US2368277A - Wetting agent for mercerizing and a process for increasing the wetting power of mercerizing lyes - Google Patents
Wetting agent for mercerizing and a process for increasing the wetting power of mercerizing lyes Download PDFInfo
- Publication number
- US2368277A US2368277A US369984A US36998440A US2368277A US 2368277 A US2368277 A US 2368277A US 369984 A US369984 A US 369984A US 36998440 A US36998440 A US 36998440A US 2368277 A US2368277 A US 2368277A
- Authority
- US
- United States
- Prior art keywords
- wetting
- mercerizing
- lyes
- phenol
- wetting agent
- 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 - Lifetime
Links
- 238000009736 wetting Methods 0.000 title description 17
- 239000000080 wetting agent Substances 0.000 title description 12
- 238000000034 method Methods 0.000 title description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 26
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 13
- 229930003836 cresol Natural products 0.000 description 10
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 9
- 150000002989 phenols Chemical class 0.000 description 8
- 238000007792 addition Methods 0.000 description 7
- 239000007859 condensation product Substances 0.000 description 7
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 description 7
- 239000000203 mixture Substances 0.000 description 7
- RECUKUPTGUEGMW-UHFFFAOYSA-N carvacrol Chemical compound CC(C)C1=CC=C(C)C(O)=C1 RECUKUPTGUEGMW-UHFFFAOYSA-N 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- DSTPUJAJSXTJHM-UHFFFAOYSA-N isothymol Natural products CC(C)C1=CC(C)=CC=C1O DSTPUJAJSXTJHM-UHFFFAOYSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 239000000835 fiber Substances 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 4
- 239000004744 fabric Substances 0.000 description 4
- 239000006260 foam Substances 0.000 description 4
- 229920000742 Cotton Polymers 0.000 description 3
- 239000004753 textile Substances 0.000 description 3
- 235000013311 vegetables Nutrition 0.000 description 3
- GJYCVCVHRSWLNY-UHFFFAOYSA-N 2-butylphenol Chemical compound CCCCC1=CC=CC=C1O GJYCVCVHRSWLNY-UHFFFAOYSA-N 0.000 description 2
- CRBJBYGJVIBWIY-UHFFFAOYSA-N 2-isopropylphenol Chemical compound CC(C)C1=CC=CC=C1O CRBJBYGJVIBWIY-UHFFFAOYSA-N 0.000 description 2
- HVBSAKJJOYLTQU-UHFFFAOYSA-N 4-aminobenzenesulfonic acid Chemical compound NC1=CC=C(S(O)(=O)=O)C=C1 HVBSAKJJOYLTQU-UHFFFAOYSA-N 0.000 description 2
- YQUQWHNMBPIWGK-UHFFFAOYSA-N 4-isopropylphenol Chemical compound CC(C)C1=CC=C(O)C=C1 YQUQWHNMBPIWGK-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 244000019194 Sorbus aucuparia Species 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- WUOACPNHFRMFPN-UHFFFAOYSA-N alpha-terpineol Chemical compound CC1=CCC(C(C)(C)O)CC1 WUOACPNHFRMFPN-UHFFFAOYSA-N 0.000 description 1
- -1 aminoaryl sulfonic acids Chemical class 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 150000001896 cresols Chemical class 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- SQIFACVGCPWBQZ-UHFFFAOYSA-N delta-terpineol Natural products CC(C)(O)C1CCC(=C)CC1 SQIFACVGCPWBQZ-UHFFFAOYSA-N 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 239000002932 luster Substances 0.000 description 1
- 238000005517 mercerization Methods 0.000 description 1
- 235000019645 odor Nutrition 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 235000006414 serbal de cazadores Nutrition 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229950000244 sulfanilic acid Drugs 0.000 description 1
- 229940116411 terpineol Drugs 0.000 description 1
- MGSRCZKZVOBKFT-UHFFFAOYSA-N thymol Chemical compound CC(C)C1=CC=C(C)C=C1O MGSRCZKZVOBKFT-UHFFFAOYSA-N 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/325—Amines
- D06M13/342—Amino-carboxylic acids; Betaines; Aminosulfonic acids; Sulfo-betaines
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M11/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising
- D06M11/32—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with oxygen, ozone, ozonides, oxides, hydroxides or percompounds; Salts derived from anions with an amphoteric element-oxygen bond
- D06M11/36—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with oxygen, ozone, ozonides, oxides, hydroxides or percompounds; Salts derived from anions with an amphoteric element-oxygen bond with oxides, hydroxides or mixed oxides; with salts derived from anions with an amphoteric element-oxygen bond
- D06M11/38—Oxides or hydroxides of elements of Groups 1 or 11 of the Periodic System
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
- D06M13/152—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen having a hydroxy group bound to a carbon atom of a six-membered aromatic ring
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/39—Aldehyde resins; Ketone resins; Polyacetals
- D06M15/41—Phenol-aldehyde or phenol-ketone resins
- D06M15/412—Phenol-aldehyde or phenol-ketone resins sulfonated
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S516/00—Colloid systems and wetting agents; subcombinations thereof; processes of
- Y10S516/01—Wetting, emulsifying, dispersing, or stabilizing agents
- Y10S516/03—Organic sulfoxy compound containing
- Y10S516/05—Organic amine, amide, or n-base containing
Definitions
- This invention relates to a new and useful wetting agent and more particularly to a wetting agent for mercerizing purposes which is capable of increasing the wetting power of mercerizing lyes, and a method of using the same in mercerizing.
- Mercerization has, among others, the purpose of imparting a silky luster to vegetable fibers, especially to cotton.
- Such a wetting agent in order to fulfill its purpose, must show the following properties:
- wetting power of mercerizing lyes can be essentially increased, by adding thereto isopropylated phenols, especially isopropyl phenol or isopropyl cresol, such as 1- methy1-3-isopropylphenol-(5), either alone or together with condensation products of aminoaryl sulfonic acids, aldehydes and phenols, such of phenols or cresols and 242% hydrogenated phenols as wetting agents in mercerisation.-.
- twisted yarn or a dense fabric of raw-cotton is completely wetted within two seconds in a solution of sodium hydroxide of 30 to which 0.7 vol. of p-isopropylphenol is added, while, in contrast thereto, an addition of 1.4 vol.
- cresol or phenol itself does not show any wetting effect after seconds.
- Example 1 Ezamplle 2 To a mercerisation lye of 28 B., there is added 1' vol. (0.8 weight of a mixture of 67% of isothymol and 33% of the condensation product obtainable from butylphenol, sulfanilic' acid andformaldehyde. The clear solution shows ning as after standing for 2-3 weeks inan open vessel (1.5 seconds for dense cotton fabric or yarn) 7
- Example 3 1.4 vol.
- the volume of the foam consisting of large hubbles which is obtained on strongly shaking the mixture for 10 seconds amounts to about70-80% of the usedvolume of the liquid; after 1 minvolume of the liquid.
- Sucha, wetting agent may also contain other additions, such as, for instance, ethereal oils, i.'e.,
- terpineol aromatic hydrocarbons, i. e., xylene, or
- Ezramplee Q I I 1 1 I 1.0 weight of a mixture of 70% of isothymol and 30% of cresol (German Pharmacopoeia, 6th I edition), dissolved in a solution of sodium hydroxide of,28 B.,.Sh0WS excellent wetting effects similar to those shown by the preceding a phenol.
- WhatI'claimisf 1 A mercerizing wetting agent, comprising an isopropylated phenol and a condensation prod not of an aminoarylsulfonic andaphenol.
- a process for improving vegetable textile fibers comprising treating said fibers with a mercerizing lye of causticalkali' containing: anisopropylated phenol, and ,a condensation product of anaminoarylsulfonic acid, an aldehyde and a 4.
- a process for improving Vegetable "textile fibers comprising treating said fibers with a mer I and a condensation product of an aminoarylsul cerizing lye of caustic alkali containing isothymol fonic acid, an aldehyde and a. phenol.
- a mercerizing wetting agent comprising. a
- a mercerizing wetting agent comprising a ,-mixture of isothymol, a member of the group acid, an aldehyde I
Description
' Patented Jan. 30, 1945 WETTING AGENT FOR Manocnizmc ANIi A PROCESS FOR mcamsme THE we'r- TING rowan or MEROERIZING LYES Burkhard von Becker, Aussig, Elbe, Germany, assignor to Sherka Chemical Co., Inc., a corporation of New York No Drawing. Application December 13, 1940, se-
rial No. 369,984. 1939 6 Claims.
This invention relates to a new and useful wetting agent and more particularly to a wetting agent for mercerizing purposes which is capable of increasing the wetting power of mercerizing lyes, and a method of using the same in mercerizing.
Mercerization has, among others, the purpose of imparting a silky luster to vegetable fibers, especially to cotton. In order to obtain this effect the textile fabric or yarn is treated in stretched condition with strong lyes, especially with a solution of sodium hydroxide (spec. weight: 1.24-1.33=28-36 B.) and thereafter rinsed thoroughly. It is known to add to the lye, which without any addition wets the fabric or yarn only very slowly and irregularly, agents which are capable of considerably reducing the wetting time.
Such a wetting agent, in order to fulfill its purpose, must show the following properties:
(a) A high wetting'power,
In Germany December 14,
(1)) Stability in a solution of sodium hydroxide (especially at 28-32 B.), and
(0) Very little foaming.
I have found that the wetting power of mercerizing lyes can be essentially increased, by adding thereto isopropylated phenols, especially isopropyl phenol or isopropyl cresol, such as 1- methy1-3-isopropylphenol-(5), either alone or together with condensation products of aminoaryl sulfonic acids, aldehydes and phenols, such of phenols or cresols and 242% hydrogenated phenols as wetting agents in mercerisation.-. But in this known process theincrease of wetting power is caused by the addition of hydrogenated phenols only, while the phenol or cresol serves as an agent for facilitating solutionof the hydrogenated phenols, which otherwise are insoluble in the mercerisation lyes, said phenol or cresol possessing practically no wetting power. In contrast hereto, the mercerisation lyes with the addition of isopropyl 'phenol or -cresol, show an excellent wetting efect, as is demonstrated by the following comparative test:
According to this invention, for instance, twisted yarn or a dense fabric of raw-cotton is completely wetted within two seconds in a solution of sodium hydroxide of 30 to which 0.7 vol. of p-isopropylphenol is added, while, in contrast thereto, an addition of 1.4 vol.
of cresol or phenol itself does not show any wetting effect after seconds.
The new additions distinguish themselves over the already known agents inasmuch as they combine in themselves the following properties:
High and constant wetting and shrinking efiect.
Stability even on standing in open. air of the mercerisation lye for a longer period of time, If at all, very little foam formation, Clear solubility in the usual lye concentrations, No annoyance by offensive odors.
In contrast to the agents according to this invention the known additions show less ad vantageous effects, because one or several of the ,above mentioned properties are missing,
The following examples serve to'illustrate the invention, without, however, limiting the same to them.
Example 1 Ezamplle 2 To a mercerisation lye of 28 B., there is added 1' vol. (0.8 weight of a mixture of 67% of isothymol and 33% of the condensation product obtainable from butylphenol, sulfanilic' acid andformaldehyde. The clear solution shows ning as after standing for 2-3 weeks inan open vessel (1.5 seconds for dense cotton fabric or yarn) 7 Example 3 1.4 vol. (1.1 weight of a mixture of 30% 1 of isopropy1phenol,-10% of isothymol and 60% of a condensation product of sulfanilic acid, cresol I (German Pharmacopoeia, 6th edition) and form- I utes to, foam'is decreased to about 35% of the aldehyde,-dissolvedin a solution of sodium hythe same unchanged wetting effect in the begin-:
droxide of 32 B., cause excellent and constant Wetting and shrinking effect (1.5-2. seconds).
The volume of the foam consisting of large hubbles which is obtained on strongly shaking the mixture for 10 seconds amounts to about70-80% of the usedvolume of the liquid; after 1 minvolume of the liquid. I I I Sucha, wetting agentmay also contain other additions, such as, for instance, ethereal oils, i.'e.,
terpineol, aromatic hydrocarbons, i. e., xylene, or
Ezramplee Q I I 1 1 I 1.0 weight of a mixture of 70% of isothymol and 30% of cresol (German Pharmacopoeia, 6th I edition), dissolved in a solution of sodium hydroxide of,28 B.,.Sh0WS excellent wetting effects similar to those shown by the preceding a phenol.
I I preparations and only little foam formation.
ing compositionr m fii A mercerizing wetting agent with the same propertiesas those of Example 4 has the follow- I I I I Grs.
I I I I Isopropylphenol 66.0.
I I Cresol. (German Pharmacopoeia, 4th edition) 34.0
The following table indicates the time in seconds, which is necessary for causing complete wetting with the wetting agents according to this invention, whereby mixtures of alkylated phenols with cresol (German Pharmacopoeia, 4th edition) are used as wetting agen-tand solutions of so dium hydroxide of 28 B. as mercerisation lye;
Proportions of Wetting Alkylated phenol alliylstfd time in 355 p eno seconds cresol to lsoptopyl phcnol 2:1 2,0 1.4 Isopr'opyl phenol dist 2:1 3. U 1.4 IsopropylphcnoL. I 4:1 2.0 1.4 D0 1. Without 2.0 0. 7
cresol Isopropyl crcsol. 2:1 2. 5 1.4 Isopropyl p-crosol 2:1 I 2.0 1.4 IsothyrnoL. 2'21 1. 5 l, 4 Thyniol I 2:1 About 1. 4 Creso] H About 60 I I. 4
WhatI'claimisf 1. A mercerizing wetting agent, comprising an isopropylated phenol and a condensation prod not of an aminoarylsulfonic andaphenol.
' Y I '2. ,A, mercerizing wetting agent, comprising an isopropylated phenol, a, condensation product of. I
an aminoarylsulfonic :acid, an aldehyde and a, phenol, and a member of the group consisting of phenol and cresol.
3. A process for improving vegetable textile fibers, comprising treating said fibers with a mercerizing lye of causticalkali' containing: anisopropylated phenol, and ,a condensation product of anaminoarylsulfonic acid, an aldehyde and a 4. A process for improving Vegetable "textile fibers, comprising treating said fibers with a mer I and a condensation product of an aminoarylsul cerizing lye of caustic alkali containing isothymol fonic acid, an aldehyde and a. phenol.
5 A mercerizing wetting agent comprising. a
mixture of, isothymol and the condensation product of an amino-aryl-sulfonic acid, an aldehyde and a phenol. I
6. A mercerizing wetting agent comprising a ,-mixture of isothymol, a member of the group acid, an aldehyde I
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE2368277X | 1939-12-14 |
Publications (1)
Publication Number | Publication Date |
---|---|
US2368277A true US2368277A (en) | 1945-01-30 |
Family
ID=7995542
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US369984A Expired - Lifetime US2368277A (en) | 1939-12-14 | 1940-12-13 | Wetting agent for mercerizing and a process for increasing the wetting power of mercerizing lyes |
Country Status (4)
Country | Link |
---|---|
US (1) | US2368277A (en) |
BE (1) | BE440031A (en) |
FR (1) | FR867835A (en) |
NL (1) | NL62787C (en) |
-
0
- NL NL62787D patent/NL62787C/xx active
- BE BE440031D patent/BE440031A/xx unknown
-
1940
- 1940-11-28 FR FR867835D patent/FR867835A/en not_active Expired
- 1940-12-13 US US369984A patent/US2368277A/en not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
BE440031A (en) | |
FR867835A (en) | 1941-11-29 |
NL62787C (en) |
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