US3920881A - Textile finish using a combination of an aminoplast resin and monomethyloldicyandiamide - Google Patents

Textile finish using a combination of an aminoplast resin and monomethyloldicyandiamide Download PDF

Info

Publication number
US3920881A
US3920881A US37557273A US3920881A US 3920881 A US3920881 A US 3920881A US 37557273 A US37557273 A US 37557273A US 3920881 A US3920881 A US 3920881A
Authority
US
United States
Prior art keywords
monomethyloldicyandiamide
weight
percent
accelerator
resin
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
Application number
Inventor
Philip B Roth
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.)
Wyeth Holdings LLC
Original Assignee
American Cyanamid Co
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 American Cyanamid Co filed Critical American Cyanamid Co
Priority to US37557273 priority Critical patent/US3920881A/en
Application granted granted Critical
Publication of US3920881A publication Critical patent/US3920881A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/39Aldehyde resins; Ketone resins; Polyacetals
    • D06M15/423Amino-aldehyde resins
    • YGENERAL 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00Stock material or miscellaneous articles
    • Y10T428/31504Composite [nonstructural laminate]
    • Y10T428/31942Of aldehyde or ketone condensation product
    • Y10T428/31949Next to cellulosic

Definitions

  • This invention is based on a process for improving textile finishes which involves the use of monomethyloldicyandiamide in combination with the normally used aminoplast resin finish whereby more desirable wrinkle recovery and durable press properties are achieved with greatly decreased loss of strength and abrasion resistance than is obtained when the aminoplast resin is applied in the absence of monomethyloldicyandiamide or when large amounts of phosphoric acid are used with the combination.
  • US. Pat. No. 3,209,164; 3,079,279; 3,260,565 and 3,304,312 deal with ethyleneurea derivatives as wrinkle retardants or creaseproofing agents for textiles.
  • Table IV compares the crease-proofing properties of monomethyloldicyandiamide with other monofunctional agents.
  • 2,582,961 teaches the use of monomethylolidcyandiamide and a resin with large amounts of phosphoric acid for flameproofing fabrics and improved crease and shrinkage resistance.
  • Table V illustrates the improvement of my invention wherein the acid is reduced to less than 4% of the monofunctional reactant bath an improved tensile strength and flex abrasion are obtained.
  • the invention is a process for improving cellulosic textile material by imparting improved wrinkle recovery and durable press properties to the textile material accompanied by minimal loss of strength and abrasion resistance which comprises applying a combination of an aminoplast resin crosslinking agent, monomethyloldicyandiamide, an accelerator, and less than 4% acid to the material and the material so treated.
  • the invention is a process for improving textiles which involves the use of monomethylolidcyandiamide in combination with the normally used aminoplast resin finish and less than 4% acid whereby more desirable wrinkle recovery and durable press properties are achieved with greatly decreased loss of strength and abrasion resistance.
  • Monomethyloldicyandiamide is a condensation product of equal molar amounts of form- 2 aldehyde and dicyandiamide. The synthesis is described in J. Prakt. Chemie, (2) Vol. 77 pg. 537 (1908).
  • the monomethyloldicyanadiamide may be applied to the fabric either separately as a pretreatment followed by drying of the fabric before applying the aminoplast resin finish by a conventional method; or the monomethyloldicyandiamide may be applied simultaneously with aminoplast resin in the same bath.
  • the combination is as effective in minimizing strength and abrasion loss when applied in the same bath as when applied as a pretreatment.
  • aminoplast resin includes many of the better known textile finishing resins classifiable as amino resins such as melamine formaldehyde condensates, guanamine formaldehyde condensates, triazole formaldehyde condensates, urea formaldehyde condensates, thiourea formaldehyde condensates, cyclic urea formaldehyde condensates, for example, 1,2-propylene urea formaldehyde condensates, 1,3-propylene urea formaldehyde condensates, and their corresponding thiourea derivatives and the alkylated, such as methylated, ethylated, and the like.
  • amino resins includes many of the better known textile finishing resins classifiable as amino resins such as melamine formaldehyde condensates, guanamine formaldehyde condensates, triazole formaldehyde condensates, urea formaldehy
  • melamine formaldehyde resins are examples of resins useful in the process of my invention: tris(methoxymethyl) melamine, tris(methoxymethyl) dimethylol melamine, hexakis(methoxymethyl) melamine, bis(methoxymethyl) methylol melamine and the like.
  • suitable guanamine formaldehyde condensates include the formaldehyde and alkylated formaldehyde condensates of methoxyacetoguanamine, propoxyacetoguanamide, butoxyacetoguanamine, lactoguanamine and others of the type known in the prior art and particularly those described in US. Pat. No. 2,887,409.
  • urea and cyclic urea formaldehyde resins contemplated by the present invention are dimethylol urea, methylated methylol urea, methylated methylol thiourea, dimethylol 1,2-propylene urea, dimethylol ethylene urea, dimethylol ethylene thiourea, dimethylol 1,3-propylene urea, methylated dimethylol 1,3-propylene urea, and the like.
  • triazone formaldehyde resins examples include dimethylol tetr'ahydro-5-ethyl-s-triazone-2, dimethylol tetrahydro-5(2-hydroxyethyl)-s-triazone-2 and tetramethylolethylene-S ,5 '-bis( tetrahydro-s-triazone-2 i
  • examples are shown below with the results using (1) dimethyloldihydroxyethyleneurea, (2) bis(methoxymethyl)uron; 15% hexakis(methoxymethyl)-melamine, (3) methylated hexamethylolmelamine with a crude urea component (uron), (4) polymethylolurea having 2.8 moles of combined formaldehyde.
  • the preferred resin is dimethyloldihydroxyethyleneurea.
  • the application of the reagents to the fabric is made under conventional conditions using also conventional accelerators, for example, a combination of 30% magnesium chloride and 2.5% aluminum chloride in water.
  • effective amounts of the monomethyloldicyandiamide range from about 4 to about 10% of the weight of the material for improving wrinkle resistance with minimal loss in textile strength and abrasion resistance, with a preferred range being about 6 to 8%.
  • Effective amounts of the aminoplast resin for improving wrinkle resistance with minimal 3 loss in textile strength and abrasion resistance range from about 5 to about 35% of the weight of the matcrial, with a preferred range being about to 25%.
  • EXAMPLE 1 Application of MMD Monofunctional Reactant and DMDHEU Crosslinking Agent from Separate Baths A. Three pad baths containing 15, 20 and 25 percent DMDHEU and 2.7, 3.6 and 4.5 percent accelerator respectively, are prepared. *Accelerator is aqueous solution containing 30% magnesium chloride and 2.5% aluminum chloride.
  • Each of the latter four MMD baths is applied by standard padding procedure to three samples each of 80 X 80 cotton percale 12 samples total) with a wet pickup of 80% on the weight of the fabric and the treated fabrics then dried. These treated samples along with sam ples in which the MMD treatment is omitted are then padded with DMDHEU baths of A above to a wet pickup of 80% on the weight of the fabric. The first pad bath (3% MMD) is similarly applied to cotton percale
  • Table 1 illustrate that treatment with MMD alone makes no significant difference in wrinkle recovery, strength or abrasion resistance. DMDHEU alone can cause about 90% loss in abrasion resistance and about 60% loss in tensile strength while giving improvement in wrinkle recovery.
  • Table 1 further illustrate improvement in tensile strength and abrasion resistance with little or no decrease'(sometimes an increase) in wrinkle recovery properties when cotton textile is treated with DMDHEU after pretreatment with MMD.
  • application of 7% MMD and then 20% DMDHEU compared to 20% DMDHEU and no MMD imparts an increase in wrinkle recovery from 254-275, an increase in strength from 26 X 17 to 39 X 27 and an increase in abrasion resistance from 37 X 25 to 141 X 168.
  • EXAMPLE 2 Application of MMD Monofunctional Reactant Simultaneously with DMDHEU Crosslinking Agent An aqueous pad bath containing 20% DMDHEU and 3.6% accelerator* is prepared and divided into five portions. The first portion is used with no further modification. To the remaining four portions is added MMD to concentrations of 5, 6, 7 and 8% and phosphoric acid (85%) to concentrations of 1.6, 1.9, 2.2 and 2.6 percent respectively. Each of the five resin baths is applied by standard padding procedure to X 80 cotton percale with wet pick up of 80% on the weight of the fabric. The treated samples are dried for two minutes at 225F.. cured for one minute at 350F., and then tested for wrinkle recovery, strength and abrasion resistance. The data on these measurements are presented in Table ll.
  • Accelerator is aqueous solution containing 30% magnesium chloride and 2.5% aluminum chloride.
  • Each of these nine baths is applied by standard padding procedure to 80 X 80 cotton percale with a wet Solutions Containing of each of the following pick-up of 80% on the weight of the fabric.
  • the treated crosslinking reagents are prepared: bis(rnethoxymethyl)-uron hexakis(methoxymethyl)melamine (85:15), methylated hexamethylolmelamine crude uron component (75:25) and polymethylolurea containing 2.8 moles of combined formaldehyde (4648% solids).
  • accelerator* To each of these is added accelerator* to a confabrics are dried for two minutes at 225F., cured for one minute at 350F., and then tested for wrinkle recovery and loss in tensile strength and abrasion resistance. The data on these measurements are presented in Table III.
  • MMD monomethylol acrylam- 20 equal portions.
  • the first portion is used with no further ide (MMA) and monomethylol hydroxyethyl carbamodification.
  • MMA monomethylol hydroxyethyl carbamodification.
  • MMD MMD mate
  • cellulosic textile materials which comprises:
  • aminoplast resin is dimethyloldihydroxyethyleneurea and the monomethyloldicyandiamide and resin are applied to the material from separate baths.
  • terial and the aminoplast resin is applied within a range of about 15 to about 25 percent of the weight of the material.
  • aminoplast resin is dimethyloldihydroxyethyleneurea and the r monomethyloldicyandiamide and resin are applied to the material from separate baths and the acid is l-lCl.
  • aminoplast resin is dimethyloldihydroxyethyleneurea and the monornethyloldicyandiamide and resin are applied to the material from separate baths and the acid is acetic acid.
  • Cellulose textile materials having improved wrinkle resistance and minimal loss in tensile strength and abrasion resistance cured with an effective amount for improving wrinkle resistance with minimal loss in tensile strength and abrasion resistance of monomethyloldicyandiamide, aminoplast textile resin, a catalytic amount of an accelerator and less than 4% hydrochloric or acetic acid based on the weight of the textile material.

Abstract

The invention is a process for improving wrinkle recovery and durable press properties of cellulosic textile material while minimizing loss in resistance to abrasion and loss in tensile strength by applying to the material a combination of an aminoplast resin, monomethyloldicyandiamide, an accelerator and less than 4% acid and the material so treated.

Description

Elnited States Patent [1 1 Roth 1 1 Nov. 18, 1975 [54] TEXTILE FINISH USING A COMBINATION OF AN AMINOPLAST RESIN AND MONOMETHYLOLDICYANDIAMIDE [75] Inventor: Philip B. Roth, Somerville, NJ.
[73] Assignee: American Cyanamid Company,
Stamford, Conn.
[22] Filed: July 2, 1973 [21] Appl. No.: 375,572
[52] US. Cl. 428/526; 427/390 [51] Int. Cl. D06M 15/54; DO6M 15/70 [58] Field of Search 117/1394, 161 LN, 143 A; 260/3097, 551 C, 69 N, 849;
[56] References Cited UNITED STATES PATENTS 2,247,353 7/1941 Auer 1l7/139.4
2,582,961 1/1952 Burnell et al. ll7/l39.4 X 2,662,071 12/1953 Elod 117/1394 X 2,731,364 l/1956 Reibnitz et 117/1394 X 3,442,905 5/1969 Herbes et a1 117/139.4 X 3,488,701 1/l97() Herbes et a1 117/1394 X 3,627,556 12/1971 Roth et al. 117/1394 X Primary Examiner-Michael R. Lusignan Attorney, Agent, or Firm-H. G. Jackson [57 ABSTRACT than 4% acid and the material so treated.
12 Claims, No Drawings TEXTILE FINISH USING A COMBINATION OF AN AMINOPLAST RESIN AND MONOMETHYLOLDICYANDIAMIDE BACKGROUND OF THE INVENTION 1. Field of the Invention The invention pertains to the art of improving wrinkle recovery and durable press properties by the use of a combination of certain organic chemicals.
2. Description of the Prior Art In the textile finish field, cellulosic fabrics are treated with cross-linking reactants, for example, the amino-.
plast resins, to improve elasticity, i.e., wrinkle recovery, durable press properties, etc. However, the use of such treatment often is accompanied by a loss of strength and abrasion resistance. Various attempts have been made to overcome the undesirable loss of strength and abrasion resistance effects which accompany resin treatments. However, these attempts have been merely partially successful. In certain instances they depend on the use of less resin and thus the treated fabrics show poorer performance in desired characteristics. This invention is based on a process for improving textile finishes which involves the use of monomethyloldicyandiamide in combination with the normally used aminoplast resin finish whereby more desirable wrinkle recovery and durable press properties are achieved with greatly decreased loss of strength and abrasion resistance than is obtained when the aminoplast resin is applied in the absence of monomethyloldicyandiamide or when large amounts of phosphoric acid are used with the combination. US. Pat. No. 3,209,164; 3,079,279; 3,260,565 and 3,304,312 deal with ethyleneurea derivatives as wrinkle retardants or creaseproofing agents for textiles. The data in Table IV compares the crease-proofing properties of monomethyloldicyandiamide with other monofunctional agents. U.S. Pat. No. 2,582,961 teaches the use of monomethylolidcyandiamide and a resin with large amounts of phosphoric acid for flameproofing fabrics and improved crease and shrinkage resistance. Table V illustrates the improvement of my invention wherein the acid is reduced to less than 4% of the monofunctional reactant bath an improved tensile strength and flex abrasion are obtained.
SUMMARY OF THE INVENTION The invention is a process for improving cellulosic textile material by imparting improved wrinkle recovery and durable press properties to the textile material accompanied by minimal loss of strength and abrasion resistance which comprises applying a combination of an aminoplast resin crosslinking agent, monomethyloldicyandiamide, an accelerator, and less than 4% acid to the material and the material so treated.
DESCRIPTION OF THE PREFERRED EMBODIMENTS The invention is a process for improving textiles which involves the use of monomethylolidcyandiamide in combination with the normally used aminoplast resin finish and less than 4% acid whereby more desirable wrinkle recovery and durable press properties are achieved with greatly decreased loss of strength and abrasion resistance. Monomethyloldicyandiamide is a condensation product of equal molar amounts of form- 2 aldehyde and dicyandiamide. The synthesis is described in J. Prakt. Chemie, (2) Vol. 77 pg. 537 (1908).
The monomethyloldicyanadiamide may be applied to the fabric either separately as a pretreatment followed by drying of the fabric before applying the aminoplast resin finish by a conventional method; or the monomethyloldicyandiamide may be applied simultaneously with aminoplast resin in the same bath. Thus, the combination is as effective in minimizing strength and abrasion loss when applied in the same bath as when applied as a pretreatment.
The normally encountered cross-linking agents identified as aminoplast resins may be used in the process. For example, as used herein the expression aminoplast resin includes many of the better known textile finishing resins classifiable as amino resins such as melamine formaldehyde condensates, guanamine formaldehyde condensates, triazole formaldehyde condensates, urea formaldehyde condensates, thiourea formaldehyde condensates, cyclic urea formaldehyde condensates, for example, 1,2-propylene urea formaldehyde condensates, 1,3-propylene urea formaldehyde condensates, and their corresponding thiourea derivatives and the alkylated, such as methylated, ethylated, and the like.
The following melamine formaldehyde resins are examples of resins useful in the process of my invention: tris(methoxymethyl) melamine, tris(methoxymethyl) dimethylol melamine, hexakis(methoxymethyl) melamine, bis(methoxymethyl) methylol melamine and the like. Examples of suitable guanamine formaldehyde condensates include the formaldehyde and alkylated formaldehyde condensates of methoxyacetoguanamine, propoxyacetoguanamide, butoxyacetoguanamine, lactoguanamine and others of the type known in the prior art and particularly those described in US. Pat. No. 2,887,409. Examples of urea and cyclic urea formaldehyde: resins contemplated by the present invention are dimethylol urea, methylated methylol urea, methylated methylol thiourea, dimethylol 1,2-propylene urea, dimethylol ethylene urea, dimethylol ethylene thiourea, dimethylol 1,3-propylene urea, methylated dimethylol 1,3-propylene urea, and the like. Examples of triazone formaldehyde resins include dimethylol tetr'ahydro-5-ethyl-s-triazone-2, dimethylol tetrahydro-5(2-hydroxyethyl)-s-triazone-2 and tetramethylolethylene-S ,5 '-bis( tetrahydro-s-triazone-2 i As illustrative of the aminoplast resin useful in the process of the invention, examples are shown below with the results using (1) dimethyloldihydroxyethyleneurea, (2) bis(methoxymethyl)uron; 15% hexakis(methoxymethyl)-melamine, (3) methylated hexamethylolmelamine with a crude urea component (uron), (4) polymethylolurea having 2.8 moles of combined formaldehyde. The preferred resin is dimethyloldihydroxyethyleneurea.
The application of the reagents to the fabric is made under conventional conditions using also conventional accelerators, for example, a combination of 30% magnesium chloride and 2.5% aluminum chloride in water. In the process of the invention effective amounts of the monomethyloldicyandiamide range from about 4 to about 10% of the weight of the material for improving wrinkle resistance with minimal loss in textile strength and abrasion resistance, with a preferred range being about 6 to 8%. Effective amounts of the aminoplast resin for improving wrinkle resistance with minimal 3 loss in textile strength and abrasion resistance range from about 5 to about 35% of the weight of the matcrial, with a preferred range being about to 25%.
in the following examples which serve to illustrate the invention, the terms MMD and DMDHEU are used 4 but with the DMDHEL' treatment omitted. All the fabric samples are then dried at 225F. for two minutes, cured for one minute at 350 and finally tested. for wrinkle recovery. strength and abrasion resistance. The data on these measurements are presented in Table 1.
TABLE I Monofunctional Reactant and DMDHEU Crosslinking Agent Applied from Separate Baths.
Tensile Abrasion Monofunctional Crosslinking Wrinkle Strength Resistance Rcactant Rcactant Recovery WXF WXF none none 199 57 X -12 370 X 311 3% MMD-l-l.0%H,-;PO., none 209 54 X 42 331 X 343 none 15% 269 29 X 19 93 X 101 DMDHEU+2.7%ACCELERATOR none 20% 254 26 X 17 37 X DMDHEU+3.6%ACCELERATOR none 25% 266 25 X 16 33 X 27 DMDHEU+4.5%ACCELERATOR 5% MMD+l.6/(H PO 15% 268 39 X 25 101 X 106 DMDHEU+Z.7%ACCELERATOR 5% MMD+1.6%H,-.PO., 20% 276 38 X 23 114 X 80 DMDHEU+3.6%ACCELERATOR 5% MMD-l-l.6%H PO., 25% 284 39 X 24 72 X 73 DMDHEU+4.5%ACCELERATOR 6% MMD+1.9%H;,PO, 15% 259 38 X 26 117 X 97 DMDHEU+2.7%ACCELERATOR 6% MlvlD1-1.9%H PO 20% 279 38 X 24 91 X 70 DMDHEU+3.6%ACCELERATOR 6% MMD+l.9%H, PO 25% 267 37 X 21 85 X 100 DMDHEU+4.5%ACCELERATOR 7% MMD+2.2%H PO 15% 246 41 X 25 142 X 180 DMDHEU+2.7%ACCELERATOR 7% MMD+2.2%H -,PO, 20% 275 39 X 27 141 X 168 DMDHEU+3.6%ACCELERATOR 7% MMD+2.2%H PO, 2 257 41 X 26 142 X 187 DMDHEU+4.5%ACCELERATOR 8% MMD2.6%H PO, 15% 245 X 29 147 X 147 DMDHEU+Z.7%ACCELERATOR 8% MMD2.6%H PO 2 256 43 X 28 138 X 157 DMDHEU+3.6%ACCELERATOR 8% MMD2.6%H PO 25% 249 44 X 26 113 X 107 DlVlDHEU+4.57rACCELERATOR W F Total in Degrees Measured in Pounds Measured in Cycles.
surements according to ASTM (American Society of 45 Testing Materials) Test Method D-l682-64 and abrasion resistance measurements according to ASTM Test Method D-l 175-68.
EXAMPLE 1 Application of MMD Monofunctional Reactant and DMDHEU Crosslinking Agent from Separate Baths A. Three pad baths containing 15, 20 and 25 percent DMDHEU and 2.7, 3.6 and 4.5 percent accelerator respectively, are prepared. *Accelerator is aqueous solution containing 30% magnesium chloride and 2.5% aluminum chloride.
B. Five pad baths containing 3, 5, 6, 7 and 8 percent MMD and 1.0, 1.6, 1.9, 2.2 and 2.6 percent phosphoric acid (85%), respectively, are prepared.
Each of the latter four MMD baths is applied by standard padding procedure to three samples each of 80 X 80 cotton percale 12 samples total) with a wet pickup of 80% on the weight of the fabric and the treated fabrics then dried. These treated samples along with sam ples in which the MMD treatment is omitted are then padded with DMDHEU baths of A above to a wet pickup of 80% on the weight of the fabric. The first pad bath (3% MMD) is similarly applied to cotton percale The results in Table 1 illustrate that treatment with MMD alone makes no significant difference in wrinkle recovery, strength or abrasion resistance. DMDHEU alone can cause about 90% loss in abrasion resistance and about 60% loss in tensile strength while giving improvement in wrinkle recovery. The results in Table 1 further illustrate improvement in tensile strength and abrasion resistance with little or no decrease'(sometimes an increase) in wrinkle recovery properties when cotton textile is treated with DMDHEU after pretreatment with MMD. Thus, application of 7% MMD and then 20% DMDHEU, compared to 20% DMDHEU and no MMD imparts an increase in wrinkle recovery from 254-275, an increase in strength from 26 X 17 to 39 X 27 and an increase in abrasion resistance from 37 X 25 to 141 X 168.
EXAMPLE 2 Application of MMD Monofunctional Reactant Simultaneously with DMDHEU Crosslinking Agent An aqueous pad bath containing 20% DMDHEU and 3.6% accelerator* is prepared and divided into five portions. The first portion is used with no further modification. To the remaining four portions is added MMD to concentrations of 5, 6, 7 and 8% and phosphoric acid (85%) to concentrations of 1.6, 1.9, 2.2 and 2.6 percent respectively. Each of the five resin baths is applied by standard padding procedure to X 80 cotton percale with wet pick up of 80% on the weight of the fabric. The treated samples are dried for two minutes at 225F.. cured for one minute at 350F., and then tested for wrinkle recovery, strength and abrasion resistance. The data on these measurements are presented in Table ll.
* Accelerator is aqueous solution containing 30% magnesium chloride and 2.5% aluminum chloride.
TABLE II 6 centration of 3.6%. One portion of each is used with no modification: to another portion of each is added MMD to a concentration of 7% and phosphoric acid (85%) to a concentration of 2.2%; to a third portion of MMD Monofunctional Reactant and DMDHEU Crosslinking Agent Applied Simultaneously From Comm on Bath.
DMDHEU+3.6%ACCELERATOR W+F Total In Degrees Measured ln Pounds Measured in Cycles The results in Table ll illustrate that the monofunctional reactant. MMD, is essentially as effective in minimizing tensile strength loss and abrasion resistance loss when applied simultaneously with the croslinking reactant as when applied as a pretreatment (as in Example 1).
EXAMPLE 3 Application of MMD Monofunctional Reactant with Miscellaneous Crosslinking Reactants each of the original solutions is added MMD to a concentration of 8% and phosphoric acid (85%) to a concentration of 2.6%.
Each of these nine baths is applied by standard padding procedure to 80 X 80 cotton percale with a wet Solutions Containing of each of the following pick-up of 80% on the weight of the fabric. The treated crosslinking reagents are prepared: bis(rnethoxymethyl)-uron hexakis(methoxymethyl)melamine (85:15), methylated hexamethylolmelamine crude uron component (75:25) and polymethylolurea containing 2.8 moles of combined formaldehyde (4648% solids). To each of these is added accelerator* to a confabrics are dried for two minutes at 225F., cured for one minute at 350F., and then tested for wrinkle recovery and loss in tensile strength and abrasion resistance. The data on these measurements are presented in Table III.
TABLE III MMD Monofunctional Reactant Applied with Miscellaneous Crosslinking Agents Tensile Abrasion Monofunctional Crosslinking Wrinkle Strength Resistance Reactant Reactant Recovery WXF WXF none 20% solution of bis(methoxy- 284 19 X 17 52 X 59 methyl)uron+hexakis(methoxymethyl)melamine( 85: l 5 )+3 .6% accelerator Solution of 7% MMD 20% solution of bis(methoxy- 275 41 X 27 174 X 213 2.2% l-I PO methyl)uron+hexakis(rnethoxymethyl)melamine(85: 1 5 )+3.6% accelerator Solution of 8% MMD 20% solution of bis(methoxy- 267 42 X 27 l72 X 204 2.6% H PQ, methyl')uron+hexakis(methoxymethyl)melamine(85: l 5 )+3.6% accelerator none 20% solution of methylated 299 29 X 20 93 X 81 hexarnethylol melamine crude uron component (75:25) +3.6% accelerator Solution of 7% MMD 20% solution of methylated 285 X 27 214 X 202 2.2% H PO hexamethylol melamine crude uron component (:25) 3.6% accelerator Solution of 8% MMD 20% Solution of methylated 28] 42 X 26 167 X 211 +2.6% H -,PO hexamethylol melamine crude uron component (75:25) 3.6% Accelerator none 20% Solution of polymethyl- 29] 26 X 28 36 X 44 olurea containing 2.8 moles combined formaldehyde (46-48% solids) 3.6% Accelerator Solution of 7% MMD 20% Solution of polymethyl- 275 41 X 27 2l4 X 196 olurea containing 2.8 moles combined formaldehyde (4648% solids) 3.6% Accelerator TABLE Ill-continued MMD Monofunctional React-ant Applied with Miscellaneous Crosslinking Agents Tensile Abrasion Monofunctional Crosslinking Wrinkle Strength Resistance Reactant Reactant Recovery W F W F Solution of 8% MMD Solution of polymethyl- 27'. 39 X 27 149 X 169 2.6% H 1 0. olurea containing 2.8 moles combined formaldehyde (46-48% solids) 3.6% Accelerator Accelerator is aqueous solution containing 30% magnesium chloride and aluminum chloride.
The results in Table III illustrate that when DMDHEU is replaced by other suitable crosslinking It is readily seen from Table IV that MMA and MMC are not effective and cannot be used in place of MMD agents, the effect of the MMD monofunctional reactant 15 to achieve the same results. on wrinkle recovery, abrasion resistance and tensile EXAMPLE 4 strength remains essentially the same.
The use of MMD is uni ue in its effect on fabric com- An a ueous ad bath of 20% b wei ht of DMDHEU q 9 P Y 9 pared to other well known monofunctlonal agents. and 4% by weight of accelerator was divided into 11 Table IV illustrates the use of monomethylol acrylam- 20 equal portions. The first portion is used with no further ide (MMA) and monomethylol hydroxyethyl carbamodification. To the second portion is added 5% MMD mate (MMD) as the monofunctional agent in place of and suffieient additional accelerator to raise the con- MMD. The a lication of these a ents with the aminocentration of accelerator to 6%. The remainin nine P g g plast was similar to the application described in the ex- 7 port1ons are modified as follows: amples above. A. Three pad baths containing 5,6, and 7% MMD TABLE Iv and 1.6, 1.9, and 2.2% phosphoric acid (85%), respectively, are prepared. TENSILE ABRASION Thre ad baths 0 ntainin 5 6. and 77 MMD WRINKLE STRENGTH RESISTANCE B e p 0 g 0 MMA MMC DMDHEU RECOVERY w X F w x F and 1.34, 1.63 and 2.1% hydrochloric acid (37%), re-
speetively, are preferred. 5 0 0 201 55 46 462 x 524 5 0 30 394 33 X 17 X 35 C. Three pad baths contalmng 5, 6, and 7% MMD 6 0 0 190 2 X g; X and 0.9, 1.2, and 1.4% acetic acid (99%), respectively, 6 0 20 289 .3 x 1 x 4 7 0 0 188 58 x 362 500 are P p 7 0 20 288 24 x 18 41 x 41 Each of the pad baths are applied by standard padg 8 1 i 1?:2? 35 ding procedure to samples of 80 X 80 cotton percale Q 5 0 I 5 X 43 420 X 470 with a wet pickup of 90% on the weight of the fabric. 0 5 20 2 g2 is i 1 The treated fabrics are then dried 1.5 minutes at 3 2 8 24 x ,5 37 X 225F., heated 1.0 minute at 350F., and then tested for 0 7 0 175 56 x 44 325 X 583 wrinkle recovery, tensile strength and abrasion resis- 0 7 20 296 27 x 17 39 x 69 40 tame 0 8 0 174 x43 409X58l 0 8 20 297 29 14 61 x The results of this example presented in Table V, 11- 0 0 U 58 X 45 410 X 633 lustrate that without phosphoric acid, an even better 0 0 20 286 24x 17 38x47 improvement in tenslle strength and flex abras1on is obtained. The use of hydrochloric or acetic acid in place 45 of hos horic acid also roduced similar im rove- P P P P ments.
TABLE V Application of MMD Monofunctional Reactant Together with DMDHEU Crosslinking Agent Wrinkle Tensile Abrasion Monofunctional Crosslinking Recovery Strength Resistance Reactant Reactant (Degrees W F) (Lbs. W F) (Cycles W F) None None 201 53 x 43 514 x 587 None 20% DMDHEU +4% 306 20 x 12 38 x 26 Accelerator 5% MMD 20% DMDHEU +13% 284 36 27 183 x 193 Accelerator 5% MMD 1.6% 20% DMDHEU +41% 303 27 x 18 x 66 H PO Accelerator 6% MMD 1.9% 20% DMDHEU +4% 300 29 x 20 86 x 70 H PO (85) Accelerator 7% MMD 2.2% 20% DMDHEU+4% 301 30 X 21 108 x 94 HHPO, (85%) Accelerator 5% MMD+ 1.34% 20%DMD1-1Eu+4% 292 32x21 111 118 HCI (37%) Accelerator 6% MMD 1.63% 20% DMDHEU+4% 301 35 x 21 114 x128 HCl (37%) Accelerator 7% MMD+-2.1% 20% DMDHEU+4% 289 33x22 117 x137 HCl (37%) Accelerator 5% MMD 0.9% 20% DMDHEU 4% 294 35 x 25 156 x 183 Acetic Acid (990;) Accelerator 6% MMD +12% 20% DMDHEU+4% 211-1 37 x 27 162 x198 Acetic Acid (99% 1 Accelerator 7% MMD +14% 20% DMDHEL1+4% 283 37 x 25 187 x 193 TABLE V-continued Application of MMD Monofunctional Reactant Together with DMDHEU Crosslinking Agent l. Accelerator is aqueous solution containing 30% magnesium chloride and 2.5% aluminum chloride.
minimal loss in tensile strength and abrasion resistance,
of cellulosic textile materials which comprises:
applying to the material an effective amount for improving wrinkle resistance with minimal loss in tensile strength and abrasion resistance of a tad bath of monomethyloldicyandiamide, aminoplast resin, a
catalytic amount of an accelerator and less than 4% hydrochloric or acetic acid based on the weight of the tad bath and heating the material to cure the composition to a waterinsoluble state.
2. A process according to claim 1 wherein the aminoplast resin is dimethyloldihydroxyethyleneurea and the monomethyloldicyandiamide and resin are applied to the material from separate baths.
3. A process according to claim 2 wherein the monomethyloldicyandiamide is applied within a range of about 4 to about 10 percent of the weight of the material and the aminoplast resin is applied within a range of about to about 25 percent of the weight of the material.
4. A process according to claim 1 wherein the amino-.
terial and the aminoplast resin is applied within a range of about 15 to about 25 percent of the weight of the material.
6. A process according to claim 1 wherein the aminoplast resin is dimethyloldihydroxyethyleneurea and the r monomethyloldicyandiamide and resin are applied to the material from separate baths and the acid is l-lCl.
7. A process according to claim 6 wherein the monomethyloldicyandiamide is applied within a range of about 4 to about 10 percent of the weight of the material and the aminoplast resin is applied within a range of about 15 to about 25 percent of the weight of the material.
8. A process according to claim 1 wherein the aminoplast resin is dimethyloldihydroxyethyleneurea and the monornethyloldicyandiamide and resin are applied to the material from separate baths and the acid is acetic acid.
9. A process according to claim 8 wherein the I monomethyloldicyandiamide is applied within a range of about 4 to about 10 percent of the weight of the material and the aminoplast resin is applied within a range of about 15 to about 25 percent of the weight of the material.
10. Cellulose textile materials having improved wrinkle resistance and minimal loss in tensile strength and abrasion resistance cured with an effective amount for improving wrinkle resistance with minimal loss in tensile strength and abrasion resistance of monomethyloldicyandiamide, aminoplast textile resin, a catalytic amount of an accelerator and less than 4% hydrochloric or acetic acid based on the weight of the textile material. I
11. Cellulosic textile materials according to claim 10 wherein the aminoplast resin is dimethyloldihydroxyethyleneurea and is within a range of about 15 to about 25 percent of the weight of the material and the monomethyloldicyandiamide is within a range of about 4 to about 10 percent of the weight of the material.
12. A process according to claim 1 wherein no acid is used in the bath.

Claims (12)

1. A PROCESS FOR IMPROVING WRINKLE RESISTANCE, WITH MINIMAL LOSS IN TENSILE STRENGTH AND ABRASION RESISTANCE, OF CELLULOSIC TEXTILE MATERIALS WHICH COMPRISES: APPLYING TO THE MATERIAL AN EFFECTIVE AMOUNT FOR IMPROVING WRINKLE RESISTANCE WITH MINIMAL LOSS IN TENSILE STRENGTH AND ABRASION RESISTANCE OF A TAD BATH OF MONOMETHYLODICYANDIAMIDE, AMINOPLAST RESIN, A CATALYTIC AMOUNT OF AN ACCELERATOR AND LESS THAN 4% HYDROCHLORIC OR ACETIC ACID BASED ON THE WEIGHT OF THE TAD BATH AND HEATING THE MATERIAL TO CURE THE COMPOSITION TO A WATER-INSOLUBLE STATE.
2. A process according to claim 1 wherein the aminoplast resin is dimethyloldihydroxyethyleneurea and the monomethyloldicyandiamide and resin are applied to the material from separate baths.
3. A process according to claim 2 wherein the monomethyloldicyandiamide is applied within a range of about 4 to about 10 percent of the weight of the material and the aminoplast resin is applied within a range of about 15 to about 25 percent of the weight of the material.
4. A process according to claim 1 wherein the aminoplast resin is dimethyloldihydroxyethyleneurea and the monomethyloldicyandiamide and resin are applied to the material simultaneously.
5. A process according to claim 4 wherein the monomethyloldicyandiamide is applied within a range of about 4 to about 10 percent of the weight of the material and the aminoplast resin is applied within a range of about 15 to about 25 percent of the weight of the material.
6. A process according to claim 1 wherein the aminoplast resin is dimethyloldihydroxyethyleneurea and the monomethyloldicyandiamide and resin are applied to the material from separate baths and the acid is HCl.
7. A process according to claim 6 wherein the monomethyloldicyandiamide is applied within a range of about 4 to about 10 percent of the weight of the material and the aminoplast resin is applied within a range of about 15 to about 25 percent of the weight of the material.
8. A process according to claim 1 wherein the aminoplast resin is dimethyloldihydroxyethyleneurea and the monomethyloldicyandiamide and resin are applied to the material from separate baths and the acid is acetic acid.
9. A process according to claim 8 wherein the monomethyloldicyandiamide is applied within a range of about 4 to about 10 percent of the weight of the material and the aminoplast resin is applied within a range of about 15 to about 25 percent of the weight of the material.
10. Cellulose textile materials having improved wrinkle resistance and minimal loss in tensile strength and abrasion resistance cured with an effective amount for improving wrinkle resistance with minimal loss in tensile strength and abrasion resistance of monomethyloldicyandiamide, aminoplast textile resin, a catalytic amount of an accelerator and less than 4% hydrochloric or acetic acid based on the weight of the textile material.
11. Cellulosic textile materials according to claim 10 wherein the aminoplast resin is dimethyloldihydroxyethyleneurea and is within a range of about 15 to about 25 percent of the weight of the material and the monomethyloldicyandiamide is within a range of about 4 to about 10 percent of the weight of the material.
12. A process according to claim 1 wherein no acid is used in the bath.
US37557273 1973-07-02 1973-07-02 Textile finish using a combination of an aminoplast resin and monomethyloldicyandiamide Expired - Lifetime US3920881A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
US37557273 US3920881A (en) 1973-07-02 1973-07-02 Textile finish using a combination of an aminoplast resin and monomethyloldicyandiamide

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US37557273 US3920881A (en) 1973-07-02 1973-07-02 Textile finish using a combination of an aminoplast resin and monomethyloldicyandiamide

Publications (1)

Publication Number Publication Date
US3920881A true US3920881A (en) 1975-11-18

Family

ID=23481400

Family Applications (1)

Application Number Title Priority Date Filing Date
US37557273 Expired - Lifetime US3920881A (en) 1973-07-02 1973-07-02 Textile finish using a combination of an aminoplast resin and monomethyloldicyandiamide

Country Status (1)

Country Link
US (1) US3920881A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4376802A (en) * 1980-01-24 1983-03-15 Allied Corporation Finish composition for polyester yarn
CN111851069A (en) * 2020-07-18 2020-10-30 绍兴海成化工有限公司 All-in-one scouring agent and preparation method thereof

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2247353A (en) * 1936-09-04 1941-07-01 Auer Laszlo Method of sizing textiles
US2582961A (en) * 1949-09-17 1952-01-22 American Cyanamid Co Treatment of flammable materials to impart flame resistance thereto, compositions therefor, and products thereof
US2662071A (en) * 1949-02-16 1953-12-08 Elod Egon Process of producing dicyandiamideurea-formaldehyde impregnating agents
US2731364A (en) * 1951-08-18 1956-01-17 Basf Ag Process for improving cellulose textile materials and product thereof
US3442905A (en) * 1966-09-08 1969-05-06 American Cyanamid Co N-methylol-n'-substituted-4,5-dihydroxy-2-imidazolidinones
US3627556A (en) * 1967-10-13 1971-12-14 Koratron Co Inc Durable press finish for wool/cellulosic fabrics (melamine/dihydroxy-imidazolidinone resins)

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2247353A (en) * 1936-09-04 1941-07-01 Auer Laszlo Method of sizing textiles
US2662071A (en) * 1949-02-16 1953-12-08 Elod Egon Process of producing dicyandiamideurea-formaldehyde impregnating agents
US2582961A (en) * 1949-09-17 1952-01-22 American Cyanamid Co Treatment of flammable materials to impart flame resistance thereto, compositions therefor, and products thereof
US2731364A (en) * 1951-08-18 1956-01-17 Basf Ag Process for improving cellulose textile materials and product thereof
US3442905A (en) * 1966-09-08 1969-05-06 American Cyanamid Co N-methylol-n'-substituted-4,5-dihydroxy-2-imidazolidinones
US3488701A (en) * 1966-09-08 1970-01-06 American Cyanamid Co Use of n-methylol-n'-substituted-4,5-dihydroxy - 2-imidazolidinones as textile finishing agents
US3627556A (en) * 1967-10-13 1971-12-14 Koratron Co Inc Durable press finish for wool/cellulosic fabrics (melamine/dihydroxy-imidazolidinone resins)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4376802A (en) * 1980-01-24 1983-03-15 Allied Corporation Finish composition for polyester yarn
CN111851069A (en) * 2020-07-18 2020-10-30 绍兴海成化工有限公司 All-in-one scouring agent and preparation method thereof
CN111851069B (en) * 2020-07-18 2021-05-28 绍兴海成化工有限公司 All-in-one scouring agent and preparation method thereof

Similar Documents

Publication Publication Date Title
US4396391A (en) Treating cellulose textile fabrics with dimethylol dihydroxyethyleneurea-polyol
US4127382A (en) Process for the reduction of free formaldehyde on textile fabrics
GB2084205A (en) Composition suitable for treating textile fabrics
US2898238A (en) Process for treating textiles with ethylene urea-formaldehyde reaction products
US2901463A (en) Compositions, textiles treated therewith and processes for the treatment thereof
US2466457A (en) Shrinkage control of textiles
US3079279A (en) Blends of imidazolidinones and aminoplasts and method for finishing cellulose containing textile material
US4451262A (en) After-treatment of finished, cellulose-containing fibrous materials with liquid ammonia
US3920881A (en) Textile finish using a combination of an aminoplast resin and monomethyloldicyandiamide
US3619113A (en) Flame-retardant finish for cellulosic textile materials
US3374107A (en) Process for the treatment of textiles with aminoplasts
US3063869A (en) Novel textile finishing compositions and process for using the same
US3627556A (en) Durable press finish for wool/cellulosic fabrics (melamine/dihydroxy-imidazolidinone resins)
US3181927A (en) Process of wet and dry wrinkleproofing cellulose fabric with an aminoplast resin and zinc chloride
US2378724A (en) Textile finishing and composition therefor
GB712098A (en) Improvements in the treatment of textile materials
US3311496A (en) Process for producing rot and wrinkle resistant cellulose containing textile and textile obtained therewith
US2887409A (en) Substituted guanamine-formaldehyde reaction products and the process for treating textiles therewith
US3317345A (en) Rot-resistant finish for textile materials
US3094371A (en) Textile treatment with aminoplast and polyacrylamides and the textile so treated
US2839506A (en) Antistatic treatment for hydrophobic synthetic fiber-containing materials
US4196260A (en) Process for flameproofing cellulosic fibrous material
US3119715A (en) Processes for treating cellulosic textiles with acid colloids of methylolmelamine
US3634019A (en) Metal acetate-acidic catalyst system for cellulosic fabric treatment
US3177093A (en) Method of treating cellulose textile material and the treated material