 to 40 parts by weight of the adhesion promoting monomer, 0.1 to 4 parts by weight of an electrolyte and 0.001 to 2 parts by weight of a photoinitiator are added to 100 parts by weight of the prepolymerized polymer prepared through the pre- Are mixed.
더욱 바람직하기로는, 상기 점착증진용 모노머는 아크릴산, 히드록시부틸아크릴레이트 및 히드록시프로필아크릴레이트로 이루어진 그룹에서 선택된 하나 이상으로 이루어지는 것으로 한다.More preferably, the adhesion promoting monomer is at least one selected from the group consisting of acrylic acid, hydroxybutyl acrylate, and hydroxypropyl acrylate.
더욱 더 바람직하기로는, 상기 전해질은 염화나트륨으로 이루어지는 것으로 한다.Even more preferably, the electrolyte is made of sodium chloride.
더욱 더 바람직하기로는, 상기 광개시제는 1-히드록시시클로헥실페닐케톤으로 이루어지는 것으로 한다.Even more preferably, the photoinitiator is made of 1-hydroxycyclohexyl phenyl ketone.
더욱 더 바람직하기로는, 상기 자외선은 200 내지 800nm의 파장을 나타내며, 10 내지 6000mJ/cm2의 양으로 조사되는 것으로 한다.
Even more preferably, the ultraviolet ray has a wavelength of 200 to 800 nm and is irradiated in an amount of 10 to 6000 mJ / cm 2 .
이상에서와 같은 하이드로겔의 제조방법은 투명도와 접착력이 우수하며, 두터운 두께로 형성되기 때문에 우수한 기계적 물성을 나타내는 하이드로겔을 제공하는 탁월한 효과를 나타낸다.
The hydrogel of the present invention has excellent transparency and adhesive strength, and is formed into a thick layer. Therefore, the hydrogel exhibits an excellent effect of providing a hydrogel exhibiting excellent mechanical properties.
도 1은 개시된 하이드로겔의 제조방법을 나타낸 순서도이다.1 is a flow chart showing a method for producing the disclosed hydrogel.
이하에는, 본 발명의 바람직한 실시예와 각 성분의 물성을 상세하게 설명하되, 이는 본 발명이 속하는 기술분야에서 통상의 지식을 가진 자가 발명을 용이하게 실시할 수 있을 정도로 상세하게 설명하기 위한 것이지, 이로 인해 본 발명의 기술적인 사상 및 범주가 한정되는 것을 의미하지는 않는다.
Hereinafter, preferred embodiments of the present invention and physical properties of the respective components will be described in detail with reference to the accompanying drawings. However, the present invention is not limited thereto, And this does not mean that the technical idea and scope of the present invention are limited.
개시된 하이드로겔의 제조방법은 아크릴단량체에 물 및 광개시제를 혼합하는 제1원료혼합단계(S101), 상기 제1원료혼합단계(S101)를 통해 제조된 혼합물에 자외선을 조사하는 예비중합물생성단계(S103), 상기 예비중합물생성단계(S103)를 통해 제조된 예비중합물에 점착증진용 모노머, 전해질 및 광개시제를 혼합하는 제2원료혼합단계(S105), 상기 제2원료혼합단계(S105)를 통해 제조된 혼합물을 코팅하고 자외선을 조사하는 성형단계(S107)로 이루어진다.
The hydrogel manufacturing method includes a first raw material mixing step (S101) for mixing water and a photoinitiator to an acrylic monomer, a preliminary polymerizing step (S103) for irradiating ultraviolet rays to the mixture prepared through the first raw material mixing step (S101) , A second raw material mixing step (S105) in which the adhesion promoting monomer, an electrolyte, and a photoinitiator are mixed with the prepolymer prepared through the prepolymerizing step (S103), and the second raw material mixing step (S105) And a molding step (S107) of coating the mixture and irradiating ultraviolet rays.
상기 제1원료혼합단계(S10)는 아크릴단량체에 물 및 광개시제를 혼합하는 단계로, 교반장치가 구비된 혼합기에 아크릴단량체 100 중량부, 물 1 내지 150 중량부 및 광개시제 0.001 내지 2 중량부를 투입하고 100 내지 200rpm의 속도로 혼합하여 혼합물을 제조하는 단계다.In the first raw material mixing step (S10), 100 parts by weight of an acrylic monomer, 1 to 150 parts by weight of water and 0.001 to 2 parts by weight of a photoinitiator are added to a mixer equipped with an agitator, mixing the acrylic monomer with water and a photoinitiator And mixing them at a speed of 100 to 200 rpm to prepare a mixture.
상기 아크릴단량체는 상기 광개시제를 통해 중합될 수 있는 아크릴 단량체 성분이면 특별히 한정되지않고 어떠한 것이든 사용가능하나, 아크릴산, 노멀비닐피롤리돈을 사용하는 것이 바람직하다.The acrylic monomer is not particularly limited as long as it is an acrylic monomer component that can be polymerized through the photoinitiator. Any acrylic monomer may be used, but acrylic acid and normal vinyl pyrrolidone are preferably used.
상기 광개시제는 0.001 내지 2 중량부가 투입되는데, 1-히드록시시클로헥실페닐케톤으로 이루어지는 것이 바람직하다.The photoinitiator is added in an amount of 0.001 to 2 parts by weight, preferably 1-hydroxycyclohexyl phenyl ketone.
상기 광개시제의 함량이 0.001 중량부 미만이면 상기 혼합물이 상기 예비중합물생성단계에서 조사되는 자외선에 의해 이루어지는 중합반응의 속도가 더디게 진행되며, 상기 광개시제의 함량이 2 중량부를 초과하게 되면 상기 중합반응의 속도가 지나치게 증가하여 예비중합물의 단량체 전환율과 점도가 지나치게 증가하여 바람직하지 못하다.
If the content of the photoinitiator is less than 0.001 part by weight, the speed of the polymerization reaction in which the mixture is irradiated with ultraviolet rays irradiated in the preparation of the prepolymer is slowed down. If the content of the photoinitiator exceeds 2 parts by weight, Is excessively increased and the monomer conversion and viscosity of the prepolymer are excessively increased, which is not preferable.
상기 예비중합물생성단계(S103)는 상기 제1원료혼합단계(S101)를 통해 제조된 혼합물에 자외선을 조사하여 예비중합물을 생성하는 단계로, 상기 제1원료혼합단계(S101)를 통해 제조된 혼합물에 200 내지 800nm의 파장을 나타내며, 10 내지 6000mJ/cm2의 양으로 자외선을 조사하여 제1원료혼합단계(S101)를 통해 제조된 혼합물에 함유된 아크릴계 단량체가 중합되도록 하는 단계다.The pre-polymerizing step (S103) is a step of generating a pre-polymerizing material by irradiating ultraviolet rays to the mixture prepared through the first raw material mixing step (S101). The pre-polymerizing material producing step (S103) Is irradiated with ultraviolet rays in an amount of 10 to 6000 mJ / cm 2 to cause the acrylic monomer contained in the mixture prepared through the first raw material mixing step (S101) to polymerize.
상기와 같은 파장을 갖는 자외선을 상기의 양으로 조사하게 되면 아크릴 단량체의 전환율이 25 내지 35%이며, 점도가 3500 내지 4500cPs인 예비중합물이 제공된다.When the ultraviolet ray having the above wavelengths is irradiated in the above amount, a prepolymer having an acrylic monomer conversion of 25 to 35% and a viscosity of 3500 to 4500 cPs is provided.
상기와 같은 전환율과 점도를 나타내는 예비중합물이 생성되면, 하이드로겔을 두텁게 성형하기 위해 점도향상을 위한 고점도의 증점제를 사용하지 않아도 되기 때문에, 투명도와 점착성이 우수한 하이드로겔을 제공할 수 있다.
When a prepolymer showing the conversion and viscosity as described above is produced, it is not necessary to use a high viscosity thickener for viscosity enhancement to thicken the hydrogel, so that a hydrogel having excellent transparency and adhesiveness can be provided.
상기 제2원료혼합단계(S105)는 상기 예비중합물생성단계(S103)를 통해 제조된 예비중합물에 점착증진용 모노머, 전해질 및 광개시제를 혼합하는 단계로, 상기 예비중합물생성단계(S103)를 통해 제조된 예비중합물에 100 중량부에 점착증진용 모노머 0.01 내지 40 중량부, 전해질 0.1 내지 4 중량부 및 광개시제 0.001 내지 2 중량부를 혼합하여 이루어진다.In the second raw material mixing step (S105), the adhesion promoting monomer, the electrolyte and the photoinitiator are mixed with the prepolymer prepared through the prepolymerization producing step (S103), and the prepolymerization producing step (S103) , 0.01 to 40 parts by weight of a monomer for promoting adhesion, 0.1 to 4 parts by weight of an electrolyte and 0.001 to 2 parts by weight of a photoinitiator.
상기 점착증진용 모노머는 0.01 내지 40 중량부가 함유되며 아크릴계 모노머라면 특별히 한정되지 않고 어떠한 것이든 사용가능하나, 아크릴산, 히드록시부틸아크릴레이트 및 히드록시프로필아크릴레이트로 이루어진 그룹에서 선택된 하나 이상으로 이루어지는 것이 바람직한데, 상기 예비중합물생성단계(S103)를 통해 제조된 예비중합물에 아크릴산, 히드록시부틸아크릴레이트 및 히드록시프로필아크릴레이트와 같이 점착증진용 모노머를 사용하면 우수한 부착력을 나타냄과 동시에 투명도가 저하되지 않아 우수한 투명성능을 나타내는 하이드로겔을 제공할 수 있다.The above-mentioned pressure-sensitive adhesive monomer is contained in an amount of 0.01 to 40 parts by weight, and is not particularly limited as long as it is an acrylic monomer. Any acrylic monomer may be used, but it may include one or more selected from the group consisting of acrylic acid, hydroxybutyl acrylate and hydroxypropyl acrylate When the monomer for promoting adhesion such as acrylic acid, hydroxybutyl acrylate and hydroxypropyl acrylate is used as the prepolymerized polymer prepared through the preparation of the prepolymerized product (S103), excellent adhesion is obtained and transparency is lowered It is possible to provide a hydrogel which exhibits excellent transparency.
상기 점착증진용 모노머로 아크릴산을 사용하는 경우에는 점착증진용 모노머의 함량이 0.01 내지 40 중량부를 나타내는 것이 바람직한데, 아크릴산의 함량이 0.01 중량부 미만이면 예비중합물의 점도증진 효과가 미미하며, 상기 아크릴산의 함량이 40 중량부를 초과하게 되면 예비중합물의 점도증진 효과는 크게 향상되지 않고 하이드로겔의 경도가 지나치게 향상되어 바람직하지 못하다.In the case where acrylic acid is used as the adhesion promoting monomer, the content of the monomer for promoting adhesion is preferably 0.01 to 40 parts by weight. If the content of acrylic acid is less than 0.01 parts by weight, the effect of increasing the viscosity of the prepolymer is insignificant. Is more than 40 parts by weight, the effect of increasing the viscosity of the prepolymer is not greatly improved and the hardness of the hydrogel is excessively improved, which is not preferable.
또한, 점착증진용 모노머로 히드록시부틸아크릴레이트나 히드록시프로필아크릴레이트를 사용하는 경우에는 점착증진용 모노머의 함량을 0.01 내지 6 중량부로 조절하는 것이 바람직한데, 히드록시부틸아크릴레이트나 히드록시프로필아크릴레이트의 함량이 0.01 중량부 미만이면 예비중합물의 점도증진 효과가 미미하며, 히드록시부틸아크릴레이트나 히드록시프로필아크릴레이트의 함량이 6 중량부를 초과하게 되면 예비중합물과의 혼합성능이 저하되어 바람직하지 못하다.When hydroxybutyl acrylate or hydroxypropyl acrylate is used as the adhesion promoting monomer, it is preferable to adjust the content of the monomer for promoting adhesion to 0.01 to 6 parts by weight. In the case of hydroxybutyl acrylate or hydroxypropyl acrylate, When the content of the acrylate is less than 0.01 part by weight, the effect of improving the viscosity of the prepolymer is insignificant. When the content of hydroxybutylacrylate or hydroxypropyl acrylate exceeds 6 parts by weight, the mixing performance with the prepolymer is lowered, I can not.
상기 전해질은 0.1 내지 4 중량부가 함유되며, 하이드로겔에 전도성능을 부여할 수 있는 통상의 것이면 특별히 한정되지 않고 어떠한 것이든 사용가능하나, 거염화나트륨으로 이루어지는 것이 바람직한데, 하이드로겔에 전도성능을 부여하여 전극용으로 적합한 물성을 나타내도록 하는 역할을 한다.The electrolyte is contained in an amount of 0.1 to 4 parts by weight and is not particularly limited as long as it can impart conductivity to the hydrogel. Any material may be used, but it is preferably composed of sodium chloride. So as to exhibit properties suitable for electrodes.
상기 광개시제는 0.001 내지 2 중량부가 함유되며, 상기 아크릴모노머의 중합을 개시할 수 있는 광개시제라면 특별히 한정되지 않고 어떠한 것이든 사용가능하나, 1-히드록시시클로헥실페닐케톤으로 이루어지는 것이 바람직한데, 상기 성형단계(S107)에서 조사되는 자외선에 의해 하이드로겔이 필름이나 시트의 형상으로 성형되도록 하는 역할을 한다.
The photoinitiator is contained in an amount of 0.001 to 2 parts by weight, and is not particularly limited as long as it is a photoinitiator capable of initiating polymerization of the acrylic monomer. Any of the photoinitiators may be used, but it is preferably composed of 1-hydroxycyclohexylphenylketone. The ultraviolet light irradiated in step S107 serves to form the hydrogel in the shape of a film or a sheet.
상기 성형단계(S107)는 상기 제2원료혼합단계(S105)를 통해 제조된 혼합물을 코팅한 후에 자외선을 조사하는 단계로, 상기 제2원료혼합단계(S105)를 통해 제조된 혼합물을 300 내지 500㎛의 두께로 도포한 후에 200 내지 800nm의 파장을 나타내는 자외선을 10 내지 6000mJ/cm2의 양으로 조사하여 이루어지는데, 이때, 상기 자외선의 조사량이 6000J/cm2를 초과하게 되면 하이드로 겔에 광경화로 인한 노화현상이 발생될 수 있다.The forming step (S107) is a step of irradiating ultraviolet rays after coating the mixture prepared through the second raw material mixing step (S105), and the mixture prepared through the second raw material mixing step (S105) And then irradiating ultraviolet rays having a wavelength of 200 to 800 nm in an amount of 10 to 6000 mJ / cm 2. At this time, when the irradiation amount of ultraviolet rays exceeds 6000 J / cm 2 , The aging phenomenon may occur.
상기 혼합물의 도포는 투명한 실리콘 이형필름이 구비된 롤코터를 이용하여 투명한 실리콘 이형필름 사이에 상기 제2원료혼합단계(S105)를 통해 제조된 혼합물이 300 내지 500㎛의 두께로 개재되도록 하여 이루어진다.The application of the mixture is performed by using a roll coater equipped with a transparent silicone release film so that the mixture prepared through the second raw material mixing step (S105) is interposed between the transparent silicone release films at a thickness of 300 to 500 탆.
상기의 성형단계(S107)를 거치면, 두께가 300 내지 500㎛를 나타내며, 우수한 점착성과 투명성을 나타내는 하이드로겔 필름이 제조된다.
After the above molding step (S107), a hydrogel film having a thickness of 300 to 500 mu m and exhibiting excellent tackiness and transparency is produced.
이하에서는, 개시된 하이드로겔의 제조방법 및 그 제조방법을 통해 제조된 하이드로겔의 물성을 실시예를 들어 설명하기로 한다.
Hereinafter, the method of preparing the hydrogel and the physical properties of the hydrogel prepared through the method will be described with reference to examples.
<실시예 1>≪ Example 1 >
아크릴 단량체(아크릴산) 70g, 물 30g, 광개시제(1-히드록시시클로헥실페닐케톤) 0.5g을 교반장치가 구비된 혼합기에 투입하고 150rpm의 속도로 교반한 후에 350nm 파장의 자외선을 600mJ/cm2으로 조사하여 예비중합물을 제조하고, 제조된 예비중합물 100.5g에 점착증진용 모노머(아크릴 산) 10g, 전해질(염화나트륨) 1g 및 광개시제(1-히드록시시클로헥실페닐케톤) 0.05g를 혼합하여 이루어진 혼합물을 투명한 실리콘 이형필름이 구비된 롤코터를 이용하여 투명한 실리콘 이형필름 사이에 상기 혼합물을 500㎛의 두께로 개재되도록 한 후에 350nm 파장의 자외선을 600mJ/cm2으로 조사하여 필름형태의 하이드로겔을 제조하였다.
30 g of water and 0.5 g of a photoinitiator (1-hydroxycyclohexyl phenyl ketone) were put into a mixer equipped with a stirrer, stirred at a speed of 150 rpm, and then irradiated with ultraviolet light of 350 nm wavelength at 600 mJ / cm 2 To prepare a prepolymer. 100 g of the prepared prepolymer was mixed with 10 g of a monomer for promoting adhesion (acrylic acid), 1 g of an electrolyte (sodium chloride) and 0.05 g of a photoinitiator (1-hydroxycyclohexylphenylketone) Using a roll coater equipped with a transparent silicone release film, the mixture was sandwiched between transparent silicone release films to a thickness of 500 탆, and ultraviolet rays of 350 nm wavelength were irradiated at 600 mJ / cm 2 to prepare a film-like hydrogel .
<실시예 2>≪ Example 2 >
상기 실시예 1과 동일하게 진행하되, 점착증진용 모노머로 히드록시부틸아크릴레이트를 사용하여 필름형태의 하이드로겔을 제조하였다.
In the same manner as in Example 1, a film-like hydrogel was prepared using hydroxybutylacrylate as the adhesion promoting monomer.
<실시예 3>≪ Example 3 >
상기 실시예 1과 동일하게 진행하되, 점착증진용 모노머로 히드록시프로필아크릴레이트를 사용하여 필름형태의 하이드로겔을 제조하였다.
In the same manner as in Example 1, a film-like hydrogel was prepared using hydroxypropyl acrylate as the adhesion promoting monomer.
<비교예 1>≪ Comparative Example 1 &
아크릴 단량체(아크릴산) 70g, 물 30g, 젤라틴 10g, 광개시제(1-히드록시시클로헥실페닐케톤) 0.5g을 교반장치가 구비된 혼합기에 투입하고 150rpm의 속도로 교반한 후에 350nm 파장의 자외선을 600mJ/cm2으로 조사하여 하이드로겔을 제조하였다.
30 g of water, 10 g of gelatin and 0.5 g of a photoinitiator (1-hydroxycyclohexyl phenyl ketone) were put into a mixer equipped with a stirrer, stirred at a speed of 150 rpm, and then irradiated with ultraviolet light of 350 nm wavelength at 600 mJ / cm < 2 > to prepare a hydrogel.
<비교예 2>≪ Comparative Example 2 &
아크릴 단량체(아크릴산) 70g, 물 30g, 젤라틴 10g, 광개시제(1-히드록시시클로헥실페닐케톤) 0.5g을 교반장치가 구비된 혼합기에 투입하고 150rpm의 속도로 교반한 후에 350nm 파장의 자외선을 600mJ/cm2으로 조사하여 예비중합물을 제조하고, 제조된 예비중합물 110.5g에 전해질(염화나트륨) 1g 및 광개시제(1-히드록시시클로헥실페닐케톤) 0.05g를 혼합하여 이루어진 혼합물을 투명한 실리콘 이형필름이 구비된 롤코터를 이용하여 투명한 실리콘 이형필름 사이에 상기 혼합물을 500㎛의 두께로 개재되도록 한 후에 350nm 파장의 자외선을 600mJ/cm2으로 조사하여 하이드로겔을 제조하였다.
30 g of water, 10 g of gelatin and 0.5 g of a photoinitiator (1-hydroxycyclohexyl phenyl ketone) were put into a mixer equipped with a stirrer, stirred at a speed of 150 rpm, and then irradiated with ultraviolet light of 350 nm wavelength at 600 mJ / cm < 2 > to prepare a prepolymer, 110 g of the prepared prepolymer was mixed with 1 g of an electrolyte (sodium chloride) and 0.05 g of a photoinitiator (1-hydroxycyclohexyl phenyl ketone) hydrogels by irradiation of ultraviolet light of 350nm wavelength to 600mJ / cm 2 the mixture between transparent silicone release film using a roll coater so that after interposing a thickness of 500㎛ was prepared.
<비교예 3>≪ Comparative Example 3 &
상기 비교예 2와 동일하게 진행하되, 젤라틴 대신 아가로스를 사용하여 하이드로겔을 제조하였다.
A hydrogel was prepared in the same manner as in Comparative Example 2 except that agarose was used instead of gelatin.
상기 실시예 1 내지 3 및 비교예 1 내지 3을 통해 제조된 하이드로겔의 점도, 후막코팅성, 투명성, 점착력 및 스테인리스 강에 대한 점착력을 측정하여 아래 표 1에 나타내었다.The viscosity, thick coatability, transparency, adhesive strength and adhesion to stainless steel of the hydrogels prepared in Examples 1 to 3 and Comparative Examples 1 to 3 were measured and shown in Table 1 below.
(단, 점도는 KS F 2393의 점도측정법을 이용하여 측정하였으며, 후막코팅성은 제조된 하이드로겔의 두께가 500㎛로 형성되면 양호로 나타내었고, 투명성은 육안으로 판단하였으며, 점착력은 손으로 만졌을 때 끈적임의 유무로 나타내었고, 스테인리스 강에 대한 점착력은 ASTM D3330의 점착력 측정법을 이용하였다.)
(The viscosity was measured using the viscosity measurement method of KS F 2393. Thickness coatability was evaluated as good when the thickness of the prepared hydrogel was 500 탆, and transparency was judged by the naked eye. And the adhesive strength to stainless steel was measured by the adhesion measurement method of ASTM D3330.
<표 1><Table 1>
위에 표 1에 나타낸 것처럼, 개시된 실시예 1 내지 3을 통해 제조되는 하이드로겔은 500㎛의 두께로 형성되며, 투명성과 점착력이 우수한 것을 알 수 있다.
As shown in Table 1 above, the hydrogel produced through Examples 1 to 3 disclosed above was formed to a thickness of 500 mu m, and it was found that the transparency and adhesive strength were excellent.
따라서, 개시된 하이드로겔의 제조방법은 투명도와 접착력이 우수하며, 두터운 두께로 형성되기 때문에 우수한 기계적 물성을 나타내는 하이드로겔을 제공할 수 있다.
Therefore, the disclosed method of producing a hydrogel can provide a hydrogel exhibiting excellent mechanical properties because it has excellent transparency and adhesion, and is formed with a thick thickness.
S101 ; 제1원료혼합단계
S103 ; 예비중합물생성단계
S105 ; 제2원료혼합단계
S107 ; 성형단계S101; The first raw material mixing step
S103; Preparation of Prepolymeric Polymer
S105; The second raw material mixing step
S107; Molding step
Claims (7)
상기 제1원료혼합단계를 통해 제조된 혼합물에 자외선을 조사하는 예비중합물생성단계;
상기 예비중합물생성단계를 통해 제조된 예비중합물에 증점제, 전해질 및 광개시제를 혼합하는 제2원료혼합단계;
상기 제2원료혼합단계를 통해 제조된 혼합물을 코팅한 후에 자외선을 조사하는 성형단계;로 이루어지는 것을 특징으로 하는 하이드로겔의 제조방법.
A first raw material mixing step of mixing water and a photoinitiator into an acrylic monomer;
A preliminary polymerizing step of irradiating the mixture prepared through the first raw material mixing step with ultraviolet light;
A second raw material mixing step of mixing a thickener, an electrolyte, and a photoinitiator to the preliminary polymerizate prepared through the preliminary polymerizer production step;
And a molding step of irradiating ultraviolet rays after coating the mixture prepared through the second raw material mixing step.
상기 제1원료혼합단계는 아크릴단량체 100 중량부, 물 1 내지 150 중량부 및 광개시제 0.001 내지 2 중량부를 혼합하여 이루어지는 것을 특징으로 하는 하이드로겔의 제조방법.
The method according to claim 1,
Wherein the first raw material mixing step is performed by mixing 100 parts by weight of an acrylic monomer, 1 to 150 parts by weight of water and 0.001 to 2 parts by weight of a photoinitiator.
상기 제2원료혼합단계는 상기 예비중합물생성단계를 통해 제조된 예비중합물에 100 중량부에 점착증진용 모노머 0.01 내지 40 중량부, 전해질 0.1 내지 4 중량부 및 광개시제 0.001 내지 2 중량부를 혼합하여 이루어지는 것을 특징으로 하는 하이드로겔의 제조방법.
The method according to claim 1,
In the second raw material mixing step, 0.01 to 40 parts by weight of the adhesion promoting monomer, 0.1 to 4 parts by weight of the electrolyte and 0.001 to 2 parts by weight of the photoinitiator are mixed in 100 parts by weight of the prepolymerized polymer prepared through the prepolymerizing step Wherein the hydrogel is a hydrogel.
상기 점착증진용 모노머는 아크릴산, 히드록시부틸아크릴레이트 및 히드록시프로필아크릴레이트로 이루어진 그룹에서 선택된 하나 이상으로 이루어지는 것을 특징으로 하는 하이드로겔의 제조방법.
The method according to claim 1 or 3,
Wherein the adhesion-promoting monomer is at least one selected from the group consisting of acrylic acid, hydroxybutyl acrylate, and hydroxypropyl acrylate.
상기 전해질은 염화나트륨으로 이루어지는 것을 특징으로 하는 하이드로겔의 제조방법.
The method according to claim 1 or 4,
Wherein the electrolyte is made of sodium chloride.
상기 광개시제는 1-히드록시시클로헥실페닐케톤으로 이루어지는 것을 특징으로 하는 하이드로겔의 제조방법.
The method according to any one of claims 1, 2 and 3,
Wherein the photoinitiator is 1-hydroxycyclohexyl phenyl ketone.
상기 자외선은 200 내지 800nm의 파장을 나타내며, 10 내지 6000mJ/cm2의 양으로 조사되는 것을 특징으로 하는 하이드로겔의 제조방법.
The method according to claim 1,
Wherein the ultraviolet light has a wavelength of 200 to 800 nm and is irradiated in an amount of 10 to 6000 mJ / cm 2 .
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| WO2023120782A1 (en) * | 2021-12-24 | 2023-06-29 | 서울방사선서비스주식회사 | Adhesive conductive hydrogel using radiation crosslinking method, method for preparing same, and adhesive conductive hydrogel sheet using same |
| KR102682053B1 (en) * | 2023-07-21 | 2024-07-05 | (주)씨어스테크놀로지 | Semi-cured hydrogel, manufacturing method thereof and patches for fixing medical device sensor using the same |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
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| KR20030045730A (en) | 2003-05-07 | 2003-06-11 | (주)바이오첵 | Antimicrobial hydrogel adhesives and biomedical electrode containing them |
| KR20110042860A (en) * | 2009-10-20 | 2011-04-27 | 주식회사 바이오프로테크 | Conductive hydrogel and preparation method of the same |
| KR101419020B1 (en) | 2013-01-22 | 2014-08-13 | 강원대학교산학협력단 | Adhesive gel composition for human body electrode |
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| KR20030045730A (en) | 2003-05-07 | 2003-06-11 | (주)바이오첵 | Antimicrobial hydrogel adhesives and biomedical electrode containing them |
| KR20110042860A (en) * | 2009-10-20 | 2011-04-27 | 주식회사 바이오프로테크 | Conductive hydrogel and preparation method of the same |
| KR101419020B1 (en) | 2013-01-22 | 2014-08-13 | 강원대학교산학협력단 | Adhesive gel composition for human body electrode |
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| WO2023120782A1 (en) * | 2021-12-24 | 2023-06-29 | 서울방사선서비스주식회사 | Adhesive conductive hydrogel using radiation crosslinking method, method for preparing same, and adhesive conductive hydrogel sheet using same |
| KR102682053B1 (en) * | 2023-07-21 | 2024-07-05 | (주)씨어스테크놀로지 | Semi-cured hydrogel, manufacturing method thereof and patches for fixing medical device sensor using the same |
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