Biocompatible high-strength glue consisting of citric acid derivative and collagen

A novel CAD–C glue consisting of collagen and citric acid derivative (CAD) was developed. CAD works as a crosslinking reagent of collagen. We prepared CAD by modifying three carboxyl groups of citric acid with N-hydroxysuccinimide in the presence of 1-ethyl-3-(3-dimethyl aminopropyl) carbodiimide hydrochloride. Bonding of this glue to collagen casings increased up to a CAD concentration of 100 mM, then decreased, becoming 50% of the maximum within 5 min, then increased with time and saturated within 10 min. The maximum bonding strength of this glue was 11 times higher than that of fibrin-based glue and similar to that of aldehyde-based glue. Excellent biocompatibility and resorbability were observed even after its subcutaneous injection into the backs of mice, indicating its applicability as a soft-tissue-bonding reagent.     

Effectiveness and biocompatibility of a novel biological adhesive application for repair of meniscal tear on the avascular zone

Abstract

We have investigated the effectiveness and safety of a newly developed biological adhesive for repair of meniscal tear. The adhesive was composed of disuccinimidyl tartrate (DST) as a crosslinker and human serum albumin (HSA) as a hardener. To determine adequate concentration, bonding strength was measured using a tensiometer 5 min after applying the adhesive on the avascular zone tear of porcine meniscus; it was compared with the strengths of commercially available cyanoacrylate-based and fibrin-based adhesives. In vivo examination was performed using Japanese white rabbits, creating longitudinal tears on the avascular zone of meniscus and applying DST–HSA adhesive. Three months after operation the rabbits were sacrificed and tension test and histological evaluation were performed. Bonding strength was measured in three porcine meniscus groups: (i) only suturing, (ii) suturing after applying the adhesive on surface and (iii) suturing using an adhesive-soaked suture. The optimum concentrations were 0.1 mmol of DST and 42 w/v% of HAS. Bonding strength was greatest with cyanoacrylate-based adhesive, followed by DST–HSA adhesive, and fibrin-based adhesive. No inflammation was observed in the synovium or surrounding tissues 3 months after using the DST–HSA adhesive. Bonding strength was greatest with DST–HSA adhesive-soaked suturing group (77 ± 6 N), followed by suturing only group (61 ± 5 N) and surface adhesive application group (60 ± 8 N). The newly developed DST-HSA adhesive is considered safe and may be effective in enforcement of bonding of avascular zone tear of the meniscus.     

Effectiveness and biocompatibility of a novel biological adhesive application for repair of meniscal tear on the avascular zone

We have investigated the effectiveness and safety of a newly developed biological adhesive for repair of meniscal tear. The adhesive was composed of disuccinimidyl tartrate (DST) as a crosslinker and human serum albumin (HSA) as a hardener. To determine adequate concentration, bonding strength was measured using a tensiometer 5 min after applying the adhesive on the avascular zone tear of porcine meniscus; it was compared with the strengths of commercially available cyanoacrylate-based and fibrin-based adhesives. In vivo examination was performed using Japanese white rabbits, creating longitudinal tears on the avascular zone of meniscus and applying DST–HSA adhesive. Three months after operation the rabbits were sacrificed and tension test and histological evaluation were performed. Bonding strength was measured in three porcine meniscus groups: (i) only suturing, (ii) suturing after applying the adhesive on surface and (iii) suturing using an adhesive-soaked suture. The optimum concentrations were 0.1 mmol of DST and 42 w/v% of HAS. Bonding strength was greatest with cyanoacrylate-based adhesive, followed by DST–HSA adhesive, and fibrin-based adhesive. No inflammation was observed in the synovium or surrounding tissues 3 months after using the DST–HSA adhesive. Bonding strength was greatest with DST–HSA adhesive-soaked suturing group (77 ± 6 N), followed by suturing only group (61 ± 5 N) and surface adhesive application group (60 ± 8 N). The newly developed DST-HSA adhesive is considered safe and may be effective in enforcement of bonding of avascular zone tear of the meniscus.     

A Novel Tissue Adhesive Composed of Modified Gelatin and Polysaccharides

A two-component adhesive glue was prepared from gelatin and polysaccharides. Gelatin was modified with ethylenediamine (ED) in the presence of water soluble carbodiimine (WSC) to introduce more amino groups into the original gelatin, while dextran and hydroxyethyl-starch (HES) were oxidized by sodium periodate to convert neighbouring hydroxyl groups into dialdehyde groups. Upon mixing the two polymer components in aqueous solution, Schiff's base reaction occurred between the amino groups in the modified gelatin and the aldehyde groups in the modified polysaccharides to give intermolecular crosslinking and gel formation. This new glue showed a capability to stop bleeding and seal tissues when a cut liver of rat was used for hemostatic experiments. It could also form a gel much faster than fibrin glue in in-vitro experiments. The fastest gel formation took place within 2 sec and the bonding strength to porcine skin was about 225gf/cm2 when an amino-gelatin (55% amino) and an aldehyde-HES (>84% dialdehyde) was mixed. In contrast, the gelation time and bonding strength of fibrin gluewere 5 seconds and 120gf/cm2, respectively. The effective adhesive properties have also been identified by the animal experiments of rat.     

Characterisation of a new bioadhesive system based on polysaccharides with the potential to be used as bone glue

Although gluing bone is in theory a very attractive alternative to classical fracture treatment, this method is not yet clinically established due to the lack of an adhesive which would meet all the necessary requirements. We therefore developed a novel two-component bioadhesive system with the potential to be used as a bone adhesive based on biocompatible and degradable biopolymers (chitosan, oxidised dextran or starch). After mixing in water, the two components covalently cross-link by forming a Schiff’s base. By the same mechanism, the glue binds to any other exposed amino group such as for example those exposed in fractured bone, even in the presence of water. Modified chitosan was synthesised from commercially available chitosan by deacetylation and was then reduced in molecular weight by heating in acid. The amount of free amino groups was analysed by IR. The molecular weight was determined by viscosimetry. Starch or dextran were oxidised with periodic acid to generate aldehyde groups, which were quantified by titration. l-Dopa was conjugated to oxidised dextran or starch in analogy to the gluing mechanism of mussels. Biomechanical studies revealed that the new glue is superior to fibrin glue, but has less adhesive strength than cyanoacrylates. In vitro cell testing demonstrated excellent biocompatibility, rendering this glue a potential candidate for clinical use.     

On the mechanical properties of bovine serum albumin (BSA) adhesives

Biological adhesives, natural and synthetic, are of current active interest. These adhesives offer significant advantages over traditional sealant techniques, in particular, they are easier to use, and can play an integral part in the healing mechanism of tissue. Thus, biological adhesives can play a major role in medical applications if they possess adequate mechanical behavior and stability over time. In this work, we report on the method of preparation of bovine serum albumin (BSA) into a biological adhesive. We present quantitative measurements that show the effect of BSA concentration and cross-linker content on the bonding strength of BSA adhesive to wood. A comparison is then made with synthetic poly(glycidyl methacrylate) (PGMA) adhesive, and a commercial cyanoacrylate glue, which was used as a control adhesive. In addition, BSA samples were prepared and characterized for their water content, tensile strength, and elasticity. We show that on dry surface, BSA adhesive exhibits a high bonding strength that is comparable with non-biological commercial cyanoacrylate glues, and synthetic PGMA adhesive. Tensile testing on wet wood showed a slight increase in the bonding strength of BSA adhesive, a considerable decrease in the bonding strength of cyanoacrylate glue, and negligible adhesion of PGMA. Tests performed on BSA samples demonstrate that initial BSA concentration and final water content have a significant effect on the stress–strain behavior of the samples.     

大豆蛋白胶黏剂及其胶合板防霉研究进展

目的 改进大豆蛋白胶易霉变、储存时间短,将其作为胶黏剂使用制备的板材性能低等缺点,提高胶合板的使用寿命,使板材的适用范围和领域得以拓宽。方法 通过综述大豆蛋白胶和胶合板易发霉原因,以及近年来国内外在针对大豆蛋白胶和胶合板防霉性能方面的研究进展,分析其改性原理以及仍存在的问题,介绍原子转移自由基聚合（ATRP）法目前在豆胶改性中的应用。结论 采用ATRP法对大豆蛋白胶黏剂进行防霉接枝改性,可在保证胶合强度的同时延长胶合板使用时间,为今后制备具有优良防霉性能的大豆蛋白胶合板以及工业化推广提供新思路。     

助剂在骨胶粘合剂中的应用研究

以骨胶为基料,环氧氯丙烷为交联剂,制备新型环保粘合剂,调节pH值,研究脱色剂、表面活性剂、固化剂和无机填料等助剂对它的影响.通过电子显微镜、粘度计和热重分析对其性能进行检测.研究结果为骨胶粘合剂的工业生产提供一定的基础.     

磷酸钙骨粘合剂的研究

在柠檬酸中添加壳聚糖配成的固化液与磷酸钙骨水泥(CPC)调和制备的骨修复材料具有类似口香糖的胶状特性, 可应用于碎骨粘结, 称之为磷酸钙骨粘合剂(CPCBA)。本研究考察了柠檬酸的含量对抗压强度、固化时间、水化产物和粘结强度的影响, 同时对该体系进行了初步的体外生物学评价。结果显示, 加入柠檬酸可以缩短固化时间并且时间可以通过柠檬酸的含量进行调控, 同时也改善了抗水性能。壳聚糖可以与骨水泥中的钙离子发生螯合作用, 可以增加界面的粘结强度。小鼠原成骨细胞(MC3T3-E1)在其表面粘附良好, 该体系骨水泥有望取代PMMA成为新的骨粘结剂。     

In vitro evaluation of tissue adhesives composed of hydrophobically modified gelatins and disuccinimidyl tartrate

The effect of the hydrophobic group content in gelatin on the bonding strength of novel tissue–penetrating tissue adhesives was evaluated. The hydrophobic groups introduced into gelatin were the saturated hexanoyl, palmitoyl, and stearoyl groups, and the unsaturated oleoyl group. A collagen casing was employed as an adherend to model soft tissue for the in vitro determination of bonding strength of tissue adhesives composed of various hydrophobically modified gelatins and disuccinimidyl tartrate. The adhesive composed of stearoyl-modified gelatin (7.4% stearoyl; 10Ste) and disuccinimidyl tartrate showed the highest bonding strength. The bonding strength of the adhesives decreased as the degree of substitution of the hydrophobic groups increased. Cell culture experiments demonstrated that fluorescein isothiocyanate-labeled 10Ste was integrated onto the surface of smooth muscle cells and showed no cytotoxicity. These results suggest that 10Ste interacted with the hydrophobic domains of collagen casings, such as hydrophobic amino acid residues and cell membranes. Therefore, 10Ste–disuccinimidyl tartrate is a promising adhesive for use in aortic dissection.     

超声强化氨基化多壁碳纳米管改性环氧黏接接头性能研究

目的 探究超声处理对氨基化多壁碳纳米管(MWCNTs–NH₂)改性环氧黏接接头黏接性能和热稳定性的影响,为强化MWCNTs–NH₂改性环氧胶黏剂与铝合金的黏接提供参考。方法 通过机械搅拌与声波破碎的方法将质量分数为0.75%的MWCNTs–NH₂添加到环氧胶黏剂基体中,使用MWCNTs–NH₂改性环氧胶黏剂制备铝合金黏接接头,基于超声辅助黏接工艺在铝合金黏接过程中进行超声处理。通过傅里叶变换红外光谱仪(FTIR)分析MWCNTs–NH₂改性环氧胶黏剂基体官能团的变化情况。采用单搭接剪切强度试验测定黏接接头的拉伸剪切强度。通过扫描电子显微镜(Scanning Electron Microscope,SEM)观察黏接接头拉伸失效断面以及铝合金与胶黏剂间的黏接界面。通过热失重分析仪(TGA)测试并记录胶黏剂试样质量随温度变化的曲线。结果 经超声处理后,MWCNTs–NH₂与树脂基体间的化学反应增强。与纯环氧黏接接头相比,超声处理后的MWCNTs–NH_2...     

In vitro evaluation of tissue adhesives composed of hydrophobically modified gelatins and disuccinimidyl tartrate

Abstract

The effect of the hydrophobic group content in gelatin on the bonding strength of novel tissue–penetrating tissue adhesives was evaluated. The hydrophobic groups introduced into gelatin were the saturated hexanoyl, palmitoyl, and stearoyl groups, and the unsaturated oleoyl group. A collagen casing was employed as an adherend to model soft tissue for the in vitro determination of bonding strength of tissue adhesives composed of various hydrophobically modified gelatins and disuccinimidyl tartrate. The adhesive composed of stearoyl-modified gelatin (7.4% stearoyl; 10Ste) and disuccinimidyl tartrate showed the highest bonding strength. The bonding strength of the adhesives decreased as the degree of substitution of the hydrophobic groups increased. Cell culture experiments demonstrated that fluorescein isothiocyanate-labeled 10Ste was integrated onto the surface of smooth muscle cells and showed no cytotoxicity. These results suggest that 10Ste interacted with the hydrophobic domains of collagen casings, such as hydrophobic amino acid residues and cell membranes. Therefore, 10Ste–disuccinimidyl tartrate is a promising adhesive for use in aortic dissection.     

骨胶粘合剂改性新工艺研究

研究了以环氧氯丙烷接枝共聚改性骨胶的制备工艺,通过对影响该合成工艺的各种因素如水胶比、加碱量、碱解时间等的分析,初步探讨出了一条与传统改性工艺不同的改性路线.所得到的改性骨胶粘合剂凝固点低,粘结强度高.     

Biothermoplastics from hydrolyzed and citric acid Crosslinked chicken feathers

We demonstrate a novel approach of developing thermoplastic films from feathers by alkaline hydrolysis and crosslinking with citric acid. Unlike previous approaches that used toxic chemicals, complicated and/or expensive methods to develop films, in this research, feathers were hydrolyzed using various concentrations of alkali and the hydrolyzed feathers were compression molded into films using glycerol as plasticizer and crosslinked with citric acid to improve water stability. Alkali hydrolyzed feathers could be compression molded into films with tensile strength of 5.9 MPa and elongation of 31.7% but had poor wet strength. Feather films crosslinked with citric acid had tensile strength of 1.9 MPa and elongation of 24.6% after being in 90% humidity at 21 °C for 24 hours. Alkaline hydrolysis and citric acid crosslinking provides an opportunity to develop inexpensive and biodegradable thermoplastics from the inexpensive, renewable and sustainable poultry feathers.     

Using silane-functionalized graphene oxides for enhancing the interfacial bonding strength of carbon/epoxy composites

Silane-functionalized graphene oxides (sGOs) were fabricated with four different self-assembled monolayers (SAMs) to reinforce an epoxy adhesive, with the aim of improving the bonding strength of carbon/epoxy composites. The oxygen-containing groups on the surface of graphene oxide (GO) were converted by the SAMs to amine, epoxy, or alkyl groups. The successful reaction between the silane molecules of the SAMs and functional groups of GO was evidenced by the results of different characterization methods such as Fourier transform infrared spectroscopy. It was found that the average thickness of the sGO flakes was higher than that of GO flakes. The bonding strength of a carbon fiber/epoxy composite, tested with a single lap joint bonded with an epoxy adhesive, was increased by 53% after the addition of a sGO that contained amine groups. These results show that sGOs, especially those containing amine functional groups, can strengthen the interfacial bonding between the carbon fibers and epoxy adhesive.     

Klebtechnik – multifunktionales Fügen für den nachhaltigen Werkstoffeinsatz im 21. Jahrhundert

Adhesive bonding technology – multifunctional joining for the sustainable use of materials in the 21^st century Adhesive bonding meets the key requirements for the sustainable joining technology of the 21^st Century: different materials can be assembled with integrated additional functions in a weight saving manner. The review paper outlines introductory the origin and the commercial relevance of adhesive bonding technology. Methods of surface treatment and the meaning of adhesion and cohesion are discussed. The classification of the adhesives occurs according to the setting mechanism. The right selection is explained. The comparison with other joining technologies is important for the assessment of adhesive bonding. The geometric design of the joint is based on construction guidelines: one should avoid stress peaks and maximize the glue area. Simple notes for the strength calculation make dimensioning easier. Materials testing in adhesive bonding engineering is described. The thick‐adherend tensile shear test is suited for the in situ determination of mechanical characteristics. Applications of adhesive bonding in aviation and aerospace and transportation are presented. Besides these traditional industries, new markets in sectors like electronics and medicine are opened up. Due to high strength and deformability, chemically curing products solve demanding tasks in adhesive bonding and sealing technology.     

TMP/蔗糖改性鞋用水性聚氨酯胶粘剂的合成及性能表征

以聚乙二醇(PEG)、异佛尔酮二异氰酸酯(IPDI)为基料.三羟甲基丙烷(TMP)、蔗糖为交联剂改性制备水性聚氨酯胶粘剂.通过差示扫描量热(DSC)、凝胶渗透色谱(GPC)和激光粒度仪等考察了TMP含量对水性聚氨酯乳液和胶膜性能的影响,确定TMP在蔗糖体系中的最佳含量,并将制备的胶粘剂用于不同鞋材的粘接.结果表明,随着...     

Effect of Glycine/Citric Acid on the Dissolution Stability of Hard Gelatin Capsules

Abstract

Gelatin capsule crosslinking is a well-known phenomenon that results in reduced dissolution of capsule products with the passage of time and/or under accelerated stability conditions. These studies describe one means of preventing capsule crosslinking by incorporating glycine and citric acid into a triamterene/hydrochlorothiazide 37.5/25 mg capsule formulation (triam/HCTZ). Triam/HCTZ without glycine and citric acid showed extensive capsule crosslinking and then failed the USP dissolution specification after a 4-week accelerated (40°C/85% relative humidity [RH]) stability study. Triam/HCTZ containing glycine alone showed some improvement in the dissolution stability but did not prevent gelatin crosslinking. This formulation also failed dissolution specifications after a 4-week accelerated stability study. The same results were obtained when only citric acid was incorporated into the triam/HCTZ. However when glycine and citric acid were incorporated together into the triam/HCTZ, crosslinking was completely prevented. Dissolution profiles remained the same throughout 12-week accelerated stability studies, with little or no drop in the dissolution values throughout the test period. The above results were confirmed with follow-up studies using gemfibrozil and piroxicam as model drugs. Disintegration times for gemfibrozil and piroxicam capsule formulations without glycine and citric acid increased dramatically with observed pellicle formation, but there was little or no change in the disintegration time of the model drugs formulated with glycine and citric acid. The results of these studies demonstrated that when glycine and citric acid are present in some gelatin capsule formulations, pellicle formation or crosslinking of the capsule gelatin is prevented.     

Structural behavior of double-lap shear adhesive joints with metal substrates under humid conditions

Structural adhesive bonding is very often used joining method in aerospace and automotive industry, but in civil engineering, especially in façade applications, semi-flexible or semi-rigid adhesives are still rarely used. The article is focused on experimental analyses of structural adhesive joints intended for façade applications (e.g. bonding of façade cladding elements to the supporting substructure). The experimental study contains a comparison of the structural behavior of two different adhesives in joints with aluminum or zinc-electroplated steel substrates with various surface pre-treatments. The main goal of the study is a comparison of the mechanical properties of joints exposed and unexposed to laboratory ageing conditions; immersion on demineralized water according to ETAG 002 (Guideline for European Technical Approval for Structural Sealant Glazing Kits). Water content in adhesive layer can change significantly its mechanical properties and adhesion of glue to the substrate. Ageing resistance of joint can be improved by durability increasing of the substrate. For this reason, two different substrate materials with various surface treatments (mechanical roughening, smooth surface, anodizing) were tested. Different adhesive resistance against humid conditions was observed depending on the substrate material and pre-treatment. STP polymer joints showed strength reduction by 30% after immersion for almost all substrates, while acrylate adhesive proved 20% strength reduction for roughened aluminum substrate and 60% strength reduction for zinc-electroplated steel substrate with a roughened surface. The zinc-electroplated steel substrate showed problematic adhesion in case of the acrylate adhesive both reference set of specimens and specimens exposed to laboratory ageing. The positive effect of roughening on adhesion and ageing resistance was clearly observed in the specimens bonded by the acrylate adhesive.

     

Investigation of an Optimum Concentration for Nano-Silica Used as an Adhesive Bonding Strength Enhancer

In this paper, the effect of silica nanoparticles (nano-silica) on the bonding strength of reinforced adhesive joints was experimentally studied in five concentrations. A two-part epoxy-based adhesive (Araldite 2015) was used to bond the adherends as well as silica nanoparticles for strengthening purposes. Nano-silica was added into the adhesive by 1, 1.5, 2, 2.5 and 3 wt.%. Some adhesive joints with and without nanoparticles were tested under uniaxial loading to obtain their bonding strength. The results showed that the change in the bonding strength is a function of nanoparticles concentration. Furthermore, it was concluded that the addition of silica nanoparticles has a suitable effect on the joint strength at an optimum point, in which the joint strength takes its maximum value, and a further increase in the nanoparticles weight fraction causes the joint strength to decrease.