JPS6158591B2 - - Google Patents

Description

[Detailed description of the invention]

The present invention relates to the production of bulky processed thermoplastic synthetic fiber yarn;
In particular, the object of the present invention is to provide a lubricating agent that generates and accumulates very little tar-like substances and has excellent lubricity during the stretch false-twisting process. A lubricating agent is applied to thermoplastic synthetic fibers immediately after spinning in order to smoothly proceed with spinning, drawing, thermal processing, etc. In recent years, the development of false-twisted yarns, simultaneous or sequential drawing of partially oriented yarns (so-called DT
With the expansion of Y), fiber threads are often processed at considerably high speeds, and the thermal processing conditions are becoming increasingly severe. In particular, there is a strong demand for properties that improve lubrication performance and do not turn into tar in the heating zone. In particular, raw yarn used for draw false twisting is usually subjected to false twisting at a high temperature of 170 to 230°C simultaneously or sequentially with drawing, but when passing through a heat treatment device, the fiber yarn The lubricant falls off and adheres to the heater or guide, polymerizes or decomposes due to heat and oxidation, and tar-like substances are generated and accumulated, causing fluff and thread breakage, which impedes smooth operation. . On the other hand, since the yarn is processed at a high speed of 500 to 1000 m/min, the heat-treated yarn has a high degree of lubricity on the contacting bodies (guides, spinners, friction disks, etc.) that it passes through. required. If lubricity is poor, deposits (white powder,
Scum (scum) occurs and increases the friction fluctuation between the yarn and the contact guide, and especially if it is deposited on the false twisting part, such as the spinner or friction disk part, it has a large negative impact on the quality of the processed yarn, such as increased dyeing spots due to the friction fluctuation. If this occurs or is severe, it may become impossible to run and cause frequent thread breakage. Conventionally used lubricant components for processed yarn include animal and vegetable oils, linear higher fatty acid esters such as isooctyl stearate, and polyhydric alcohol fatty acid esters such as trimethylolpropane trilaurate. Although these lubricants have relatively good lubrication performance, they have the disadvantage that tar-like substances tend to accumulate on the heater due to the thermal influence in the above-mentioned drawing and false-twisting process. Additionally, mineral oil has relatively good lubricity at room temperature, but when heated,
It has the disadvantage that its performance is significantly reduced and its function as a lubricant is inferior. On the other hand, polyethers, which are alkylene oxide adducts, are often used as lubricating components that cause less accumulation of tar-like substances, but these generally have insufficient lubricity and leave white powder on guide rollers, etc. It has the disadvantage that it tends to accumulate and cause thread breakage. Furthermore, a lubricant such as a diester of a 2-mole adduct of bisphenol A ethylene oxide, which has an aromatic nucleus in the molecule, has been proposed as a lubricant with excellent heat resistance, but this lubricant has poor lubricating performance and is prone to thread breakage and The disadvantage is that it causes a lot of fuzz, and often falls off from the fiber yarn when passing through the heat treatment equipment, and drops as droplets at the bottom of the heater, deteriorating the quality of the false twisted yarn and deteriorating the working environment. It also has In this manner, by blending currently used lubricants, a processing agent with sufficient performance as an oil agent for drawn false-twisted yarn, which requires high lubrication performance and tarring resistance performance, can be obtained. That is extremely difficult. In view of the above-mentioned facts, the present inventors have developed a product that has very little accumulation of tar-like substances and has a high level of lubrication performance even after being subjected to severe heat treatment in recent fiber manufacturing and drawing false twisting processes. As a result of extensive research aimed at obtaining a processing agent with the above-mentioned properties, it was found that very excellent effects could be obtained by using an ester compound containing a hydrocarbon group with a tertiary-butyl terminal. That is, the present invention is an ester of a monoalcohol and a monocarboxylic acid, in which one of the monoalcohol and the monocarboxylic acid has a hydrocarbon group having a total carbon number of 8 or more and a tertiary butyl terminal, and the other has a total Thermoplastic synthetic fiber bulky textured yarn containing 5 to 70% by weight of a lubricating component having a hydrocarbon group having 8 or more carbon atoms and a tertiary butyl terminal, or a hydrocarbon group having 12 or less carbon atoms. Regarding lubricating agents. At least one of the monoalcohol and monocarboxylic acid used in the ester of the present invention has a hydrocarbon group having a total number of carbon atoms of 8 or more and a tert-butyl terminal. That is, both the monoalcohol and the monocarboxylic acid may have a hydrocarbon group whose terminal is tert-butyl. Preferably, one is a monoalcohol or monocarboxylic acid having the above hydrocarbon group, and the other is a lower monocarboxylic acid or monoalcohol, for example, having 12 or less carbon atoms, particularly preferably 1 to 8 carbon atoms. Alcohols having a hydrocarbon group with a total carbon number of 8 or more and a tertiary-butyl terminal may have a side chain in addition to the tertiary-butyl terminal, and may have an unsaturated bond. Good too.
Preferably it is an aliphatic alcohol, but aromatic compounds or alicyclic compounds may also be used. The preferred carbon number is 9 to 18. Specific examples of preferred alcohols include 3,5,5-
Trimethylhexanol, 4,5,5-trimethylhexanol, 2-(1',3',3'-trimethylbutyl)-5,7,7-trimethyloctanol, 2-(2',3',3'-trimethyl butyl) -
Examples include 6,7,7-trimethyloctanol and tert-butylcyclohexanol.
Examples of particularly preferred alcohols include 3,5,5
-trimethylhexanol or 2-(1',3',3'-trimethylbutyl)-5,7,7-trimethyloctanol synthesized by its Guerbet reaction. A carboxylic acid having a total carbon number of 8 or more and a hydrocarbon group having a tertiary-butyl terminal may have a side chain or an unsaturated group in addition to having a tertiary-butyl terminal. . Typically an aliphatic carboxylic acid. Also effective are aromatic carboxylic acids such as tertiary-butylbenzoic acid and alicyclic carboxylic acids such as tertiary-butylcyclohexanoic acid. The preferred carbon number is 2 to 18. Particularly preferred carboxylic acids are 3,5,5-trimethylhexanoic acid, 2-(1',3',3'-trimethylbutyl)-5,7,7-trimethyloctanoic acid,
4,5,5-trimethylhexanoic acid, 2-(2',
3',3'-trimethylbutyl)-5,7,7-trimethyloctanoic acid, etc. Typical examples in the present invention include one of the esters being an ester of a lower monocarboxylic acid, such as acetic acid, caproic acid, gaprylic acid, 2-ethylhexanoic acid, capric acid, or a lower monoalcohol, such as methanol, ethanol, It is esterified with isopropanol, 2-ethylhexanol, n-octanol, nonyl alcohol and decanol if necessary. The lower monocarboxylic acid or lower monoalcohol may have a side chain. When the number of carbon atoms exceeds 12, accumulation of tar compounds tends to increase. The use of the lower monocarboxylic acid or monoalcohol is particularly preferable from the viewpoint of preventing formation and accumulation of tar-like substances on the heater and preventing accumulation of white powdery substances on the guide. The lubricating composition of the present invention further has an ethylene oxide content of 10
More preferable results can be obtained by blending a copolymer of ethylene oxide and other alkylene oxide with a molecular weight of 700 or more or an etherified product thereof with alcohol in an amount of % by weight or more. The content of the above-mentioned ester compound in the processing agent is usually 5 to 70% by weight, preferably 10 to 60% by weight. If it is less than 5%, the resistance to tar formation and the ability to prevent the accumulation of white powder will be reduced, and if it is more than 70%, the emulsifying property will be reduced, which is not preferable. In addition, the lower alkylene oxides constituting the polyether compound used as a compounding component include propylene oxide and butylene oxide, and the end-blocking aliphatic alcohols include methanol, ethanol, butanol, octanol, 2-ethylhexanol, Examples include lauryl alcohol and isotridecyl alcohol. The above polyether compound may be a random copolymer or a block copolymer, but the molecular weight must be 700 or more, preferably 1000 or more in order to stably emulsify and disperse the ester compound according to the present invention. It is. At molecular weights below 700, stable aqueous emulsions cannot be formed. Further, in the above polyether compound, ethylene oxide is preferably contained in an amount of 10% by weight to 90% by weight, and if the ethylene oxide is contained in less than 10% by weight, a stable aqueous emandion cannot be obtained. The amount of the above-mentioned polyether compound in the treatment agent is preferably 95 to 30% by weight, and if it is less than 30% by weight, it is difficult to obtain a stable aqueous emulsion. Furthermore, the lubricating agent of the present invention may optionally contain other ingredients, such as alkyl phosphate salts, fatty acid metal salts, alkyl sulfonate salts, alkyl propane sulfonate salts, polyoxyethylene nonylphenol phosphate salts, polyoxyethylene Antistatic agents such as alkyl ethers and polyoxyethylene alkyl phenol ethers may be added, and known components that impart lubricity may be added as long as the effects of the present invention are not lost. . The lubricant treatment agent of the present invention is applied to the fiber yarn in the spinning process in the form of an emulsion emulsified with water or in the form of a straight oil agent, and is applied to the fiber yarn by a known method such as a roller lubrication method. It is added as a total solid content of 0.2% to 0.7%. The raw yarn for drawn false twisting treated with the lubricant of the present invention is free from operational troubles such as staining of the heater plate during drawing and false twisting, white powder accumulation on guides, etc., and is highly crimped. It is possible to obtain high-quality drawn and false twisted yarn without uneven crimp. The present invention will be explained below with reference to Examples, but the present invention is not limited thereto. In the examples, (PO) means propylene oxide, (EO) means ethylene oxide,
(PO/EO) represents the weight ratio. Example 1 Compounds of the present invention listed in Table 1 (No. 1 to No.
5) and the lubricating components of conventional oils (No. 6 to No. 11), the tar resistance and lubrication performance were evaluated, and the results are shown in Table 2.

【table】

【table】

[Table] Test method (1) Tar resistance Place 2g of sample in a stainless steel dish with a diameter of 80mm.
The state of the sample was evaluated when it was heated at 200°C for 16 hours in a hot air dryer, then carbon tetrachloride was added thereto, the insoluble matter was measured, and the tar rate was determined. Tar conversion rate (%) = carbon tetrachloride insoluble matter / sample collection amount ×
100 Criteria for determining tar state ◎ No tar-like substance produced ○ Very little tar-like substance produced △ Considerable tar-like substance produced × Significant tar-like substance produced (2) Friction against metal Commercially available 150 denier polyester filament yarn After continuous degreasing with carbon tetrachloride, the sample was reduced to 0.5%
Lubricate and speed up the yarn on a 1m long hot plate.
Heat treatment was performed by running at 100 m/min. The sample yarns before and after these heat treatments were heated at 20°C and relative humidity 65°C.
The frictional force was measured when the yarn was run in contact with satin chrome at yarn speeds of 100 m/min and 300 m/min under a constant initial tension (10 g) in an atmosphere of 100 m/min. As shown in Table 2, ester compounds No. 1 to No. 5 in the present invention have extremely excellent tar resistance compared to conventional ester compounds, and have the lubricating performance of compound No. 5. It is clear that the ester compound of the present invention has excellent properties, as it is superior compared to No. 10 and No. 11, and almost equivalent to the others. Example 2 Compound composition A Compound No. 1 of Example 1 (lubricating component of the present invention)
40% by weight Butanol PO/EO addition polyether (PO/EO
= 50/50, molecular weight 5000) 20% by weight Octanol PO/EO addition polyether (PO/
EO=30/70, molecular weight 2000) 35% by weight lauryl (EO, 5 mol) phosphate (K salt)
5% by weight Compound composition B Compound No. 2 of Example 1 (lubricating component of the present invention)
15% by weight Propylene glycol PO/EO addition polyether (PO/EO = 60/40, molecular weight 5000) 20% by weight Methanol PO/EO addition polyether (PO/EO
= 25/75, molecular weight 1500) 40% by weight Lauryl alcohol PO/EO addition polyether (PO/EO = 60/40, molecular weight 2000) 20% by weight Lauroylpropanesulfonate (Na salt)
5% by weight Composition C Isooctyl stearate 40% by weight Butanol PO/EO addition polyether (PO/EO
= 50/50, molecular weight 5000) 20% by weight Octanol PO/EO addition polyether (PO/
EO=30/70, molecular weight 2000) 35% by weight Lauryl alcohol (EO, 5 mol) phosphate (K salt) 5% by weight Composition D Butyl stearate 20% by weight Mineral oil (80 seconds) 20% by weight Butanol PO・EO-added polyether (PO/EO
= 50/50, molecular weight 5000) 20% by weight Octanol PO/EO addition polyether (PO/
EO=30/70, molecular weight 2000) 35% by weight lauryl (EO, 5 mol) phosphate (K salt)
5% by weight Composition E Trimethylolpropane trilaurate 15% by weight Propylene glycol PO/EO addition polyether (PO/EO=60/40, molecular weight 5000) 20% by weight Methanol PO/EO addition polyether (PO/EO
= 25/75, molecular weight 1500) 40% by weight Lauryl alcohol PO/EO addition polyether (PO/EO = 60/40, molecular weight 2000) 20% by weight Lauroylpropanesulfonate (Na salt)
5% by weight Blended composition F Mineral oil (80 seconds) 15% by weight Propylene glycol PO/EO addition polyether (PO/EO=60/40, molecular weight 5000) 20% by weight Methanol PO/EO addition polyether (PO/EO
= 25/75, molecular weight 1500) 40% by weight Lauryl alcohol PO/EO addition polyether (PO/EO = 60/40, molecular weight 2000) 20% by weight Nonylphenol (EO, 4 mol) phosphate (Na salt) 5% by weight Compositions A and B containing ester compounds No. 1 and No. 2 according to the present invention, respectively, and compositions C, D, E, and F that have been commonly used in the past were prepared, and these oils were attached. partially oriented polyester yarn (fiber 120 denier, 36 filant,
(oil adhesion amount 0.5%), stretching ratio 1.6, heat treatment temperature
Stretch friction false twisting was performed for 10 consecutive days at 210°C and at a stretching false twisting speed of 600 m/min. At that time, tar formation on the heater plate, guide, and white powder (scum) accumulation around the friction disk were evaluated with the naked eye, and the quality of the false twisted yarn after 5 consecutive days was evaluated using the textured yarn dyeing method. evaluated. The results are shown in Table 3.

[Table] As is clear from Table 3, the treatment agent containing the ester compound of the present invention as a lubricant component has better tar formation resistance, white powder deposition prevention properties, and
It has excellent properties such as false twisting properties.

Claims (1)

[Scope of Claims] 1. An ester of a monoalcohol and a monocarboxylic acid, in which one of the monoalcohol and the monocarboxylic acid has a total carbon number of 8 or more and a hydrocarbon group having a tertiary butyl terminal, and the other Bulky textured thermoplastic synthetic fiber yarn containing 5 to 70% by weight of ester having a total carbon number of 8 or more and a tert-butyl hydrocarbon group at the end, or a hydrocarbon group having a carbon number of 12 or less. lubricating agent. 2. The lubricating agent according to item 1, wherein the monoalcohol is 3,5,5-trimethylhexanol or 2-(1',3',3'-trimethylbutyl)-5,7,7-trimethyloctanol. 3. The lubricating agent according to item 1, wherein the monocarboxylic acid is 3,5,5-trimethylhexanoic acid or 2-(1',3',3'-trimethylbutyl)-5,7,7-trimethyloctanoic acid. . 4. The lubricating agent according to item 1, wherein the hydrocarbon group having 12 or less carbon atoms is a monoaliphatic alcohol residue having 1 to 8 carbon atoms. 5. The lubricating agent according to item 1, wherein the hydrocarbon group having 12 or less carbon atoms is an aliphatic monocarboxylic acid residue having 1 to 8 carbon atoms. 6 (a) An ester of a monoalcohol and a monocarboxylic acid, in which one of the monoalcohol and the monocarboxylic acid has a total carbon number of 8 or more and a hydrocarbon group with a tertiary butyl terminal, and the other has a total carbon number of 8 or more and a tertiary-butyl terminal. Number 8
5 to 70% by weight of a lubricating component having a hydrocarbon group with a tertiary butyl terminal or a hydrocarbon group having 12 or less carbon atoms.
(b) Molecular weight with an ethylene oxide content of 10% by weight or more
A lubricating agent for bulky processed yarns of thermoplastic synthetic fibers containing a copolymer of 700 or more ethylene oxide and other alkylene oxides or an etherified product of the same with alcohol. 7. The lubricating agent according to item 6, wherein the monoalcohol is 3,5,5-trimethylhexanol or 2-(1',3',3'-trimethylbutyl)-5,7,7-trimethyloctanol. 8. The lubricating agent according to item 6, wherein the monocarboxylic acid is 3,5,5-trimethylhexanoic acid or 2-(1',3',3'-trimethylbutyl)-5,7,7-trimethyloctanoic acid. . 9. The lubricating agent according to item 6, wherein the hydrocarbon group having 12 or less carbon atoms is a monoaliphatic alcohol residue having 1 to 8 carbon atoms. 10. The lubricating agent according to item 6, wherein the copolymer is a copolymer of ethylene oxide and propylene oxide, and the ethylene oxide content is 20 to 80% by weight. 11. The lubricating agent according to item 6, wherein the alcohol in the copolymer of the copolymer and alcohol is an aliphatic alcohol having 1 to 18 carbon atoms.