CN104387831B - Polysiloxane-based solvent composition for injection needle coating - Google Patents
Polysiloxane-based solvent composition for injection needle coating Download PDFInfo
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
- C09D183/04—Polysiloxanes
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/20—Diluents or solvents
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Abstract
本发明公开了一种基于聚硅氧烷的注射针涂层用溶剂组合物，该溶剂组合物由反式‑1，2‑二氯乙烯、4‑氯三氟甲苯和含有1个碳原子的醇、2个碳原子的醇、3个碳原子的醇、4个碳原子的醇中至少一种复配组成。该溶剂组合物复配简单、方便,具有无闪点、聚硅氧烷溶解能力强等特点。通过该溶剂组合物溶解、稀释后的聚硅氧烷溶液在注射针表面涂布性良好。The invention discloses a polysiloxane-based solvent composition for injection needle coating, the solvent composition is composed of trans-1,2-dichloroethylene, 4-chlorotrifluorotoluene and a compound containing 1 carbon atom Alcohol, alcohol with 2 carbon atoms, alcohol with 3 carbon atoms and alcohol with 4 carbon atoms is composed of at least one compound. The solvent composition is simple and convenient to compound, and has the characteristics of no flash point, strong polysiloxane dissolving ability and the like. The polysiloxane solution dissolved and diluted by the solvent composition has good coatability on the surface of the injection needle.
Description
技术领域technical field
本发明涉及溶剂领域，具体涉及用于聚硅氧烷溶解、稀释的溶剂组合物。The invention relates to the field of solvents, in particular to a solvent composition for dissolving and diluting polysiloxane.
背景技术Background technique
众所周知，在注射针制造过程中，常用聚硅氧烷和易挥发性溶剂组成的溶液浸渍涂布在注射针表面形成一聚硅氧烷涂层，该涂层可改善注射针的润滑性能，减少注射针的穿刺阻力，减轻病人的痛苦。通常，在聚硅氧烷涂层溶液配制中, 先将聚硅氧烷溶解在溶剂组合物中，制得聚硅氧烷含量为30〜50wt％的溶液，涂布前，再用溶剂组合物稀释至聚硅氧烷含量为2〜7wt％的溶液。As we all know, in the manufacturing process of injection needles, a solution composed of polysiloxane and volatile solvent is commonly used to dip and coat the surface of injection needles to form a polysiloxane coating, which can improve the lubrication performance of injection needles and reduce The puncture resistance of the injection needle reduces the pain of the patient. Usually, in the preparation of the polysiloxane coating solution, the polysiloxane is first dissolved in the solvent composition to obtain a solution with a polysiloxane content of 30 to 50 wt%, and before coating, the solvent composition Dilute to the solution that polysiloxane content is 2～7wt%.
用于溶解、稀释聚硅氧烷的常用溶剂为1，1-二氯-1-氟乙烷、二氯甲烷、氯仿，己烷，甲苯，甲醇，乙醇等，其中1，1-二氯-1-氟乙烷具有不可燃、化学及热稳定性优异等特点，对聚硅氧烷具有良好的溶解能力，因此1，1-二氯-1-氟乙烷被广泛用作聚硅氧烷的溶剂，但是1，1-二氯-1-氟乙烷含有氯元素，臭氧破坏系数(ODP)较大，对地球环境的影响令人担忧，因而将被完全淘汰。Commonly used solvents for dissolving and diluting polysiloxane are 1,1-dichloro-1-fluoroethane, dichloromethane, chloroform, hexane, toluene, methanol, ethanol, etc., among which 1,1-dichloro- 1-Fluoroethane has the characteristics of non-flammability, excellent chemical and thermal stability, and good solubility for polysiloxane, so 1,1-dichloro-1-fluoroethane is widely used as polysiloxane However, 1,1-dichloro-1-fluoroethane contains chlorine and has a large ozone destruction coefficient (ODP). The impact on the earth's environment is worrying, so it will be completely eliminated.
文献CN101120080A公开了一种医用聚硅氧烷的溶剂组合物，该组合物含有40〜69wt％的1，1，1，3，3-五氟丁烷（HFC-365mfc）和1，1，1，2，3，4，4，5，5，5-十氟丁烷（HFC-4310mee）二元混合物、30〜50wt％的反式-1，2-二氯乙烯和1〜10wt％的2-4个碳原子的醇。然而，HFC类为温室气体，全球变暖潜势(GWP)较高，文献CN101120080A公开的溶剂组合物中含有大量HFC类物质，于地球环境不利。Document CN101120080A discloses a solvent composition of medical polysiloxane, which contains 40~69wt% of 1,1,1,3,3-pentafluorobutane (HFC-365mfc) and 1,1,1 , 2,3,4,4,5,5,5-Decafluorobutane (HFC-4310mee) binary mixture, 30~50wt% trans-1,2-dichloroethylene and 1~10wt% 2 - Alcohols with 4 carbon atoms. However, HFCs are greenhouse gases with high global warming potential (GWP). The solvent composition disclosed in document CN101120080A contains a large amount of HFCs, which is not good for the global environment.
发明内容Contents of the invention
为了解决现有技术中存在的上述技术问题，本发明提供了一种基于聚硅氧烷的注射针涂层用溶剂组合物，该溶剂组合物由反式-1，2-二氯乙烯、4-氯三氟甲苯和醇复配组成。In order to solve the above-mentioned technical problems existing in the prior art, the present invention provides a kind of solvent composition based on polysiloxane injection needle coating, and this solvent composition is made of trans-1,2-dichloroethylene, 4 -Chlorotrifluorotoluene and alcohol compound composition.
进一步的，所述的醇为含有1个碳原子的醇、或含有2个碳原子的醇、或含有3个碳原子的醇、或含有4个碳原子的醇、或它们的2种或多种混合物。Further, the alcohol is an alcohol containing 1 carbon atom, or an alcohol containing 2 carbon atoms, or an alcohol containing 3 carbon atoms, or an alcohol containing 4 carbon atoms, or two or more of them kind of mixture.
进一步的，该组合物中反式-1，2-二氯乙烯含量为50〜94wt%、4-氯三氟甲苯含量为5〜40wt%、醇含量为1〜10wt%。Further, the content of trans-1,2-dichloroethylene in the composition is 50~94wt%, the content of 4-chlorobenzotrifluoride is 5~40wt%, and the content of alcohol is 1~10wt%.
进一步的，优选的，反式-1，2-二氯乙烯的含量为60〜85wt％。Further, preferably, the content of trans-1,2-dichloroethylene is 60~85wt%.
进一步的，优选的，4-氯三氟甲苯的含量为5〜20wt％。Further, preferably, the content of 4-chlorobenzotrifluoride is 5~20wt%.
进一步的，优先的，醇的含量为1〜5wt％。Further, preferably, the content of alcohol is 1~5wt%.
本发明的基于聚硅氧烷的注射针涂层用溶剂组合物具有不燃性,对聚硅氧烷的溶解性良好，挥发性能优异，提供的聚硅氧烷溶液的涂布性良好，且具有ODP为零、GWP显著小的特性，因此本发明的溶剂组合物具有全球变暖系数小、且温室效应小的特征。The polysiloxane-based solvent composition for injection needle coating of the present invention has incombustibility, good solubility to polysiloxane, excellent volatility, good applicability of the polysiloxane solution provided, and has Since the ODP is zero and the GWP is remarkably small, the solvent composition of the present invention has a low global warming coefficient and a small greenhouse effect.
具体实施方式detailed description
本发明提供一种注射针润滑涂层聚硅氧烷的溶解、稀释用溶剂组合物。该溶剂组合物由反式-1，2-二氯乙烯、4-氯三氟甲苯和至少一种含1-4个碳原子的醇按一定比例复配而成。该溶剂组合物中反式-1，2-二氯乙烯含量为50〜94wt%、4-氯三氟甲苯含量为5〜40wt%、醇含量为1〜10wt%。The invention provides a solvent composition for dissolving and diluting the lubricating coating polysiloxane of an injection needle. The solvent composition is compounded by trans-1,2-dichloroethylene, 4-chlorobenzotrifluoride and at least one alcohol containing 1-4 carbon atoms in a certain proportion. In the solvent composition, the content of trans-1,2-dichloroethylene is 50-94wt%, the content of 4-chlorobenzotrifluoride is 5-40wt%, and the content of alcohol is 1-10wt%.
本发明的溶剂组合物中，反式-1，2-二氯乙烯含量为50〜94wt%，反式-1，2-二氯乙烯的含量小于50wt%时，聚硅氧烷所形成的涂层不均匀，大于94wt%时，溶剂组合物存在闪点。本发明溶剂组合物中优选反式-1，2-二氯乙烯的含量为60〜85wt％。In the solvent composition of the present invention, the content of trans-1,2-dichloroethylene is 50 to 94wt%, and when the content of trans-1,2-dichloroethylene is less than 50wt%, the coating formed by polysiloxane The layer is not uniform, and when it is greater than 94wt%, the solvent composition has a flash point. Preferably, the content of trans-1,2-dichloroethylene in the solvent composition of the present invention is 60 to 85 wt%.
本发明溶剂组合物中，4-氯三氟甲苯的含量在5〜40wt％，小于5wt%时，溶剂组合物存在闪点，大于40wt%时，聚硅氧烷所形成的涂层不均匀，本发明溶剂组合物优选4-氯三氟甲苯的含量为5〜20wt％。In the solvent composition of the present invention, the content of 4-chlorobenzotrifluoride is 5-40wt%, when less than 5wt%, there is a flash point in the solvent composition, and when it is greater than 40wt%, the coating formed by polysiloxane is uneven, The solvent composition of the present invention preferably has a content of 4-chlorobenzotrifluoride of 5 to 20 wt%.
本发明溶剂组合物中，醇的含量为1〜10wt％，优选含量为1〜5wt％。In the solvent composition of the present invention, the content of alcohol is 1~10wt%, and the preferred content is 1~5wt%.
本发明溶剂组合物中，甲醇、乙醇、丙醇、异丙醇、丁醇、仲丁醇(仲丁醇)或叔丁醇都适合使用。优选使用的是仲丁醇或异丙醇。In the solvent composition of the present invention, methanol, ethanol, propanol, isopropanol, butanol, sec-butanol (sec-butanol) or tert-butanol are suitable for use. Preference is given to using sec-butanol or isopropanol.
＜聚硅氧烷涂布溶液＞＜Polysiloxane Coating Solution＞
在本发明中，通过混合上述的溶剂组合物和聚硅氧烷，形成了聚硅氧烷涂布溶液。作为本发明中的聚硅氧烷，可使用于注射针表面涂布用途的各种聚硅氧烷。In the present invention, a silicone coating solution is formed by mixing the above-mentioned solvent composition and silicone. As the polysiloxane in the present invention, various polysiloxanes used for coating the surface of injection needles can be used.
例如，以作为取代基的甲基、苯基、氢原子的二甲基硅油、甲基苯基硅油、甲基氢硅油等线性硅油，另外，具有从线性硅油衍生出的结构部分的反应性硅油、非反应性硅油等改性硅油等。本发明的聚硅氧烷用溶剂组合物特别容易溶解、稀释线性聚硅氧烷。For example, linear silicone oils such as dimethyl silicone oil, methyl phenyl silicone oil, and methyl hydrogen silicone oil with methyl, phenyl, and hydrogen atoms as substituents, and reactive silicone oils with structural moieties derived from linear silicone oils , Non-reactive silicone oil and other modified silicone oils. The solvent composition for polysiloxane of the present invention is particularly easy to dissolve and dilute linear polysiloxane.
再如，以氨基烷基硅氧烷与二甲基硅氧烷的共聚物为主要成分的物质，以含氨基的硅烷与含环氧基的硅烷的反应产物与含有硅烷醇基的聚硅氧烷的反应产物为主要成分的物质，包含在侧链或末端含有氨基的聚硅氧烷和聚硅氧烷的聚硅氧烷混合物，使含氨基的烷氧基硅烷和含环氧基的烷氧基硅烷以及在两末端具有硅烷醇基的聚硅氧烷进行反应而获得的聚硅氧烷与非反应性聚硅氧烷的混合物等。Another example is the copolymer of aminoalkylsiloxane and dimethylsiloxane as the main component, the reaction product of amino-containing silane and epoxy-containing silane and polysiloxane containing silanol group The reaction product of an alkane is a substance mainly composed of a polysiloxane containing an amino group in a side chain or a terminal polysiloxane and a polysiloxane mixture of a polysiloxane, so that the alkoxysilane containing an amino group and the alkane containing an epoxy group Oxysilane, a mixture of polysiloxane obtained by reacting polysiloxane having silanol groups at both ends, and non-reactive polysiloxane, etc.
本发明涂布用聚硅氧烷溶液中的聚硅氧烷的含量为2～7wt％，小于2wt％时，不易形成充分膜厚的涂层，影响注射针的润滑效果，超过7wt％时，涂层过厚，资源浪费。涂布用聚硅氧烷溶液中的聚硅氧烷的含量特别优选为3～5wt％。The content of the polysiloxane in the polysiloxane solution for coating of the present invention is 2 to 7wt%. When it is less than 2wt%, it is difficult to form a coating with sufficient film thickness, which affects the lubricating effect of the injection needle. When it exceeds 7wt%, If the coating is too thick, resources are wasted. The content of polysiloxane in the polysiloxane solution for coating is particularly preferably 3 to 5 wt%.
＜涂布方法＞＜Coating method＞
在本发明中，通过在物品表面涂布上述的聚硅氧烷涂布溶液，并蒸发本发明的聚硅氧烷溶液用溶剂组合物，从而在物品表面形成聚硅氧烷的覆膜。作为可适用本发明的方法的物品，可适用于金属部件、陶瓷部件、玻璃部件等各种材质，特别是优选适用于注射针的针管等。In the present invention, the above-mentioned polysiloxane coating solution is applied to the surface of the article, and the solvent composition for a polysiloxane solution of the present invention is evaporated to form a silicone film on the surface of the article. As articles to which the method of the present invention can be applied, various materials such as metal parts, ceramic parts, and glass parts can be applied, and it is particularly suitable for use in needle tubes of injection needles and the like.
例如，适用于注射针的针管的情况下，作为将聚硅氧烷溶液涂布到注射针的针管的方法，将注射针的针管浸没于聚硅氧烷涂布溶液，涂布到针管的外表面，然后放置在室温或者加温下使溶剂组合物蒸发，形成聚硅氧烷的覆膜的浸渍涂布法。For example, when it is applied to the barrel of an injection needle, as a method of applying the silicone solution to the barrel of the injection needle, the barrel of the injection needle is immersed in the silicone coating solution and coated on the outside of the barrel. The surface is then placed at room temperature or heated to evaporate the solvent composition to form a dip coating method of polysiloxane film.
注射针涂覆聚硅氧烷被包装后要进行灭菌，有多种灭菌方法，但是优选采用环氧乙烷消毒灭菌，因为它既可以有效灭菌，又不会降低润滑性能。Injection needles coated with polysiloxane should be sterilized after being packaged. There are many methods of sterilization, but ethylene oxide sterilization is preferred because it can effectively sterilize without reducing the lubricating properties.
通过本发明的聚硅氧烷溶液稀释使用的溶剂组合物，干燥后，能形成一种无硅酮涂料排斥行为的膜厚均匀的涂层。The solvent composition used by diluting the polysiloxane solution of the present invention, after drying, can form a coating with uniform film thickness without silicone paint repelling behavior.
实施例1Example 1
下面，本发明通过列举例子来具体说明，但本发明并不受限于这些例子。Hereinafter, the present invention will be specifically described by giving examples, but the present invention is not limited to these examples.
聚硅氧烷的溶解性试验Solubility Test of Polysiloxane
按照以下的方法，使用本发明中的溶剂组合物进行了聚硅氧烷的溶解性试验。The solubility test of polysiloxane was performed using the solvent composition in this invention according to the following method.
将表1所示的溶剂组合物100克放入玻璃试样瓶中，作为聚硅氧烷，分别将表1所示的量的硅油(DOW CORNING ® 360 350CST，100质量％，道康宁公司制造)加入并摇动10秒左右。静置，用目视检查，溶解性状况记录于表1中。Put 100 g of the solvent composition shown in Table 1 into a glass sample bottle, and as polysiloxane, silicone oil (DOW CORNING® 360 350CST, 100% by mass, manufactured by Dow Corning Corporation) in the amount shown in Table 1 Add and shake for 10 seconds or so. Stand still, check visually, and record the solubility status in Table 1.
聚硅氧烷溶液的涂布以及干燥性试验Coating and drying test of polysiloxane solution
按照以下的方法，使用本发明中的溶剂组合物进行了聚硅氧烷溶液的涂布试验以及干燥性试验。将表1所示的聚硅氧烷用溶剂组合物与硅油的混合物，即聚硅氧烷涂布溶液涂布到不锈钢制的金属板上，对干燥性进行了评价。另外，干燥(自然干燥)后的涂布膜通过目视来确认，进行涂布性评价。干燥性以及涂布性结果记录于表1中。Using the solvent composition of the present invention, a coating test and a dryness test of a polysiloxane solution were performed according to the following methods. The mixture of the solvent composition for polysiloxane and silicone oil shown in Table 1, that is, the polysiloxane coating solution was applied to a stainless steel metal plate, and the dryness was evaluated. Moreover, the coating film after drying (natural drying) was confirmed visually, and the applicability evaluation was performed. Drying and applicability results are reported in Table 1.
聚硅氧烷溶液中溶剂组合物的可燃性试验Flammability test of solvent compositions in polysiloxane solutions
为评价溶剂组合物的可燃性，根据GB/T21929-2008标准方法，泰格闭口杯闪点测定法，测定了它们的闪点。该闪点是在液体释放蒸汽的量足以在其表面上形成在空气中在点火源作用下是可燃的，但当该活化能撤离时就不能持续燃烧的混合物时的最低温度。溶剂的可燃性评价记于表1。In order to evaluate the flammability of solvent compositions, their flash points were measured according to GB/T21929-2008 standard method, Tiger closed cup flash point determination method. The flash point is the lowest temperature at which a liquid releases a sufficient amount of vapor to form on its surface a mixture which is flammable in air under the action of an ignition source but which cannot sustain combustion when the activation energy is withdrawn. The flammability evaluation of the solvent is shown in Table 1.
表1 溶剂组合物的可燃性及其聚硅氧烷溶液的涂布、干燥性试验结果Table 1 The flammability of the solvent composition and the coating and drying test results of its polysiloxane solution
①A为反式-1，2-二氯乙烯;②B为4-氯三氟甲苯; ③C为仲丁醇。 ① A is trans-1,2-dichloroethylene; ② B is 4-chlorobenzotrifluoride; ③ C is sec-butanol.
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| US5925611A (en) * | 1995-01-20 | 1999-07-20 | Minnesota Mining And Manufacturing Company | Cleaning process and composition |
| US6127430A (en) * | 1998-12-16 | 2000-10-03 | 3M Innovative Properties Company | Microemulsions containing water and hydrofluroethers |
| FR2873713B1 (en) * | 2004-07-29 | 2006-10-13 | Arkema Sa | LOW TEMPERATURE OIL DISSOLUTION PROCESS |
| US20090029274A1 (en) * | 2007-07-25 | 2009-01-29 | 3M Innovative Properties Company | Method for removing contamination with fluorinated compositions |
-
2014
- 2014-11-27 CN CN201410694394.5A patent/CN104387831B/en not_active Expired - Fee Related
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