GB1023213A - A method of inhibiting the volatilisation of volatile organic materials - Google Patents

A method of inhibiting the volatilisation of volatile organic materials

Info

Publication number
GB1023213A
GB1023213A GB4281562A GB4281562A GB1023213A GB 1023213 A GB1023213 A GB 1023213A GB 4281562 A GB4281562 A GB 4281562A GB 4281562 A GB4281562 A GB 4281562A GB 1023213 A GB1023213 A GB 1023213A
Authority
GB
United Kingdom
Prior art keywords
head
atoms
esters
tail
vinyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB4281562A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Omega Chemicals Corp
Original Assignee
Omega Chemicals Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Omega Chemicals Corp filed Critical Omega Chemicals Corp
Publication of GB1023213A publication Critical patent/GB1023213A/en
Expired legal-status Critical Current

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Classifications

    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J19/00Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J19/16Preventing evaporation or oxidation of non-metallic liquids by applying a floating layer, e.g. of microballoons

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Detergent Compositions (AREA)

Abstract

Evaporation or sublimation of volatile organic liquids and solids is suppressed by adding to the organic material from 0.005 to 10% by weight of a compound defined as follows. The additive compound has a molecular configuration comprising at least one "head" and one "tail," the "head" comprising a ring of 4 to 8 atoms which are carbon with or without oxygen, nitrogen or sulphur, each ring having substantially only one "tail" comprising aliphatic radicals containing 6-30 carbon atoms and having at most 2 double bonds and being free to rotate with respect to the "head," and the "head" comprising at least one of the polar groups -OR, <FORM:1023213/C4-C5/1> , <FORM:1023213/C4-C5/2> , -N-N-R, -C-, -NO2, sulphate, sulphonate, phosphate, phosphonate, mercaptan and thioacid, in which R is hydrogen or a saturated or unsaturated C1-C5 hydrocarbon radical. Suitable additives are, for example, (a) sugar derivatives such as alkylurea glucosides, pentadecylurea-N-glucosides, monopyranose esters and ethers, esters and ethers of mono- and di-saccharides, fatty acid esters of sorbitol dehydration products; ascorbyl and hydrogenated ascorbyl esters, methylglycoside fatty acid esters, and 5-amino ribofuranose esters; (b) compounds containing rings having 4-8 atoms including one heterocyclic atom, e.g. substituted lactones, tetrahydrofurans and pyridyl glycol ethers and esters; (c) compounds containing rings having 4-8 atoms including two heterocyclic atoms, e.g. imidazoline guanylamines, oxazolines, imidazolines, thiazolidines, oxazolidines, hydantoins, pyrazolidines, pyrazolines and morpholines; (d) compounds containing rings having 4-8 atoms including 3 or more heterocyclic atoms, e.g. triazoles and (e) copolymers of hydrophobic monomers such as stearyl methacrylate with monomers such as vinyl sorbitan, vinyl glucose and vinyl imidazoline. In all cases the substituents include at least one polar group as defined above and an aliphatic radical containing 6-30 carbons. Among the compounds which may be stabilized against volatization are alkanes, e.g. heptanes, cycloalkanes, e.g. cyclohexane and aromatic hydrocarbons, e.g. benzene, toluene, xylene, styrene and naphthalene and gasolines. The additives may also be used to prevent volatilization of dry-cleaning fluids. For example, (a) a mixture of benzene with 5% of sorbitan monostearate is used to dry-clean garments and also to degrease oil-coated metal, and (b) a mixture of trichlorethylene, carbon tetrachloride, ethylene dichloride, or dichlorethylene with 1% of dodecylurea-N1-glucoside is used as a dry-cleaning solvent. It is also stated that paintbrush cleaners and paint and varnish strippers may be stabilized against volatilization by use of the additives.ALSO:An unsaturated polyester is copolymerized with an ethylenically unsaturated monomer in the presence of 0.005 to 10% by weight of a compound whose molecular configuration comprises at least one head and at least one tail, said head comprising a ring of four to eight atoms, said atoms which form the ring within the head being oxygen, carbon, nitrogen or sulphur, each ring within said head having substantially only one tail portion, said tail consisting of aliphatic hydrocarbon radicals containing from 6 to 30 carbon atoms and having at most two unsaturated bonds, said head and tail being joined so that said tail is free to rotate with respect to said head, said head comprising at least one polar group selected from -OR, <FORM:1023213/C3/1> -N-N-R-, -O-, NO2, sulphate, sulphonate phosphate, phosphonate, mercaptan and thioacid, where R is hydrogen or a saturated or unsaturated hydrocarbon radical containing 1 to 5 carbon atoms. Examples of such compounds are sugar derivatives, various heterocyclic compounds having one, two or three heterocyclic atoms, and various miscellaneous compounds, e.g. copolymers of hydrophobic monomers such as stearyl methacrylate with monomers such as vinyl sorbitan, glucose or imidazoline. Lists of suitable compounds are given. In the examples, a "Vibrin" (Registered Trade Mark) polyester resin containing styrene is mixed with chopped glass fibre and sorbitan monostearate and polymerized using a promoter and benzoyl peroxide.ALSO:Evaporation or sublimation of volatile organic liquids and solids is suppressed by adding to the organic material from 0.005 to 10% by weight of a compound defined as follows. The additive compound has a molecular configuration comprising at least one "head" and one "tail," the "head" comprising a ring of 4 to 8 atoms which are carbon with or without oxygen, nitrogen or sulphur, each ring having substantially only one "tail" comprising aliphatic radicals containing 6-30 carbon atoms and having at most 2 double bonds and being free to rotate with respect to the "head," and the "head" comprising at least one of the polar groups <FORM:1023213/C2/1> -NO2, sulphate, sulphonate, phosphate, phosphonate, mercaptan and thioacid, in which R is hydrogen or a saturated or unsaturated C1-C5 hydrocarbon radical. Suitable additives are, for example, (a) sugar derivatives such as alkylurea glucosides, pentadecylurea-N-glucosides, monopyranose esters and ethers, esters and ethers of mono- and di-saccharides, fatty acid esters of sorbitol dehydration products; ascorbyl and hydrogenated ascorbyl esters, methyl glycoside fatty acid esters, and 5-aminoribofuranose esters; (b) compounds containing rings having 4-8 atoms including one heterocyclic atom, e.g. substituted lactones, tetrahydrofurans and pyridyl glycol ethers and esters; (c) compounds containing rings having 4-8 atoms including two heterocyclic atoms, e.g. imidazoline guanylamines, oxazolines, imidazolines, thiazolidines, oxazolidines, hydantoins, pyrazolidines, pyrazolines and morpholines; (d) compounds containing rings having 4-8 atoms including 3 or more heterocyclic atoms, e.g. triazoles and (e) copolymers of hydrophobic monomers such as stearyl methacrylate with monomers such as vinyl sorbitan, vinyl glucose and vinyl imidazoline. In all cases the substituents include at least one polar group as defined above and an aliphatic radical containing 6-30 carbons. Organic compounds which may be stabilized against volatilization are, for example, alcohols, ether, acetone and methyl ethyl ketone, p-dichlorbenzene, trichlorethylenes, alkyl chloride, ethyl chloride, acrolein, diethylamine, trimethylamine, acetonitrile, dioxane, epichlorhydrin, ethyl acetate, furan, methyl formate, propylene oxide and vinyl acetate.ALSO:Evaporation or sublimation of volatile organic liquids and solids is suppressed by adding to the organic material from 0,005-10% by weight of a compound defined as follows. The additive compound has a molecular configuration comprising at least one "head" and one "tail", the "head" comprising a ring of 4-8 atoms which are carbon with or without oxygen, nitrogen or sulphur, each ring having substantially only one "tail" comprising aliphatic radicals containing 6-30 carbon atoms and having at most 2 double bonds and being free to rotate with respect to the "head", and the "head" comprising at least one of the polar groups -OR, <FORM:1023213/B1-B2/1> , <FORM:1023213/B1-B2/2> , -N = N-R, -O-, -NO2, sulphate, sulphonate, phosphate, phosphonate, mercaptan and thioacid, in which R is hydrogen or a saturated or unsaturated C1-C5 hydrocarbon radical. The additive may be used to separate two volatile liquids by distillation, the more volatile liquid evaporating and the volatilization of the other being inhibited. In an example, 1% of sucrose dipalmitate is added to a 50:50 mixture of benzene and methanol which is left exposed to the atmosphere and after some time the remaining solution is found to contain 90% benzene and 10% methanol. A similar result is found with a benzene/ethanol mixture (Examples 125-126).ALSO:Evaporation or sublimation of volatile organic liquids and solids is suppressed by adding to the organic material from .005 to 10% by weight of a compound defined as follows. The additive compound has a molecular configuration comprising at least one "head" and one "tail", the "head" comprising a ring of 4 to 8 atoms which are carbon with or without oxygen, nitrogen or sulphur, each ring having substantially only one "tail" comprising aliphatic radicals containing 6-30 carbon atoms and having at most 2 double bonds and being free to rotate with respect to the "head" and the "head" comprising at least one of the polar groups <FORM:1023213/A5-A6/1> , sulphate, sulphonate, phosphate, phosphonate, mercaptan and thioacid, in which R is hydrogen or a saturated or unsaturated C1-C5 hydrocarbon radical. Suitable additives are, for example, (a) sugar derivatives such as alkylurea glucosides, pentadecylurea -N-glucosides, monopyranose esters and ethers, esters and ethers of mono-and di-saccharides, fatty acid esters of sorbitol dehydration products; ascorbyl and hydrogenated ascorbyl esters, methylglycoside fatty acid esters, and 5-amino ribofuranose esters; (b) compounds containing rings having 4-8 atoms including one heterocyclic atom e.g. substituted lactones, tetrahydrofurans and pyridyl glycol ethers and esters; (c) compounds containing rings having 4-8 atoms including two heterocyclic atoms, e.g. imidazoline guanylamines, oxazolines, imidazolines, thiazolidines, oxazolidines, hydantoins, pyrazolidines, pyrazolines and morpholines; (d) compounds containing rings having 4-8 atoms including 3 or more heterocyclic atoms e.g. triazoles and (e) copolymers of hydrophobic monomers such as stearyl methacrylate with monomers such as vinyl sorbitan, vinyl glucose and vinyl imidazoline. In all cases the substituents include at least one polar group as defined above and an aliphatic radical containing 6-30 carbons. Among the materials which may be stabilised against volatilisation by use of the above additives are, for example, moth
GB4281562A 1961-11-13 1962-11-13 A method of inhibiting the volatilisation of volatile organic materials Expired GB1023213A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US15196761A 1961-11-13 1961-11-13

Publications (1)

Publication Number Publication Date
GB1023213A true GB1023213A (en) 1966-03-23

Family

ID=22541020

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4281562A Expired GB1023213A (en) 1961-11-13 1962-11-13 A method of inhibiting the volatilisation of volatile organic materials

Country Status (1)

Country Link
GB (1) GB1023213A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5073289A (en) * 1989-11-02 1991-12-17 The Curators Of The University Of Missouri Paint stripper composition having reduced volatility containing decanolactone, n-methylpyrrolidone and butyrolactone and method of use
WO2005026248A1 (en) * 2003-09-10 2005-03-24 Eastman Chemical Company Method for reducing the acetaldehyde level in polyesters
CN115572941A (en) * 2022-11-08 2023-01-06 东莞瑞彩光学薄膜有限公司 Processing technology of high-brightness composite board

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5073289A (en) * 1989-11-02 1991-12-17 The Curators Of The University Of Missouri Paint stripper composition having reduced volatility containing decanolactone, n-methylpyrrolidone and butyrolactone and method of use
WO2005026248A1 (en) * 2003-09-10 2005-03-24 Eastman Chemical Company Method for reducing the acetaldehyde level in polyesters
CN115572941A (en) * 2022-11-08 2023-01-06 东莞瑞彩光学薄膜有限公司 Processing technology of high-brightness composite board

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