Physicochemical Characterization,Fatty Acid And Tocopherol Content of Moringa ovalifolia (African Moringa) Oil From Namibia

Moringa ovalifolia tree is indigenous to Namibia and is a multipurpose tree whose leaves, pods, fruits, and flowers are edible. The tree is well adapted to the harsh climatic conditions of the region and easily cultivated. In this paper, we investigate the physicochemical characteristics of the oil extracted from M. ovalifolia seeds collected from Remhoogte Farm, Khomas region, Namibia. The oil yield was 34.86 ± 2.47%. The oil contained a high level of monounsaturated fatty acids, with oleic acid (18:1) being the dominant one. The oil had high levels of tocopherol, with a total of 44.56 mg 100 g^?1 of oil, comprising α‐tocopherol (33.94 mg 100 g^?1), β‐tocopherol (6.64 mg 100 g^?1), and δ‐tocopherol (3.98 mg 100 g^?1). High levels of stigmasterol (142.41 mg 100 g^?1) and β‐sitosterol (330.70 mg 100 g^?1) were also detected. The seed oil exhibited good‐quality characteristics, making it a useful new seed oil to be considered for food and nonfood applications.     

Unexploited Thapsia garganica,Orlaya maritima,and Retama raetam Seeds: Potential Sources of Unsaturated Fatty Acid and Natural Antioxidants

Total lipid contents, fatty acid compositions, phenolic profiles and antioxidants activities of seeds from Thapsia garganica, Orlaya maritima, and Retama raetam were investigated. The oil values were more than 26 %, except seeds of R. raetam (ca. 3 %). Unsaturated fatty acids accounted for the majority of the fatty acids (more than 75 %). Oleic and linoleic acid were the predominant fatty acids. Total phenolic compounds (24–104 mg GAE g^?1 DR), total flavonoids (4–102 mg QE g^?1g DR), total tannins (28–85 mg GAE g^?1 DR) and condensed tannins (0.62–131 mg CE g^?1 DR) were also determined. The antioxidant activities using different assays were evaluated. The predominant detected classes were the phenolic acids (42–85 %) and the flavonoids (11–48 %). The major phenolic acids were caffeic, trans‐4‐hydroxy‐3‐methoxycinnamic, p‐coumaric, and gallic acid. The predominant flavonoids were quercetin, luteolin, naringin, apigenin, and kaempferol. This study brings attention to the medicinal importance of these species as a source of oil and antioxidant molecules.     

Effect of Dietary Replacement of Soybean Oil with Different Sources of Gamma‐Linolenic Acid on Fatty Acid Composition of Nile Tilapia

Gamma‐linolenic acid (GLA) plays an important role in the prevention and/or treatment of certain diseases. In this work, we investigate the incorporation of GLA from supplemented feed diets with borage oil (BO) and evening primrose oil (EPO) as substitutes for soybean oil (SO) into the composition of tilapia fillet lipids. High contents of PUFA and n‐6 fatty acids were quantified in fish fillet after 30 days of treatment with SO, BO, and EPO. Feed diets containing BO and EPO were efficient in the incorporation of GLA into fish. Compared to the initial day of the experiment, the increase of GLA was significant (from 6.43 to 13.99 and 15.12 mg g^?1, in lipids of fish treated for 30 days with BO and EPO, respectively). The increase of GLA was also observed in fish which were fed with SO diet (6.43–11.43 mg g^?1). Principal component analysis (PCA) allowed the separation of the treatments and discriminated BO and EPO in a group of fish that received the GLA supplemented diet. In addition to GLA, n‐3 fatty acids were important in the characterization of SO diet and affected the separation of BO and EPO from SO in the PCA score plot.     

Molecular Finger Printing of Nutra-Coconut Oil with Improved Health Protective Phytoceuticals and its Efficacy as Frying Medium

Coconut oil is rich in medium chain triglycerides but lacks polyunsaturated fatty acids (PUFA) and bio‐active phytoceuticals. In the present work nutra‐coconut oil was prepared by blending coconut oil and flaxseed oil (70:30) and adding 3000 ppm of flaxseed cake concentrate using ethanol, methanol and 20 % aqueous ethanol. The concentrate prepared from flaxseed was from ethanol as it gave maximum yield. The different bio‐active molecules in flaxseed concentrate observed are polyphenols (39.04 %), tocopherols (4.37 %), ferulic acid (0.17 mg g^?1), p‐coumaric acid (2.24 mg g^?1), chlorogenic acid (16.11 mg g^?1), gallic acid (8.58 mg g^?1), sinapic acid (0.64 mg g^?1) and secoisolariresinol (30.13 mg g^?1). The nutra‐coconut oil was found to have polyphenols (2.86 %), tocopherols (442.96 ppm) and antiradical activity (94 %). The PUFA content was found to increase in nutra‐coconut oil significantly (p < 0.05) (2–22 %). The FT‐IR spectra of nutra‐coconut oil revealed that the peak at 3009 and 1651 cm^?1 was associated with the presence of unsaturated fatty acids. There was no significant (p > 0.05) difference observed in sensory attributes of snack food fried using coconut oil and nutra‐coconut oil indicating that the later could be used as a frying medium and useful for food processing industries.     

Volatile fatty acid production during anaerobic mesophilic digestion of solid potato waste

The production of volatile fatty acids by anaerobic digestion of solid potato waste was investigated using a batch solid waste reactor with a working capacity of 2 dm^?3 at 37°C. Solid potato waste was packed into the digester and the organic content of the waste was released by microbial activity by circulating water over the bed, using batch loads of 500 g or 1000 g potato waste. The sequence of appearance of the volatile fatty acids was (acetic, propionic); (n‐butyric); (n‐valeric, iso‐valeric, caproic); (iso‐butyric). After 300 h digestion of potato waste on a small scale, the fermentation products were chiefly (mg g^?1 total VFAs): acetic acid (420), butyric acid (310), propionic acid (140) and caproic acid (90), with insignificant amounts of iso‐butyric acid, n‐valeric and iso‐valeric acids. When the load of potato solids was increased, the volatile fatty acid content was similar, but butyric acid constituted 110 mg g^?1 and lactic acid 400 mg g^?1 of the total volatile fatty acids. The maximum soluble chemical oxygen demand (COD) achieved under the experimental conditions used was 27 and 37 g COD dm^?3 at low and high loadings of potato solids, respectively. The total volatile fatty acids reached 19 g dm^?3 of leachate at both loads of potato solid waste. Gas production was negligible, indicating that methanogenic activity was effectively inhibited. Copyright © 2004 Society of Chemical Industry     

A Fast and Green Extraction Method for Berry Seed Lipid Extraction Using CO2 Expanded Ethanol Combined with Sonication

In this work, a combination of sonication and carbon dioxide expanded liquid extraction (SA‐CXLE) is used for the first time for the extraction of lipids from berry seeds. Three solvents (ethanol, methanol and ethyl lactate) are screened for the best recoveries of total lipids. Ethanol is selected due to its efficiency, greenness and sustainability. The effects of operation variables including temperature, time and CO₂ molar fraction on extraction performance are examined using a response surface methodology. The optimum conditions were found at 0.37 molar fraction of CO₂ in ethanol, a temperature of 52 °C and an extraction time of 7 min for two cycles. The SA‐CXLE method extracts 323 ± 38 mg g^?1 seed compared to 194 ± 23 using a conventional solid‐liquid extraction. SA‐CXLE is successfully applied to profile lipids from gooseberry, blackcurrant, chokeberry, red currant, and rowanberry seeds. More than 17 lipid classes are characterized and identified. Gooseberry shows the highest amount of oil of 352 mg g^?1 seed. Practical Applications: The developed method provides a fast, efficient and simple approach to extract and profile lipids using a combination of green solvents. Total lipid content and fatty acids composition of the berry seeds are essential information in pharmaceutical, cosmetic, food and nutritional applications.     

Mass Spectrometric Confirmation of γ-Linolenic Acid Ester-Linked Ceramide 1 in the Epidermis of Borage Oil Fed Guinea Pigs

Ceramide 1 (Cer1), a Cer species with eicosasphingenine (d20:1) amide‐linked to two different ω‐hydroxy fatty acids (C30wh:0:C32wh:1), which are, in turn, ester‐linked to linoleic acid (LNA; 18:2n‐6), plays a critical role in maintaining the structural integrity of the epidermal barrier. Prompted by the recovery of a disrupted epidermal barrier with dietary borage oil [BO: 36.5 % LNA and 23.5 % γ‐linolenic acid (GLA; 18:3n‐6)], in essential fatty acid (EFA)‐deficient guinea pigs, we further investigated the effects of BO on the substitution of ester‐linked GLA for LNA in these two epidermal Cer1 species by LC–MS in positive and negative modes. Dietary supplementation of BO for 2 weeks in EFA‐deficient guinea pigs increased LNA ester‐linked to C32wh:1/d20:1 and C30wh:0/d20:1 of Cer1. Moreover, GLA ester‐linked to C32wh:1/d20:1, but not to C30wh:0/d20:1, of Cer1 was detected, which was further confirmed by the product ions of m/z 277.2 for ester‐linked GLA and m/z 802.3 for the deprotonated C32wh:1/d20:1. C20‐Metabolized fatty acids of LNA or GLA were not ester‐linked to these Cer1 species. Dietary BO induced GLA ester‐linked to C32wh:1/d20:1 of epidermal Cer1.     

Application of Silver Ion High-Performance Liquid Chromatography for Quantitative Analysis of Selected n-3 and n-6 PUFA in Oil Supplements

The aim of this study was to develop a simple method for simultaneous determination of selected cis/cis PUFA–LNA (18:2), ALA (18:3), GLA (18:3), EPA (20:5), and DHA (22:6) by silver ion high‐performance liquid chromatography coupled to a diode array detector (Ag‐HPLC‐DAD). The separation was performed on three Luna SCX Silver Loaded columns connected in series maintained at 10 °C with isocratic elution by 1 % acetonitrile in n‐hexane. The applied chromatographic system allowed a baseline separation of standard mixture of n‐3 and n‐6 fatty acid methyl esters containing LNA, DHA, and EPA and partial separation of ALA and GLA positional isomers. The method was validated by means of linearity, precision, stability, and recovery. Limits of detection (LOD) for considered PUFA standard solutions ranged from 0.27 to 0.43 mg L^?1. The developed method was used to evaluate of n‐3 and n‐6 fatty acids contents in plant and fish softgel oil capsules, results were compared with reference GC‐FID based method.     

γ-Linolenic acid concentrates from borage and evening primrose oil fatty acidsvia lipase-catalyzed esterification

γ-Linolenic acid (GLA, all-cis 6,9,12-octadecatrienoic acid) has been enriched from fatty acids of borage (Borago officinalis L.) seed oil to 93% from the initial concentration of 20% by lipase-catalyzed selective esterification of the fatty acids withn-butanol in the presence ofn-hexane as solvent. The immobilized fungal lipase preparation, Lipozyme, used as biocatalyst, preferentially esterified palmitic, stearic, oleic and linoleic acids and discriminated against GLA, which was thus concentrated in the unesterified fatty acids fraction. In the absence of hexane, concentrate containing about 70% GLA was obtained. When the reaction conditions, optimized for borage oil fatty acids, were applied to fatty acids of evening primrose (Oenothera biennis L.) oil, concentrates containing 75% GLA were obtained. From both oils, GLA concentrates were prepared efficiently in short reaction times (1–3 h) at 30–60°C. The process can be applied for the production of GLA concentrates for dietetic purposes.     

Mulberry Seed Oil: a Rich Source of δ‐Tocopherol

In the present study, mulberry seed oil (MSO) samples obtained from seeds of different mulberry varieties as well as concentrated mulberry juice production waste (mulberry pomace) were investigated. Radical scavenging capacity, tocopherol and total phenolic content of MSO were determined. It was observed that MSO contain unique amounts of δ‐tocopherol varying between 1645–2587 mg kg^?1 oil depending on the variety. The secondary tocopherol homologue was γ‐tocopherol within a concentration range of 299–854 mg kg^?1 oil. MSO exhibited a very high antioxidant capacity varying in the range of 1013–1743 and 2574–4522 mg α‐tocopherol equivalents (α‐TE) per kg of oil for 2,2‐diphenyl‐1‐picrylhydrazyl (DPPH) and freeze‐dried 2,2′‐azino‐bis (3‐ethylbenzothiazoline‐6‐sulfonic acid) (FD‐ABTS) radical cation assays, respectively. Both antioxidant capacity and total phenolic content were higher for mulberry pomace oil compared with the seed oils. Fatty acid composition of MSO was also determined, and linoleic acid was found to be the primary fatty acid (66–80 %).     

Ecological and simultaneous seed oil extraction/saponification/γ‐linolenic acid concentration

The essential fatty acid γ‐linolenic (GLA, C18:3n‐6), which has several pharmaceutical properties, has been concentrated from the seed oil of three plant species, Borago officinalis, Anchusa azurea and Echium fastuosum. The process was effected through one single and ecological step: simultaneous seed oil extraction/saponification/GLA concentration. Finally, the mother liquor containing the GLA concentrate was stored at low temperature to crystallize saturated fatty acids and further increase GLA purity. Two variables affecting the process were found: water content in the saponification mixture and filtration temperature. Best results were obtained from B. officinalis (GLA purity 68%, GLA yield 64%), although closely followed by the concentrates from the other species.     

Incorporation of Omega-3 Fatty Acids in Nile Tilapia (Oreochromis niloticus) Fed Chia (Salvia hispanica L.) Bran

This study evaluated the effect of the inclusion of chia bran in the diet of Nile tilapia on the composition of n‐3 fatty acids (FA). Omega‐3 fatty acids provide health benefits such as reducing the risks of coronary heart disease, hypertension and inflammation, and the precursor alpha‐linolenic acid is considered strictly essential because it cannot be synthesized by humans, therefore must be ingested. Tilapias grown in tanks for a period of 45 days were treated with diets supplemented with either soybean oil (TI) or chia bran (TII). Proximal composition analysis of the feeds showed no significant difference. Feed FA quantification showed that the chia diet (TII) had a higher alpha‐linolenic acid (LNA) content. A significant increase was observed in the concentrations of LNA (8.38–81.31 mg 100 g^?1 fillets), eicosapentaenoic acid (1.12–1.56 mg 100 g^?1 fillets) and docosahexaenoic acid (19.55–26.55 mg 100 g^?1 fillets) in tilapia fillets between 0 and 45 days for TII. Total lipids at 45 days under TII were fractionated into neutral lipids (67.66 %) and polar lipids (18.90 %). Thus, dietary supplementation with chia bran contributed to raising the nutritional quality of Nile tilapia fillets.     

Virgin hemp seed oil: An interesting niche product

Virgin hemp seed oil is not widespread on the market, although it is characterised by an interesting fatty acid composition with a high content of polyunsaturated fatty acids. Linoleic acid is the predominant fatty acid, which comes, together with α‐linolenic acid (18:3n‐3), to approximately 80% of the total fatty acids. From a nutritional point of view, up to 7% γ‐linolenic acid (18:3n‐6) and 2.5% stearidonic acid (18:4n‐3) are very interesting. The total amount of tocopherols is high between 80 and 110 mg/100 g, with γ‐tocopherol as the main tocopherol (85%). Due to the high amount of unsaturated fatty acids, hemp seed oil is very susceptible to oxidative deterioration, which results in a fast impairment of the oil during storage. In addition, the high amounts of chlorophyll in the oil due to harvesting of high amounts of immature seeds require light protection, which is often neglected because of merchandising purposes. The virgin oil is characterised by a nutty taste with a slightly bitter aftertaste. The use of virgin hemp seed oil is recommended during mild processing of food without heat.     

The response to endotoxin in guinea pigs after intravenous black currant seed oil

The influence on the metabolic response to endotoxin of three days of total parenteral nutrition with lipids high in gammalinolenic acid (18∶3ω6, GLA) compared to soy oil (SO) was examined in acute operatively stressed guinea pigs. GLA is the precursor of dihomogammalinolenic acid (DHLA), the substrate for synthesis of “1” series prostaglandins such as PGE₁, which have previously been shown to be protective in endotoxin lung injury and traumatic shock. Guinea pigs fed an intravenous diet containing black currant seed oil (BCO) emulsion (20% GLA) or soy oil emulsion (0% GLA) for 2.5 days had their arterial pH, pCO₂, pO₂, and bicarbonate measured at baseline and hourly during a 7-hr infusion of endotoxin (lipopolysaccharide (LPS), 2mg/kg) or saline. Plasma lactate and fatty acid profile analyses were performed at the end of the LPS infusion. Increased levels of GLA and DHLA were present in the plasma phospholipid fraction of animals fed the black currant seed oil diet, while soyfed animals had only trace amounts of GLA. In addition, the ratio of DHLA to arachidonate was higher in animals receiving the black currant seed oil total parenteral nutrition (TPN). After 2 hr of LPS infusion, all animals exhibited the typical shock response resulting in metabolic acidosis characterized by a significant (p<0.05) drop in pH from 7.34±.02 (SO) and 7.39±.02 (BCO) at baseline to 7.14±.05 and 7.22±.04 by 7 hr for SO and BCO groups, respectively. Plasma lactate values at the end of the infusion were significantly elevated compared to saline in both groups (p<0.05). Guinea pigs fed GLA showed no improvement over soy-fed animals, and actually exhibited a more pronounced metabolic acidosis and increased mortality (50% vs 0%) over the 7 hr of LPS infusion. No beneficial effects of a diet high in GLA were observed in the present study.     

Chemical Composition and Antioxidant Activity of Seeds of Various Halophytic Grasses

Increasing population has resulted in overexploitation of conventional seeds. The limited supply of water and salinization of agricultural lands are threats to crop production. This creates food insecurity and results in ever‐increasing prices of crops and edible oils. Halophytes that produce high‐quality seeds can serve as sources of oil and edible products. We analyzed the chemical composition and antioxidant activity of seeds from 5 halophytic grasses, i.e., Aeluropus lagopoides, Eragrostis ciliaris, Eragrostis pilosa, Panicum antidotale, and Sporobolus ioclados. These seeds contained crude protein (10–29%), carbohydrates (32–55%), crude fiber (4–21%), minerals (3.8–9.2%), and oil (4–11%), indicating their nutritional potential. Oils of these seeds had suitable fatty‐acid composition with 62–82% unsaturation and only 17–24% saturation. Out of this, 91–94% of the total oil constituted by linoleic, oleic, and palmitic acids. High contents of total phenols (2.8–4.2 mg gallic acid equivalent [GAE] g^?1), flavonoids (0.5–1.3 mg Quercetin equivalent [QE] g^?1), and tannins (0.3–1.3 mg catechin equivalent [CE] g^?1) supported their high antioxidant activity (1,1‐Diphenyl‐2‐picryl‐hydrazyl (DPPH) activity in terms of half maximal inhibitory concentration‐IC₅₀ 1.1–5.86 mg mL^?1; 2,2′‐azino‐bis3‐ethylbenzothiazoline‐6‐sulphonic acid (ABTS) 18.8–72.8 mmol Trolox g^?1; ferric‐reducing antioxidant power 2.0–4.4 mmol Fe⁺² g^?1). The reverse phase‐high‐pressure liquid chromatography analysis identified the presence of bioactive phenolic antioxidants (mainly gallic acid, chlorogenic acid, coumaric acid, ferulic acid, kaempferol, and quercetin). Due to these characteristic composition and salt tolerability, these plants can serve as potential sources of industrial raw materials for food, edible oil, phytochemicals, and oliochemicals.     

Fatty Acid Composition of Freshwater Wild Fish in Subalpine Lakes: A Comparative Study

In this study, the proximate and fatty acid compositions of the muscle tissue of 186 samples of fish belonging to fifteen species of freshwater fish harvested in subalpine lakes (bleak, shad, crucian carp, whitefish, common carp, pike, black bullhead, burbot, perch, Italian roach, roach, rudd, wels catfish, chub and tench) were investigated. Most of the fish demonstrated a lipid content in the fillet lower than 2.0 g 100 g^?1 wet weight (range 0.6–9.7). A strong relationship between feeding behavior and fatty acid composition of the muscle lipids was observed. Planktivorous fish showed the lowest amounts of n‐3 fatty acids (p < 0.05), but the highest monounsaturated fatty acid (MUFA) contents, in particular 18:1n‐9. Conversely, carnivorous fish showed the highest amounts of saturated fatty acids and n‐3 fatty acids (p < 0.05), but the lowest MUFA contents. Omnivorous fish showed substantial proportions of n‐3 fatty acids and the highest contents of n‐6 fatty acids. Principal component analysis showed a distinct separation between fish species according to their feeding habits and demonstrated that the most contributing trophic markers were 18:1n‐9, 18:3n‐3, 22:6n‐3 and 20:4n‐6. The quantitative amounts n‐3 polyunsaturated fatty acid in muscle tissues varied depending on the fish species, the lipid content and the feeding habits. Some species were very lean, and therefore would be poor choices for human consumption to meet dietary n‐3 fatty acid requirements. Nevertheless, the more frequently consumed and appreciated fish, shad and whitefish, had EPA and DHA contents in the range 900–1,000 mg 100 g^?1 fresh fillet.     

Physical‐chemical characteristics and oxidative stability of oil obtained from lyophilized raspberry seed

Fresh raspberry (Rubus idaeus), cultivar Willamette, was freeze‐dried (lyophilization). A byproduct of lyophilization is “fine dust” of raspberry consisting of finely ground raspberry fruit body and seed. The seeds were separated. The seed oil was isolated and its physical and chemical characteristics were determined. Parameters that characterize the seed and quality of the oil were examined, including fatty acid composition, oxidative stability under different storage conditions, and radical‐scavenging activity. The fatty acid composition was determined by GC/FID and the contents of the dominant fatty acids were found as: oleic 16.92%, linoleic 54.95%, and α‐linolenic acid 23.97%. The oxidative stability of the oil was poor. The induction period by Rancimat test at 100 °C was 5.2 h. The radical‐scavenging activity is similar to that of resveratrol [1,3‐benzenediol 5‐(1^E‐2‐4‐hydroxy‐phenyl‐ethyl)]. Although this product is used in the candy industry, it would be far more useful if raspberry oil of satisfactory quality could be extracted. This paper demonstrates that sifted lyophilized seeds can be used for the extraction of oils. This process allows for maximal usage of the byproducts, reduces losses and it increases the development of new products.     

Characterization and Benzo[a]pyrene Content Analysis of Camellia Seed Oil Extracted by a Novel Subcritical Fluid Extraction

A novel continuous subcritical n‐butane extraction technique for Camellia seed oil was explored. The fatty acid composition, physicochemical properties, and benzo[a]pyrene content of Camellia seed oil extracted using this subcritical technique were analyzed. Orthogonal experiment design (L₉(3⁴)) was adopted to optimize extraction conditions. At a temperature of 45 °C, a pressure of 0.5 MPa, a time of 50 min and a bulk density of 0.7 kg/L, an extraction yield of 99.12 ± 0.20 % was obtained. The major components of Camellia seed oil are oleic acid (73.12 ± 0.40 %), palmitic acid (10.38 ± 0.05 %), and linoleic acid (9.15 ± 0.03 %). Unsaturated fatty acids represent 83.78 ± 0.03 % of the total fatty acids present. Eight physicochemical indexes were assayed, namely, iodine value (83.00 ± 0.21 g I/100 g), saponification value (154.81 ± 2.00 mg KOH/g), freezing‐point (?8.00 ± 0.10 °C), unsaponifiable matter (5.00 ± 0.40 g/kg), smoke point (215.00 ± 1.00 °C), acid value (1.24 ± 0.03 mg KOH/g), refrigeration test (transparent, at 0 °C for 5.5 h), and refractive index (1.46 ± 0.06, at 25 °C). Benzo[a]pyrene was not detected in Camellia seed oil extracted by continuous subcritical n‐butane extraction. In comparison, the benzo[a]pyrene levels of crude Camellia seed oil extracted by hot press extraction and refined Camellia seed oil were measured at 26.55 ± 0.70 and 5.69 ± 0.04 μg/kg respectively.     

Identification of n‐6 Monounsaturated Fatty Acids in Acer Seed Oils

Seed oils from Acer species are a potential source of the nutraceutical fatty acids, nervonic acid (cis‐15‐tetracosenoic acid, NA), and γ‐linolenic acid (cis‐6,9,12‐octadecatrienoic acid, GLA). To further characterize the genus, seed fatty acid content and composition were determined for 20 species of Acer. Fatty acid content ranged from 8.2% for Acer macrophyllum to over 36% for A. mono and A. negundo. The presence of very‐long‐chain fatty acids (VLCFA), with chain length of 20‐carbons or greater, and GLA were characteristic features of the seed oils. In all species, erucic acid (cis‐13‐docosenoic acid, EA) was the predominant VLCFA with the highest level of NA being only 8.6% in A. olivianum. Regioselective lipase digestion demonstrated that VLCFA are largely absent from the sn‐2 position of seed triacylglycerol, whereas GLA is primarily located at this position. Five Acer species contained low levels (<2%) of cis‐12‐octadecenoic acid and cis‐14‐eicosenoic acid, uncommon n‐6 fatty acids not previously reported from Acer.     

Tough thermosetting polyurethanes and adhesives from rubber seed oil by hydroformylation

Rubber seed oil (RSO), extracted from the seeds of rubber trees, is inedible oil with high free fatty acid content. In order to add value to RSO, we prepared a polyol with primary OH groups via hydroformylation/hydrogenation. Free hydroxy fatty acids formed in the process were utilized as reactive diluents, viscosity reducers, and adhesion promoters through hydrogen bonding with the substrate. The structures of the oil and polyol were analyzed using a range of analytical methods. The polyol had a hydroxyl number of 244 mg KOH g⁻¹ and an acid number of 21 mg KOH g⁻¹. The polyurethane prepared from this polyol and diphenylmethane diisocyanate was a highly crosslinked, tough material with a glass transition at 44 °C, high tensile strength and elongation, and attractive electrical properties. When used as a wood adhesive, it displayed extraordinary shear strength characterized by substrate wood failure rather than cohesive failure of the polymer. © 2019 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2020 , 137, 48509.