Trioctyl Trimellitate Research Articles

The Impact of Plasticizer Levels in Hardening PVC Plastic

This paper provides a detailed investigation into the effects of Trioctyl Trimellitate (TOTM) plasticizer levels on the hardness of Polyvinyl Chloride (PVC) materials. The study reveals an inverse correlation between the level of TOTM plasticizer and the hardness of PVC, with an increase in TOTM levels leading to a decrease in hardness. This trend is consistent across various PVC samples, despite minor variations. The role of plasticizers in determining the physical and mechanical properties of PVC is further explored, emphasizing their function in reducing PVC’s crystallinity, thereby producing a clearer and more flexible material. This research contributes to the understanding of how plasticizers can be used to tailor the properties of PVC, leading to the development of two distinct types of PVC: Flexible PVC, which contains a plasticizer, and Rigid PVC, which does not. The findings underscore the importance of plasticizers in material design and engineering, offering valuable insights for future applications.

End-of-life vehicle dismantling activity emits large quantities of phthalates and their alternatives: New insights on environmental sources and co-exposure risks

Automotive interiors have been identified as significant sources of various chemicals, yet their occupational hazards for end-of-life vehicle (ELV) dismantlers remain poorly characterized. Herein, eight classes of plasticizers, including 11 phthalates esters (PAEs) and 16 non-phthalates esters (NPAEs), were detected in dust samples from inside and outside ELV dismantling workshops. Moreover, indoor dust from ordinary households and university dormitories was compared. The indoor dust from the ELV dismantling workshops contained the highest concentrations of plasticizers (median: 594 μg/g), followed by ordinary households (296 µg/g), university dormitories (186 µg/g), and outdoor dust (157 µg/g). PAEs remained the dominant plasticizers, averaging 11.7-fold higher than their NPAE alternatives. Specifically, diisononyl phthalate and trioctyl trimellitate were notably elevated in workshop dust, being 15.5 and 4.78 times higher, respectively, than in ordinary household dust, potentially indicating their association with ELV dismantling activities. The estimated daily intake of occupational ELV dismantling workers was up to five times higher than that of the general population. Moreover, certain dominant NPAEs demonstrated nuclear receptor interference abilities comparable to typical PAEs, suggesting potential toxic effects. This study is the first to demonstrate that ELV dismantling activities contribute to the co-emission of PAEs and NPAEs, posing a substantial risk of exposure to workers, which warrants further investigation.

Application of the Hybrid Model to elastohydrodynamic lubrication (EHL) Reference Liquids for Pressure Extrapolation

Reference liquids can be useful in the new quantitative approach to elastohydrodynamic lubrication calculations only if the properties of these liquids are accurately modeled. The pressures in the contact sometimes exceed the pressures of the available viscometer measurements, requiring extrapolation. The previtreous piezoviscous response is always faster-than-exponential with an apparent divergence pressure. Therefore, any model used for extrapolation must possess these characteristics and up to now published work in EHL, where extrapolation of the viscosity of squalane is performed, has not. To date, the only model that has been shown to accurately extrapolate to high pressure is the Hybrid model. This expression was applied to six reference liquids for use in quantitative investigations in EHL. Viscosity measurements for trioctyl trimellitate were extended to 1.1 GPa. The results obtained with high pressure viscometers are preferable over molecular dynamics results if they are different. Molecular dynamics calculations are not currently capable of reliable results for viscosity at very high pressures.

Role of the plasticizers on the crystallization of PLA and its composites with mesoporous MCM-41

Several materials were prepared by melt extrusion, based on an L-rich polylactide (PLA), as polymeric matrix, acetyl tri-n-butyl citrate (ATBC) or trioctyl trimellitate (TOTM), as plasticizer, and mesoporous MCM-41 particles, playing a nucleant role. Influence of the addition of these nucleating particles, together with the comparative effect of the two plasticizers, has been thoroughly evaluated on the features of the several phase transitions existing in the PLA polymeric matrix (glass transition, cold crystallization, α′ to α transition, melting processes and melt crystallization) as well as on the rate of PLA crystallization. The window where this ordering process can take place is shifted down to lower temperatures for these binary and ternary systems and the range of temperatures at which the α′ and α polymorphs crystallize under isothermal crystallization from the glassy state significantly changes in the materials containing ATBC as plasticizer, either the binary or ternary ones. Type of the major crystalline lattice developed at 85 and 110 °C has been confirmed, additionally to the DSC experiments, by FTIR spectroscopy.Graphical abstract

Simultaneous targeted and non-targeted analysis of plastic-related contaminants in e-waste impacted soil in Agbogbloshie, Ghana

An LC-MS based analytical method was developed and validated for the simultaneous targeted analysis and suspect screening of plastic-related contaminants in e-waste impacted soils. Satisfactory recoveries (97 ± 13 %) were achieved using ultrasound-assisted extraction for 14/15 of the targeted analytes (7 bisphenols and 8 plasticizers) in a range of agricultural and non-agricultural soils. The method was applied to 53 soil samples collected in May 2015 in the region of Agbogbloshie (Ghana) at e-waste facilities (incl. Dump, trade, and burn sites), neighboring non-agricultural (incl. upstream, downstream, and community) and agricultural fields, and at two control agricultural sites away from e-waste recycling facilities. Bisphenol A (BPA) and bis(2-ethylhexyl) phthalate (DEHP) were the two dominant contaminants in e-waste soil (with concentrations up to 48.7 and 184 μg g−1, respectively), especially at the trade site, where e-waste was sorted and dismantled. The non-targeted workflow was successfully applied to identify additional plastic-related contaminants previously unreported in e-waste impacted soils, including bis(2-propylheptyl) phthalate, diisononyl phthalate, trioctyl trimellitate, 4-dodecylbenzenesulfonic acid, perfluorooctanesulfonic acid, perfluorobutanesulfonic acid, diphenyl phosphate, and triethylene glycol monobutyl ether. The agricultural soils surrounding the e-waste sites were also contaminated by plastic-related chemicals (especially DEHP), highlighting the impact of e-waste activities on the surrounding agricultural system.

Residues of non-phthalate plasticizers in seawater and sediments from Osaka Bay, Japan

NPPs (Non-phthalate plasticizers) are used as alternative plasticizers to phthalate esters, but there is limited knowledge on environmental residues, and they have not been reported in Japan. A method to analyze NPPs in seawater using solid-phase extraction was developed, and the residual burden of Diisobutyl adipate (DIBA), Acetyl tributyl citrate (ATBC), Di-(2-ethylhexyl) adipate (DEHA), Di-(2-ethylhexyl) sebacate (DEHS) and Trioctyl trimellitate (TOTM) in seawater and sediment from the Osaka Bay was measured. Using an Oasis Max column and acetone as the eluting solvent, the recovery of the target substances in seawater is >68 %. In Osaka Bay, no NPPs were detected in seawater. On the other hand, ATBC and TOTM were detected in the sediment at 36–69 ng/g and 47–131 ng/g, respectively, from about half of the 14 sites, while DEHA and DEHS were detected at 83 ng/g and 181 ng/g, respectively, from only one site.

Co-occurrence of phthalate and non-phthalate plasticizers in dust and hand wipes: A comparison of levels across various sources

E-waste dismantlers' occupational exposure to plasticizers, particularly non-phthalate (NPAE) plasticizers, is poorly understood. This study monitored 11 phthalates (PAEs) and 16 NPAEs in dust and hand wipe samples from Central China e-waste workplace and ordinary homes. Concentrations of plasticizers in dust from e-waste dismantling workshops (median: 217 μg/g) were significantly lower than that from ordinary homes (462 μg/g; p < 0.01), however, the trend was similar but not significant in hand wipes from these two scenarios (50.2 vs. 72.3 μg/m2; p = 0.139). PAEs were still the dominant plasticizers, which is, on average, 5.46 and 3.58-fold higher than NPAEs. In all samples, di-(2ethylhexyl) phthalate (65.4%) and tri-octyl trimellitate (44.9%) were the most common PAE and NPAE plasticizers. Increasing dust concentrations of di-iso-nonyl ester 1,2-cyclohexane dicarboxylic acid, citrates and sebacates were significantly associated with their levels in worker’s hand wipe, by contrast, this trend was not found in general population. Dust ingestion was the main channel, followed by hand-to-mouth contact, all participants’ daily plasticizer intakes (median: 154 ng/kg bw/day) are within safety limits. Our work highlights knowledge gaps about co-exposure to PAEs and NPAEs by multiple pathways in occupational e-waste workers, which could provide baseline data in the future.

Molecular dynamics study on the effect of rheological performance of asphalt with different plasticizers

The main aim of this study is to explore how various plasticizers affect the rheological properties of asphalt and the causes of their varying effects on asphalt. Four plasticizers, namely dioctyl phthalate (DOP), dioctyl adipate (DOA), acetyl tributyl citrate (ATBC), and trioctyl trimellitate (TOTM), were used to modify the base asphalt. The rheological properties of the modified asphalts were assessed by bending beam rheometer (BBR) and dynamic shear rheometer (DSR) tests. The molecular weight distribution and glass transition temperature in the modified asphalts were determined using gel permeation chromatography (GPC) and differential scanning calorimetry (DSC) tests. Finally, molecular dynamics simulations were performed to calculate parameters such as glass transition temperature, mean square displacement, and relative concentration, which elucidate the mechanism of different plasticizers on asphalt. The results suggest that DOA-modified asphalt with 2% modifier admixture exhibits the best low-temperature performance, whereas ATBC has the least effect. The four plasticizers can decrease the size and proportion of large and medium molecular groups in asphalt, reducing the intermolecular forces that impede the asphalt flow at low temperatures. The plasticizer molecules can generate more free space for the thermal movement of asphalt molecules, decreasing the glass transition temperature of the asphalt. Additionally, plasticizer molecules with greater flexibility can insert more easily between asphalt molecules, enhancing their diffusion ability through lubrication. DOA and ATBC can improve the dispersion of both asphaltenes and resins, while DOP and TOTM primarily affect asphaltenes. The distribution of aromatics and saturates is not significantly influenced by any of the four plasticizers.

Co-occurrence of macroplastics, microplastics, and legacy and emerging plasticisers in UK soils

Despite a theoretical link between plastic and plasticiser occurrence in the terrestrial environment, there are few empirical studies of the relationship between these contaminants in soils. We carried out a field study to assess the co-occurrence of plastic waste, and legacy and emerging plasticisers in UK soils (n = 19) from various land uses (woodlands, urban roadsides, urban parklands, landfill-associated). Surface plastics and soil microplastics were quantified and characterised using ATR-FTIR and μ-FTIR. Eight legacy (phthalate) and three emerging (adipate, citrate, trimellitate) plasticisers were quantified using GC–MS. Surface plastics were found at higher prevalence at landfill-associated and urban roadside sites, with levels significantly (2 orders of magnitude) greater than in woodlands. Microplastics were detected in landfill-associated (mean 12.3 particles g−1 dw), urban roadside (17.3 particles g−1 dw) and urban parkland (15.7 particles g−1 dw) soils, but not in woodland soils. The most commonly detected polymers were polyethene, polypropene and polystyrene. Mean ∑plasticiser concentration in urban roadside soils (3111 ng g−1 dw) was significantly higher than in woodlands (134 ng g−1 dw). No significant difference was found between landfill-associated (318 ng g−1 dw) and urban parkland (193 ng g−1 dw) soils and woodlands. Di-n-butyl phthalate (94.7% detection frequency) and the emerging plasticiser trioctyl trimellitate (89.5%) were the most commonly detected plasticisers, with diethylhexyl phthalate (493 ng g−1 dw) and di-iso-decyl phthalate (96.7 ng g−1 dw) present at the highest concentrations. ∑plasticiser concentrations were significantly correlated with surface plastic (R2 = 0.23), but not with soil microplastic concentrations. Whilst plastic litter seems a fundamental source of plasticisers in soils, mechanisms such as airborne transport from source areas may be as important. Based on the data from this study, phthalates remain the dominant plasticisers in soils, but emerging plasticisers are already widespread, as reflected by their presence in all land uses studied.

Study on compatibility mechanism of plasticizer and asphalt based on molecular dynamics

This work aims to reveal the compatibility mechanism of different plasticizers with the base asphalt using molecular dynamics (MD) simulation. For this purpose, four kinds of plasticizers were chosen, namely dioctyl phthalate (DOP), dioctyl adipate (DOA), acetyl tributyl citrate (ATBC), and trioctyl trimellitate (TOTM). The compatibility between those plasticizers and the asphalt was evaluated by various MD simulation parameters, including electric dipole moment, solubility parameters, and binding energy, and the simulation results were verified using macroscopic tests. The results show that the four plasticizers are effectively miscible with asphalt within the temperature range of 130 °C to 170 °C. The optimal temperatures for DOP, DOA, ATBC, and TOTM in modified asphalt preparation are 140 °C, 130 °C, 140 °C, and 150 °C respectively. The saturate component is more miscible with weak polar plasticizers, while the other three asphalt components are more miscible with strong polar plasticizers. TOTM has the best stability in combination with asphalt and ATBC has the worst. Aromatics and saturates have better torsional and bending deformation ability, and are more likely to form stable blending systems with strong polar plasticizers. Asphaltenes and resins have more stable benzene ring structures, they have greater binding energy with DOA, which is chain-variable and weakly polarized.

Nonphthalate Plasticizers in House Dust from Multiple Countries: An Increasing Threat to Humans.

Along with the restrictions of phthalate esters (PAEs), a variety of nonphthalate plasticizers (NPPs) have been increasingly used for industrial needs. Knowledge remains limited on the environmental occurrences, fate, and human exposure risks of many emerging NPPs. In this study, we investigated a suite of 45 NPPs along with the major PAEs in house dust from five regions in the Asia-Pacific region and the United States. The findings clearly demonstrated ubiquitous occurrences of many NPPs in the home environment, particularly acetyl tributyl citrate (ATBC), tricapryl trimellitate (TCTM), trioctyl trimellitate (TOTM), glycerol monooleate (GMO), methyl oleate (MO), and diisobutyl adipate (DiBA). The median total concentrations of NPPs ranged from 17.8 to 252 μg/g in the study regions, while the mean ratios of ΣNPPs to ΣPAEs ranged from 0.19 (Hanoi) to 0.72 (Adelaide). Spatial differences were observed not only for the chemical abundances but also for the composition profiles and the hazard quotient (HQ) prioritization of individual chemicals. Although the current exposure may unlikely cause significant health risks according to the HQ estimation, potential exposure risks cannot be overlooked, due to the lack of appropriate toxic threshold data, the existence of additional exposure pathways, and possible cocktail effects from coexisting NPPs and PAEs.

Radiation-Tolerant Thin-Film Electrodes for pH Monitoring in Sterile Media.

Thin-film pH electrodes on thermoplastic substrates can be subjected to γ-radiation (up to 45 kGy) without loss of stability or sensing performance, with important ramifications for monitoring analytes in sterile environments. pH-sensing membranes composed of polyvinyl chloride (PVC), trioctyl trimellitate (TOTM), and a standard hydrogen ionophore were cast onto screen-printed carbon electrodes with exfoliated graphene as a solid contact. Irradiated thin-film electrodes were conditioned in phosphate buffers and monitored for up to 3 months for changes in voltage readout and pH sensitivity, relative to untreated controls. The sensitivities of both irradiated and control electrodes were consistently Nernstian over a 100 day window, with both types exhibiting logarithmic voltage decays but in opposite directions. The γ-irradiated electrodes had excellent long-term stability with quasi-linear voltage drifts of +0.28 mV (∼0.005 pH) per day. Voltage readouts from sterilized thin-film electrodes in cell culture media could be converted by single-point calibration into pH values that fell within 0.07 units relative to a commercial pH meter (calibrated daily).

ECTFE Membrane Fabrication Using Green Binary Diluents TEGDA/TOTM and Its Performance in Membrane Condenser.

Poly(ethylene-chlorotrifluoroethylene) (ECTFE) membrane is a hydrophobic membrane material that can be used to recover water from high-humidity gases in the membrane condenser (MC) process. In this study, ECTFE membranes were prepared by the thermally induced phase separation (TIPS) method using the green binary diluents triglyceride diacetate (TEGDA) and trioctyl trimellitate (TOTM). Thermodynamic phase diagrams of the ECTFE/TEGDA: TOTM system were made. The effects of the diluent composition and cooling rate on the structure and properties of the ECTFE membranes were investigated by characterizing the SEM, contact angle, mechanical properties, pore size and porosity. The results showed that ECTFE membranes with cellular structure were successfully prepared and exhibit good mechanical properties. Moreover, increasing the TOTM content in the binary diluents and decreasing the cooling rate could effectively improve the mean pore size of the ECTFE membranes, but the increase in TOTM content reduced the mechanical properties. During the MC process, the water recovery performance of ECTFE membranes increased with the increase in the mean pore size of the membranes, and the condensation flow and water recovery of membrane prepared at 20% TOTM were 1.71 kg·m−2·h−1 and 54.84%, respectively, which were better than the performance of commercial hydrophobic PVDF membranes in the MC. These results indicated that there is good potential for the application of ECTFE membranes during the MC process.

Characterization and Exposure Risk Assessment of Non-phthalate Plasticizers in House Dust from Guangzhou

Although non-phthalate plasticizers are widely used in various consumer products as substitutes for phthalates, currently little is known about their environmental occurrence and the risks of human exposure. To characterize the pollution and human exposure risk in indoor environments, house dust samples collected from 83 households in Guangzhou were analyzed for twelve typical non-phthalate plasticizers. Results showed that dioctyl terephthalate (DEHT), trioctyl trimellitate (TOTM), acetyl lemon tributyl ester (ATBC), heptylnonyl adipate, di(2-ethylhexyl) adipate, and trioctyl trimellitate were detected in all samples. The total concentrations of non-phthalate plasticizers ranged from 22.4 to 615 μg ·g-1 with a median of 101 μg ·g-1. DEHT had the highest concentrations (9-487 μg ·g-1), followed by TOTM (0.3-87 μg ·g-1) and ATBC (1.7-50 μg ·g-1). Daily intakes via dust ingestion for adults and children were estimated based on the dust concentrations. The total daily intake of children was 367 ng ·(kg ·d)-1, which was 8-9 times higher than that of adults[43 ng ·(kg ·d)-1]. Further risk assessment through the hazard quotient approach showed that the exposure of adults and children to non-phthalic plasticizers via dust ingestion was within an acceptable risk range.

Preparation of ECTFE porous membrane with a green diluent TOTM and performance in VMD process

In order to mitigate the harm of solvent volatilization during thermally induced phase separation (TIPS), more and more green solvents/diluents were developed, produced and applied in the membrane field. In this paper, trioctyl trimellitate (TOTM), an environmentally friendly diluent with high boiling point and low vapor pressure, was firstly introduced to prepare porous membranes, especially hydrophobic poly(ethylene-chlorotrifluoroethylene) (ECTFE) membranes by TIPS. Effects of ECTFE content on the membrane properties, including morphology, pore size distribution, porosity, liquid entry pressure of water (LEPw), water contact angle (WCA) and mechanical properties were characterized. Then the prepared ECTFE membranes were tested in vacuum membrane distillation (VMD). Phase diagram of this new ECTFE/TOTM binary system presented the existence of liquid-liquid (L-L) phase separation region when the ECTFE content was below 40%. The characterization results showed that the 15 wt% ECTFE membranes presented the continuous structure without the production of dense layer, but as the further increasing of polymer content, the spherulite structure began to be observed and surface became denser. Significantly, all the prepared ECTFE membranes exhibited excellent hydrophobicity. The liquid entry pressure of water (LEPw) and water contact angle (WCA) of 20 wt% ECTFE membranes reached 0.42 MPa and 139.9°, respectively. Moreover, in VMD, the prepared membranes exhibited high permeability (permeation flux was 23.09 kg/(m2.h)) and separation (salt rejection was 99.9%) performance. The above results show that the prepared ECTFE membrane showed promising stability performance in long-term operation of VMD for concentration of salt solution.

Occurrence, distribution, and sources of phthalates and non-phthalate plasticizers in sediment from semi-enclosed bays of Korea

Due to strong regulation of phthalates, non-phthalate plasticizers (NPPs) have been introduced to the industrial market. In this study, concentrations of 16 phthalates and five NPPs in sediment were measured to investigate the occurrence, potential source, and ecotoxicological implications of these contaminants. Phthalates and NPPs were detected in all sediment samples, indicating ubiquitous contaminants. Di(2-ethylhexyl)phthalate (DEHP) and trioctyl trimellitate (TOTM) were the dominant for phthalates and NPPs, respectively, implying emerging contamination by TOTM. Spatial distribution of these contaminants showed decreasing gradients from inner to outer bays. Clear declining trends in phthalate and NPP concentrations were found in sediment near a wastewater treatment plant outfall, suggesting a potential source of contamination. Approximately 95% of sediment samples exceeded sediment quality guidelines for DEHP suggested by previous studies, implying that benthic organisms are suffering from adverse biological effects. This is the first report on the occurrence of NPPs in the coastal environment.

Appropriate Removal of Forest Litter is Beneficial to Pinus tabuliformis Carr. Regeneration in a Pine and Oak Mixed Forest in the Qinling Mountains, China

Research Highlights: Natural regeneration is important in pine–oak mixed forests (Pinus armandii Franch., Pinus tabuliformis Carr., and Quercus aliena Bl. var. acuteserrata Maxim.ex Wenz.), but allelopathy as a limiting factor has not been studied. Our research provides insights into allelopathy in pine–oak mixed forest litter. Background and Objectives: Allelopathy among tree species occupying the same ecological niche in mixed forests may adversely affect regeneration. We studied allelopathy in pine and oak forest litter to determine the effect on regeneration, whether it is offset by adding activated carbon or plant ash, and what allelopathic substances are present. Materials and Methods: We used laboratory seed culture and field seeding to determine pine and oak litter regeneration effects on P. tabuliformis and P. armandii in the Qinling Mountains, China. In the laboratory, we irrigated seeds with three different litter concentrations. A fourth treatment incorporated activated carbon. The field study established small quadrats in mixed forest to study how removing or retaining litter and spreading plant ash affected sown seeds. High performance liquid chromatography–mass spectrometry was used to compare differences in chemical substances in extracts with and without activated carbon. Results: Litter extracts significantly affected germination rates in both species. Seedling morphological and physiological indexes showed that litter extracts negatively affected growth in both species, but activated carbon alleviated this inhibitory effect on P. armandii. Forest stand and litter did not affect P. armandii seed germination. Pinus tabuliformis germination rates were significantly higher in plots with removed litter than when litter was retained or plant ash spread, and lower in oak than pine forest. Allelopathic substances detected in pine forest were trioctyl trimellitate, amyloid β-Peptide 10–20, and triisobutyl phosphate, potentially affecting P. armandii seed germination and growth. Conclusions: Appropriate removal of litter in mixed forests can improve the natural regeneration ability of P. tabuliformis.

Occurrence and emission of phthalates and non-phthalate plasticizers in sludge from wastewater treatment plants in Korea.

Phthalates are endocrine-disrupting chemicals that cause adverse health effects in wildlife and humans. Due to domestic and global regulations of phthalates in commercial products, non-phthalate plasticizers (NPPs) have been introduced into industrial markets. Few studies have been conducted on the occurrence of phthalates and NPPs in sludge from wastewater treatment plants (WWTPs). In this study, sludge samples were collected from 40 WWTPs in Korea to investigate the occurrence, compositional profiles, and emission flux of phthalates and NPPs. Total concentrations of phthalates and NPPs in sludge ranged from 4.7 to 1400 (mean: 110) μg/g dry weight and from 0.17 to 780 (mean: 28.0) μg/g dry weight, respectively. Di(2-ethylhexyl)phthalate (DEHP) was a predominant compound, suggesting widespread consumption in Korea. Di(2-ethylhexyl)terephthalate (DEHT) was dominant in industrial sludge samples, whereas di-isononyl cyclohexane-1,2-dicarboxylate (DINCH) and trioctyl trimellitate (TOTM) were dominant in domestic sludge. This implies different consumption patterns of phthalate alternatives by industry and domestic activities. Concentrations of NPPs were significantly correlated with those of high-molecular-weight (HMW) phthalates, indicating that HMW phthalates were preferentially replaced by NPPs. The emission fluxes of phthalates via domestic WWTP activities were higher than those measured for industrial WWTPs, while the emission fluxes of NPPs via industrial WWTPs were higher than those found for domestic and industrial WWTPs. This indicates that phthalate emissions are associated with household activities, while NPP emissions are associated with industrial activities.

Recovery From a Myocardial Infarction Is Impaired in Male C57bl/6 N Mice Acutely Exposed to the Bisphenols and Phthalates That Escape From Medical Devices Used in Cardiac Surgery.

Bisphenols and phthalates leach from medical devices, and this exposure is likely to increase in postcardiac surgery patients. Previous studies suggest that such chemical exposure may impact recovery and wound healing, yet the direct effects of bisphenols and phthalates are unknown in this context. To study the direct effect of clinically based chemical exposures, we measured the metabolites representative of 6 bisphenols and 10 phthalates in men before and after cardiac surgery and then replicated this exposure in a mouse model of cardiac surgery and assessed survival, cardiac function and inflammation. Bisphenol A (BPA), di-ethyl hexyl phthalate (DEHP), butylbenzyl phthalate, di-isodecyl phthalate, and di-n-butyl phthalate metabolites were increased after surgery. DEHP exposure predominated, was positively correlated with duration on the cardiopulmonary bypass machine and exceeded its tolerable daily intake limit by 37-fold. In vivo, C57bl/6 N male mice treated with BPA+phthalates during recovery from surgery-induced myocardial infarction had reduced survival, greater cardiac dilation, reduced cardiac function and increased infiltration of neutrophils, monocytes and macrophages suggesting impaired recovery. Of interest, genetic ablation or estrogen receptor beta (ERβ) antagonism did not improve recovery and replacement of DEHP with tri-octyl trimellitate or removal of BPA from the mixture did not ameliorate these effects. To examine the direct effects on inflammation, treatment of human THP-1 macrophages with BPA and phthalates induced a dysfunctional proinflammatory macrophage phenotype with increased expression of M1-type macrophage polarization markers and MMP9 secretion, yet reduced phagocytic activity. These results suggest that chemicals escape from medical devices and may impair patient recovery.

The Synthesis, Physicochemical Properties, and Thermo-Oxidative Stability of Esters of a Tricarboxylic Acid of the Adamantane Series

A series of triesters of 3,5-bis(carboxymethyl)-1-adamantanecarboxylic acid have been synthesized and their physicochemical and thermo-oxidative properties have been studied. The properties of the obtained triesters have been compared to those of trioctyl trimellitate, which is used as a plasticizer and a component of various lubricating materials.